7 Best Caribbean Islands To Visit In September (2024 Review)

Destinations By Month

Updated: December 15, 2023

Hurricane season peaks in the Caribbean toward the end of the third quarter. But fret not, you can still find the best Caribbean island to visit in September with this quick travel guide.

If you plan to go on a Caribbean vacation during this month, you’ll enjoy just the right mix of cool winds and warm waters.

Once you decide which of these islands fits your budget, style, and preferences the most, the only thing that remains is to start packing your suitcases before you revel in everything these  fantastic islands  have to offer.

And because it’s low season, you can explore the most visited islands in the Caribbean with fewer fellow tourists — and at a more budget-friendly rate. 

The Best Island Resorts To Visit in September

Sandals Resorts in Barbados are 5-star, all-inclusive, and adult-only. There are two Sandals resorts on our #1 recommended island to visit in September. Explore the resorts here .

1. Barbados

September is one of the least busy times in Barbados , a southern Caribbean island popular for its friendly locals and mesmerizing beaches that have soft sands and crystal-clear waters. 

Barbados September is one of the least busy times in Barbados, a southern Caribbean island popular for its friendly locals and mesmerizing beaches that have soft sands and crystal-clear waters. Going there that month means you’ll have  warm weather  (about 82 degrees Fahrenheit on average) and a quieter atmosphere compared to its peak season (which is December until early April).

Barbados is a perfectly elegant and sophisticated island, embellished with spectacular  coral reefs , a wide range of delectable dining options, and most importantly, absolutely stunning beaches.

The chances of storms in September are relatively low. And though you may experience occasional rain showers, you can use that time to break free from your beach-centric itinerary. Even more, it has  beautiful beaches  and waters, as well as a lot of history and culture.

Island highlights:

  • Snorkel and swim with the abundant marine life at Browne’s Beach
  • Dive and discover corals and shipwrecks at Carlisle Bay
  • Watch the sunrise at Farley Hill and enjoy overlooking views of the Atlantic Ocean
  • Book a hiking tour and explore the island’s trails
  • Stroll around the island capital of Bridgetown

2.  Aruba

Aruba is part of the so-called ABC Islands, together with Bonaire and Curaçao. These three are some of the best islands to visit in September 2024 as they lie on the southern edge of the hurricane belt. In fact, the average high temperature can hit 90 degrees Fahrenheit. 

Curacao Average Temperature 79°- 92° Curacao is an  island country  part of the Caribbean and South America. The island is home to pristine beaches, lush rainforests, and dramatic cliffs; plus it’s an especially popular destination for  scuba diving  and snorkeling.

There are also many shipwrecks to explore in the waters around Curacao. If you’re looking for a more active vacation, there are plenty of  hiking trails  to explore on the island.

Bonaire retains much of its  natural beauty  and tranquility. It’s a great place to visit for those who are looking to escape the hustle and bustle of city life and enjoy some peace and quiet. So if you’re ever in need of a  relaxing vacation , be sure to consider Bonaire as your next destination! 

The “One Happy Island of Aruba” is sun-soaked and gifted with a long stretch of sparkling beaches. Besides its picturesque waters, it has dramatic rock formations and fascinating caves that will stir up your explorer’s heart. 

  • Swim or do water activities like stand-up paddleboarding and kayaking at Eagle Beach
  • Visit De Palm Island and mingle with flamingos
  • Jump off the iconic cliffs and dive into the Natural Pool
  • Explore the Arikok National Park on a Jeep tour
  • Take a submarine tour and view the beautiful Barcadera reef

Spice up your September on the tropical island of Grenada . It’s located outside the hurricane zone, and the average daily temperature is about 88 degrees Fahrenheit. 

Because it’s considered the Spice Isle, you can expect a remarkable culinary experience when you visit it. However, it’s just one part of your journey: Grenada has amazing beaches and majestic waterfalls you can check out, swim in, and use as a background for your Instagram snaps.

  • Visit the historic sites at the island’s capital, St. George
  • Go kayaking, diving, or cruising at Morne Rouge Beach
  • Enjoy your Caribbean vacation at an all-inclusive resort such as the Sandals Grenada Resort & Spa Grenada
  • Go sightseeing at the Seven Sisters Waterfalls
  • Explore one of the most vital conservation projects on the island, the Levera National Park

Mexico’s Yucatan Peninsula is part of the Caribbean. Though it may fall in the hurricane zone, storms seldom hit the area. If there will be rainfall, it typically happens in the middle of the afternoon — which isn’t exactly the ideal time to hit the beach. 

Mexico is home to many tourist attractions. Some of the most popular areas are Tulum, Cancun, Cozumel, and Playa del Carmen.

  • Have a glimpse of the past at the Tulum Archeological Zone, which has Yucatan Mayan ruins set against the aquamarine Caribbean sea
  • Take a Gran Cenote tour and swim at its sinkhole filled with turquoise waters
  • Immerse yourself in Mexican culture at Downtown Cancun
  • Hang out at beach clubs
  • Take a ferry to Cozumel, dive, and witness the wonders of the second-longest coral reef system

Looking for an attractive alternative to the top Caribbean destinations September you’ll read about in many travel guides? This is the place to be. Panama borders the Caribbean Sea and the Pacific Ocean and sits south of the hurricane zone. The daily high temperatures there are around 88 degrees Fahrenheit. 

The country boasts a laidback atmosphere during this month — perfect if you wish to enjoy a tropical holiday without those huge crowds.

  • Go island-hopping at the Bocas del Toro archipelago
  • Attend the International Festival of the Sea 
  • Witness the hatching of turtle eggs on the coast of Isla Canas
  • Meet several wildlife species at the Coiba National Park 
  • Go whale-watching at the Pearl Islands

6. St. Lucia

September is St. Lucia’s warmest month. It’s one of the Caribbean’s southernmost islands and has daily high temperatures hovering around 87 degrees Fahrenheit. Though the risk of a hurricane is high, you can enjoy glorious bursts of sunshine.

Apart from whiling away at the beach, you can explore nature trails, ride horses, book sightseeing cruises, or dive and see its rich aquamarine environment yourself in this warm weather.

  • Go yachting on the blue waters of Marigot Bay
  • Dive at the Anse Chastanet Marine National Park
  • Climb the Pitons — the two towering peaks on the island popular among hiking enthusiasts
  • Trekk through the Tet Paul Nature Trail
  • Bathe in the springs and visit the parks at the fishing village of Soufriere

7. Trinidad and Tobago

These islands are tucked in the southeastern region of the Caribbean, below the hurricane belt, offering an average high temperature of 86 degrees Fahrenheit during September. There will be bouts of rain, but it won’t necessarily dampen your Trinidad and Tobago vacation, especially if you want to enjoy the tropics at a bargain price .

  • Celebrate their Independence Month and visit aptly decorated heritage sites (e.g., Port of Spain Waterfront)
  • Swim at the Maracas Bay
  • Visit the village of Sans Souci and surf up
  • Go standup paddle boarding at Pigeon Point
  • Witness or take part in golfing tournaments (Trinidad and Tobago hosts three every September)

Some areas in the Caribbean bless vacationers with sunny days and little chance of rain even in September when the hurricane season is at its peak. Choose any of the seven islands we’ve recommended above, and you’ll realize your dream Caribbean holiday without paying the usual price. 

Already picked the best Caribbean island to visit in September? Waste no time and start planning as early as today.

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15 Best Tropical Places to Visit in September

When the weather starts to get colder, it’s time for a tropical getaway.

Most people travel during spring and winter, leaving fewer crowds in September. There are quite a few places to travel in September.

Let’s start with…

Average Sept. Air Temp 80°F – 90°F

flamingos on beach in aruba

Aruba is a small island in the Caribbean Sea, north of Venezuela. Known for its beautiful blonde beaches, vibrant wreck diving, and desert landscapes. Its average temperatures in September range from 80 ° to 90 ° Fahrenheit.

There really isn’t a bad time to visit Aruba. September in particular is a great time to visit if you don’t mind higher average temps. Be aware that this is the month that most people avoid because the trade winds die, making it hotter than normal. But, it’s a great time to visit since the crowds are a lot less. This Caribbean island is easily one of the best tropical destinations in September.

2. Zanzibar

Average Sept. Air Temp : 70°F – 85°F

zanzibar beach

Zanzibar sits off the coast of Tanzania, Africa. Well-known for its stunning tropical beaches, 19th-century architecture, and diverse spices (yes, spices!)

Average temperatures in September are around 70° to 85° Fahrenheit. You’ll be able to sunbathe and explore the island comfortably.

Average Sept. Air Temp 75°F – 90°F

tropical beach in belize

Belize sits on the eastern side of Central America, bordering Guatemala and Mexico. While Belize itself is not an island, there are several off its coast. Ambergris Caye, Caye Caulker , or even Cayo Espanto are beautiful ones to visit.

Belize is very popular among diving enthusiasts because of the Hol Chan Marine Reserve. It’s the second-largest coral reef in the world. Belize’s average temperatures in September range from 75° to 90° Fahrenheit. Perfect temps to spend in the stunning waters and on the beach.

4. Oahu, Hawaii

Average September Temp 70°F – 85°F

Waikiki Beach in Oahu, Hawaii

Oahu is one of Hawaii’s most visited islands, along with Maui and Kauai. Its capital, Honolulu, is home to one of the most famous beaches – Waikiki beach. Oahu can be the most affordable since their main airport is there.

Known for its beaches, history, nightlife, and cuisine, Oahu is a tropical vacation that has it all. Temperatures in September average around 70° to 85° Fahrenheit. If you’re looking to vacation in the United States, this is a great tropical destination.

5. Barbados

Tropical beach in Barbados

Barbados is an independent British Commonwealth nation located in the eastern Caribbean. It’s a popular tropical vacation destination, common to watch a game of cricket. Even more, it has beautiful beaches and waters, as well as a lot of history and culture.

September temperatures average from 75° to 90° Fahrenheit. While it can be rainy, the rain comes in short spurts and will make prices cheaper.

6. Seychelles

La Digue, Seychelles

Seychelles sits in the Indian Ocean off the eastern coast of Africa. Known for its beaches, unique coral reefs, nature reserves, and various rare animals. If you’re lucky, you may spot the giant Aldabra tortoise or white fairy tern!

In September temperatures average 75° to 90° Fahrenheit, so you can get your tropical on.

Average Sept. Air Temp 70°F – 90°F

cheapest caribbean islands to visit in september

Bali is one of Indonesia’s most well-known and highly-visited islands, year-round. Known for its special forested volcanic mountains, rice paddies, beaches, coral reefs, and Balinese culture, Bali truly is the island that has it all.

Whether you want to spend your days hiking, soaking up the sun, or embracing the food scene, Bali is never the wrong answer. Its average temperatures range from 70 ° to 90 ° Fahrenheit in September, so pack a swimsuit and a change of clothes so you’re ready to take on whatever activities the day brings you.

Average Sept. Air Temp 70°F – 80°F

cheapest caribbean islands to visit in september

Located in the South Pacific Ocean is Fiji, a country to the northeast of Australia. Fiji is an archipelago comprised of over 333 picture-perfect islands. While each island has so much to offer, our favorites are Mamanuca Islands, Qalito Islands, and Mana Island.

Known for its coral reefs, clear lagoons, and rugged palm-lined landscapes, you can’t go wrong with a trip to Fiji. Average temperatures in September range from 70 ° to 80 ° Fahrenheit, so you’ll be more than comfortable spending all day outside.

Average Sept. Air Temp 65°F – 80°F

cheapest caribbean islands to visit in september

Located in between Australia and South America is Tahiti, the largest island in French Polynesia. Tahiti is divided into two islands: Tahiti Nui (western side) and Tahiti Iti (eastern side). As Tahiti Nui is larger, it tends to attract more tourists year-round. Tahiti has unique black-sand beaches, lagoons, waterfalls, and not one, but two extinct volcanoes.

It is the perfect tropical destination for adventurers who also like to relax in the sun. September is a perfect time to visit, as temperatures range from 65 ° to 80 ° Fahrenheit, so you can spend time exploring the landscape and swimming on the beach.

10. Gran Canaria, Spain

Average Sept. Air Temp 60°F – 70°F

cheapest caribbean islands to visit in september

One of Spain’s beautiful Canary Islands is Gran Canaria, an island located to the northwest of Africa. Gran Canaria is a unique island, and it is well-known for its black lava and white-sand beaches.

It is a popular tourist destination for Europeans in the summer, so if you’re looking to get away from the crowds, check it out in September. The average temperatures range from 60 ° to 70 ° Fahrenheit, so expect to spend some time doing activities on this tropical island.

11. Sardinia, Italy

cheapest caribbean islands to visit in september

Just west of Italy’s mainland is Sardinia, an Italian island located in the Mediterranean Sea. This large, stunning island has a beautiful coast, with turquoise waters and sandy beaches.

If you wander inwards, you’ll find mountainous landscapes perfect for hiking. Sardinia is filled with both culture and beauty, making it the perfect place for a September tropical vacation. Even more, September temperatures are usually around 70 ° to 80 ° Fahrenheit!

12. Bora Bora

cheapest caribbean islands to visit in september

If French Polynesia is calling your name, consider heading to Bora Bora, a unique island north of Tahiti. If you want to scuba dive in stunning turquoise lagoons protected by a coral reef, book your trip immediately.

Bora Bora is a great option for those of you who want to get a little fancy at a luxury resort. You can definitely spend your time at the beach (or by the pool!), as September temperatures range from 70 ° to 80 ° Fahrenheit.

13. Rarotonga, Cook Islands

Average Sept. Air Temp 70°F – 75°F

cheapest caribbean islands to visit in september

The Cook Islands are a group of 15 islands located in the South Pacific Ocean. Consider heading to the largest one, Rarotonga, for your September tropical vacation.

Popular for scuba diving and snorkeling in its lagoons and coral reefs, Rarotonga is also home to volcanoes and rainforests for those of you who want to hike. The island that has it all? Yep, Rarotonga. Even better, September temperatures average at 70 ° to 75 ° Fahrenheit, so you can be fairly confident that you’ll get the sun you need.

14. Perhentian Islands

cheapest caribbean islands to visit in september

Located off the eastern coast of Malaysia are the Perhentian Islands, with two main islands (Perhentian Besar and Perhentian Kecil). We’d recommend checking one of those two out if you’ve never been, as they are great starting points to experiencing the islands!

These islands are known for snorkeling and diving, as they are home to amazing marine life such as the clownfish, giant sea turtles, and more. September can get hot in the Perhentian Islands, with temperatures ranging from 75 ° to 90 ° Fahrenheit.

15. Whitsunday Islands

cheapest caribbean islands to visit in september

Last but not least are Australia’s beautiful Whitsunday Islands, a group of 74 islands located between northeast Australia (Queensland) and the Great Barrier Reef.

Access to the Great Barrier Reef gives the Whitsunday Islands amazing marine wildlife and stunning views. And, between the 74 islands, you can surely find a spot that fits the vacation you’re looking for! September is Australia’s springtime, so temperatures range from 65 ° to 80 ° Fahrenheit.

Bottom Line

As you can see, there is no shortage of tropical vacation options for your September getaway.

Whether you venture to the South Pacific Ocean, the Caribbean Sea, or the Mediterranean, you really can’t go wrong. There is no bad time to take a tropical vacation.

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cheapest caribbean islands to visit in september

The 5 Cheapest Caribbean Islands for a Budget-Friendly Getaway

I f you're dreaming of escaping to the shores of the Caribbean, you're certainly not alone. In fact, beach vacations are the most popular type of vacation among U.S. travelers, with 57% of travelers preferring a beach vacation among other destinations. 

While long, lazy days on Caribbean shores often come with a hefty price tag, don't sticker shock scare you out of an unforgettable beach vacation. These five islands are among the cheapest Caribbean islands, perfect for a warm-weather getaway among the sand and waves; you'll be shocked at how affordable your ideal Caribbean vacation could be!

With an incredible mix of charming historical cities, world-class beaches, stunning tropical rainforests, and adventure travel activities you'll never forget, Cuba is a Caribbean island destination with a bit of something for everyone. Take a spin across the largest island in the Caribbean in a vintage American car, just one of the highlights of a memorable trip to an island that is truly one of a kind.

You can't experience the natural beauty of Cuba without visiting the best Cuban beach destinations .  Varadero is easily the island's most famous beach town. Whether you stay in an affordable guest house or spring for one of the high-end resorts, Varadero's white sand beaches are all public, which means you'll never be more than a few blocks from this award-winning beach, ranked by TripAdvisor as one of the best in the world. Easily accessible from Havana, it makes for a great day trip, though once you catch a glimpse of the impossibly clear water and powdery sand, you'll wish you'd planned at least a weekend here.

While Havana and other historic gems on the island's western side tend to attract more visitors, make sure to visit the other side of the island as well; fly into the island's eastern capital of Santiago de Cuba and head to the tiny, historic town of Baracoa . The first city founded in Cuba, Baracoa was spotted by Christopher Columbus on his first voyage to the Americas, who wrote of its unique tabletop mountain, El Yunque, in his diaries.

If you're from the United States, you might be surprised to learn that Cuba isn't off-limits to American travelers; it's actually still easier to travel to Cuba than it has been in decades, despite recent years of changing regulations. For most travelers, it's as easy as simply buying your ticket and jetting off!

Remember that due to the U.S. embargo of Cuba, debit and credit cards from U.S. banks won't work in Cuba, so you'll need to travel to Cuba with cash. Recent inflation and Cuba currency woes mean the U.S. dollar is stronger than ever, which can benefit U.S. travelers visiting the island. 

Read More: Best Hotels in Bermuda

The Bahamas

The Bahamas are world famous for their untouched beaches, but did you know that The Bahamas can also make for an affordable Caribbean vacation? To save money in this close-to-home island paradise, ditch some of the big-name islands for the lesser-known hidden gems still yet to be overwhelmed by visitors. Consider the Berry Islands, an up-and-coming archipelago with more flight access than ever.

You'll enjoy lower prices and a less-crowded beachfront, perfect for a romantic getaway or a family vacation with plenty of space to spread out.

For a quick and affordable escape to the islands, consider a two-day or three-day cruise from the port cities of Florida. Last-minute deals on cruises can be a great way to have an all-inclusive experience in The Bahamas for a fraction of the price you might expect to pay at luxury resorts on one of the country's more popular islands.

Puerto Rico

Leave the passport at home! U.S. citizens won't need it to visit this vibrant island paradise, easily accessible from the mainland with countless direct flights from a variety of cities. Visiting Puerto Rico is both a convenient option for U.S. travelers and a great way to save money. No need to worry about foreign transaction fees or bank charges in Puerto Rico; plus, English is widely spoken.

Whether you're looking for an all-inclusive resort, a high-rise condo rental in San Juan, or a beach house along one of the island's many pristine beaches, you'll find it here. Plan to stay in San Juan for some of the island's most impressive resorts as well as easy access to attractions in historic Old San Juan .

Cobblestone streets with colorful architecture await, alongside must-visit attractions like the grand Castillo San Felipe del Morro, an impressive Spanish colonial fortress. Cool restaurants serving up flavorful Puerto Rican favorites and international dishes await; just make sure to head for a spot with a rooftop to take in a stunning sunset with a drink in hand.

Looking to get off the beaten path in Puerto Rico? Head to Puerto Rico's little sister islands of Vieques, Culebra, or Icacos, which are just a handful of the islands off the coast of mainland Puerto Rico that make for incredible day trips or extended stays.

Vieques boasts the incredible Mosquito Bay, a bioluminescent bay you'll need to see to believe, while Culebra is home to one of the most beautiful beaches in the Caribbean, the stunning Playa Flamenco.

Have you heard of the tiny eastern Caribbean island of Dominica? No, this isn't the Dominican Republic; Dominica is its own Caribbean country, still a hidden gem among its overrun, over-priced neighbors. While Dominica was badly lashed by Hurricane Maria in 2017, it's back and better than ever, even named on Lonely Planet's prestigious 2023 Best in Travel list.

Known as the "The Nature Island" of the Caribbean, Dominica offers a totally unique Caribbean experience. Covered in lush rainforest and featuring incredible miles of hiking trails past plunging waterfalls and stunning peaks, Dominica is the perfect spot for an adventurous and active getaway.

The island is even home to the world's second-largest boiling lake, powered by the same volcanic heat that heats hot springs around the island. It's truly a sight to behold and worth the strenuous hike.

If you're looking forward to relaxing on the beach with a drink in hand, don't worry, you'll have plenty of opportunities for that as well. The island has plenty of great beaches and beachfront resorts for your Caribbean dreams. While it isn't beachfront, the brand-new Coulibri Ridge is among the buzziest places to stay on the island.

Its impressive architecture, ultra-sustainable and hurricane-resistant, and enviable position on a hillside perched above the jungle with expansive ocean views make it truly one of a kind. 

It's easier than ever to reach Dominica, with airlines adding new direct flights to the island from both the United States and beyond. The island's off-the-beaten-path feel is more than just an attractive feature; it also keeps it among the cheapest Caribbean islands for visitors. 

Read More: Best Beaches in Mexico

Dominican Republic

The Dominican Republic is the most visited island nation in the Caribbean, welcoming millions of visitors every year to its pristine shores. However, it's also well known for its luxurious yet budget-busting resorts, leading many would-be travelers to assume it's too pricey for an affordable island vacation.

While the Dominican Republic is an excellent choice for a luxury beach getaway, it can also be among the cheapest Caribbean islands for savvy travelers who know how to plan an affordable visit without sacrificing the experience.

Forget the beaches of Punta Cana and head for any of the island's lesser-visited yet just as beautiful beach destinations; you'll save hundreds and be pleasantly surprised to find an array of places to stay at all price points. Consider the laid-back beaches of the Samana Peninsula, and choose a smaller guest house rather than an all-inclusive resort. You'll be able to enjoy fresh local meals at beachside restaurants and undisturbed beachfront perfect for a memorable beach day. 

Located in the southern Caribbean, just off the coast of Venezuela, Curaçao is a bit further from the United States than other affordable Caribbean island destinations on this list. Though your flight may be longer, it's about to get a lot cheaper: JetBlue is adding even more flights to this island paradise in the spring, following several other airlines doing the same to meet growing demand from U.S. travelers to visit this hidden gem.

One of the most attractive features of Curaçao is its vibrant capital, Willemstad. The colorful Dutch Caribbean architecture lining the city's port is picture-perfect and hides a surprising array of galleries, shops, and restaurants that make the capital a veritable Caribbean foodie capital. Take it all in from the walls of a colonial fort or by walking the floating Queen Emma pontoon bridge that connects the two distinct sides of the city.

While the island boasts recently refurbished and brand-new beach resorts by the likes of Sandals, Hilton, and Marriott, savvy travelers know to save money by staying in one of Willemstad's cool boutique hotels instead. Combine a cool Caribbean city break with day trips to Curaçao's best beaches, mostly hotel-free, untouched, and located just a quick drive towards the island's rugged west end.

Cove beaches like Playa Lagun and Playa Jeremi boast incredible snorkeling, while Grote Knip and Kleine Knip are a pair of white sand beaches perfect for long beach days with all the amenities.

Your Unforgettable Caribbean Escape

Your dream vacation might be closer than you think at these unexpected Caribbean destinations. With a few easy travel tips and some creative planning, enjoying a dreamy beach vacation at one of the cheapest Caribbean islands to visit doesn't have to do a number on your wallet. 

The 5 Cheapest Caribbean Islands for a Budget-Friendly Getaway

Adventures of Alice

cheapest Caribbean Islands to visit

12 Cheapest Caribbean Islands to Visit + Budget Tips

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A lot of people tend to classify the Caribbean as luxurious and expensive. But fewer people know about some of the cheapest Caribbean islands to visit.

The Caribbean is such an amazing place and also somewhere that’s so popular with so many people around the world. However, it’s also a favourite with honeymoons, elaborate cruises and special anniversaries.

Whilst the Caribbean certainly can be both of those things, what if I told you, that you can visit for a lot cheaper than you might expect? Even if you’re not looking to wine and dine, you shouldn’t put off visiting the islands and it’s definitely worth knowing the cheapest Caribbean islands to visit.

Although it doesn’t quite come with a backpacker’s budget associated with Southeast Asia, with a little research you can visit these islands affordably.

My favourite Travel resources for The Caribbean

✅ Book cheap flights and accommodation with Booking.com ✅ Don’t forget your travel insurance ✅ Stay connected with this eSim

What is The Cheapest Caribbean Island to Visit?

So, without further ado, here are some of the best cheap Caribbean destinations to add to your tropical bucket list. Whether you want history, marine life, or simply to relax on a bright white beach, these cheap islands to visit will give you the perfect Caribbean vacation.

Mexico is a country with an incredibly rich history. Ancient Mayan culture dominates a lot of their past and you can also find one of the 7 Wonders of the World near Cancun.

Cozumel is a little island off the coast of Playa del Carmen. It’s fairly undeveloped (one of the reasons it’s one of the cheapest Caribbean islands to visit) so will be a massive hit with anyone who’s not a huge fan of over-touristy destinations.

Famous for its scuba diving, coral reefs, wonderful marine life, Mayan ruins and, super relaxed vibe, you’re sure to have a great time in Cozumel. 

Cozmuel mexico is one of the most affordable caribbean islands to visit

  • Cheapest Flight : £500 return from London
  • Cheapest 4* Hotels : £65 per night
  • Where to Stay : Casa del Mar Cozumel Hotel & Dive Resort or Casa Mexicana Cozumel
  • Average Meal : £10

The best weather is from November to April.

Top Tip: Although you can get flights from both the UK and the US, you can save yourself hundreds by getting a flight to Cancun and then taking a bus to Playa del Carmen and a ferry to Cozumel. In total, the journey will take about 2 hours, so it may not work depending on your schedule. but if you have a little time to kill, why not turn it into a multi-destination trip and spend a couple of days in Cancun first? It’s worth doing just to visit Chichen Itza.

✅ Book cheap flights to Cozumel, here . And find the most affordable accommodation, here.

Jamaica is my all-time favourite tropical island the place to go if you’re looking for a cultural escape.

The island is mostly known for its chilled-out vibe, reggae music, fiery food, and great nightlife. But you’ll also find that it’s a great destination for eco lovers with plenty of stunning scenery, white sand beaches, waterfalls, and secret coves.

There are plenty of affordable inclusive resorts, especially in Ocho Rio or Negril and you can also find cheap direct flights to Kingston or Montego Bay. Be sure to visit the Bob Marley Museum while you’re there and experience the true Rastafarian culture.  

Jamaica is definitely one of the cheapest Caribbean islands to visit

  • Cheapest Flight: £350 return from London
  • Cheapest 4* Hotels : £75 per night
  • Where to Stay : Travellers Bech Resort or Paradise Hill Resorts

The best weather is from December to April.

✅ Book cheap flights to Jamaica, here . And find the most affordable accommodation, here.

3. Barbados

Barbados is a small island near St Lucia and the Grenadines. It’s a wonderful destination for a relaxing Caribbean break.

An independent British Commonwealth nation, Barbados is an extremely family-friendly island, plus, Crane Beach is said to be one of the best beaches in the Caribbean!

As well as exploring the pristine beaches you can explore stunning limestone caverns and caves, and swim with sea turtles. If you’re interested in history you can see the impressive parliament building and the Nidhe Israel Synagogue, a UNESCO Site and one of the oldest synagogues in the Western Hemisphere. Of course, you can also simply relax under the palm trees with a cocktail (or 2!).

Barbados is one of the cheapest islands to visit in the world

  • Cheapest Flight: £400 return from London
  • Cheapest 3* Apartment : £85 per night
  • Where to stay :  Glynver Apartment or Palm Garden Hotel
  • Average Meal : £14

Top Tip: Barbados is actually outside of the Caribbean hurricane belt, which means you’ll be safe from the bad storms during the low season months. This means you can get an even better deal as the cheapest months to visit are June, November and early December. 

✅ Book cheap flights to Barbados, here . And find the most affordable accommodation, here.

4. Dominican Republic 

The Dominican Republic is an excellent choice for a cheap island holiday, as it is frequently reported to be the cheapest Caribbean island to visit by other travellers.

There’s a total of 8 airports in the Dominican Republic which makes it an incredibly accessible destination from anywhere in the world. There are some wonderful all-inclusive resorts and it’s also an adventure lover’s paradise.

There’s snorkelling, zip-lining, water sports, ATV buggy adventures through the jungle and cave swimming, as well as colonial history, tropical rainforests and stunning waterfalls.

Dominican Republic has some stunning sunsets

  • Cheapest Flight : £380 return from London
  • Cheapest 4* Hotel : £60 per night
  • Where to stay:   Costarena Beach Hotel or Radisson Hotel Santo Domingo

The best weather is from November to May.

Top Tip: Punta Cana is the most popular destination but if you’re looking for something a little less touristy, try Puerto Plata which is just as beautiful. 

✅ Book cheap flights to the Dominican Republic, here . And find the most affordable accommodation, here.

5. Puerto Rico

There’s so much more to do in Puerto Rica than lazing about on a beautiful beach. Trek stunning mountainous landscapes, explore the colourful street life and go for an adventure in the El Yunque rainforest.

San Juan is the largest city on the island; it’s like a miniature tropical Las Vegas with its hotel strip, bars and casinos and is super popular with younger travellers.

For something a little more sophisticated, there’s also the old town to explore with its gorgeous ocean-view fortress and European-style cobblestone streets.

More budget airlines now fly to San Juan so it’s even easier to get a great deal.

Puerto Rico is one of the cheapest Caribbean Islands to visit

  • Cheapest Flight : £450 return from London
  • Cheapest 4* Hotel : £70 per night
  • Where to stay : Caribe Hotel Ponce or San Sebastian Bed & Breakfast
  • Average Meal : £12

✅ Book cheap flights to Puerto Rico, here . And find the most affordable accommodation, here.

Cuba is a dream destination for many travel lovers and its affordability certainly makes that more possible than you may think.

As the largest island in the Caribbean, Cuba has certainly attracted a lot of attention over the years, especially destinations like Havana and Trinidad.

If you’re looking for a great resort destination try Varadero, a beautiful town in the province of Matanzas. Head there for some quirky Cuban culture, colourful pastel houses, 1950’s cars, Salsa music and Cuba’s famous cigars.

Cuba is one of the cheapest caribbean islands

  • Cheapest 4* Hotel : £50 per night
  • Where to stay :  Casa Las Espanolas or B&B Los Bertos
  • Average Meal : £8 

✅ Book cheap flights to Cuba, here . And find the most affordable accommodation, here.

This pretty little Dutch-owned island between Aruba and Bonaire is one of the best-kept secrets of the Caribbean and is one of the cheapest Caribbean islands to visit.

Known for its stunning beach scenery, captivating marine life, and pastel-coloured architecture, you won’t be disappointed by paying a visit here.

There are lots of low-cost airlines that fly to Curacao and often compete for the best price, so you’re very likely to snap up a good deal.

Curacao is one of the best cheap tropical vacation destinations

  • Cheapest 4* Hotel: £60 per night
  • Where to stay :  Curadise Living or Boutique Hotel ‘t Klooster

Top Tip: The cheapest times for hotel booking are between May and November when they tend to have the best rates. So snap up a November deal for the best of both worlds – fab weather and fab prices!

✅ Book cheap flights to Curacao, here . And find the most affordable accommodation, here.

8. Trinidad and Tobago 

This pair of islands near Venezuela is a wonderful rounded travel destination. There’s so much to do there and it’s a super popular place to visit.

As well as the soft, sandy beaches that you’d expect from a Caribbean island, you can also visit the Port of Spain and learn about some of the fascinating colonial histories, see a range of colourful birds (such as bright pink herons or tiny hummingbirds) at the wildlife sanctuaries, go island hopping and visit picturesque coves and natural beauty of the hidden bays.

Trinidad and Tobago are also known for their delicious food and it goes without saying, that that’s another great excuse to go! 

Trinidad and Tobago is one of the best caribbean islands in may

  • Cheapest 3* Hotel : £65 per night
  • Where to stay :  Paradise Place or Half Moon Blue Hotel

The best weather is from January to May.

✅ Book cheap flights to Trinidad and Tobago, here . And find the most affordable accommodation, here.

9. Saint Lucia 

Saint Lucia is one of those places where you can see a picture and instantly want to go, no matter what type of holiday you’re into. It appeals to anyone who wants to laze on golden sands, anyone who wants to explore the lush rainforest, and anyone who’s a bit of a water-baby!

St Lucia is a volcanic island with a pair of dramatic mountains called The Pitons (pictured below) on its west coast. You may not think of this place as being one of the cheapest Caribbean islands to visit, but if you know how to plan it, it can be much more affordable than you think.

Home to many all-inclusive resorts (some with incredible mountainous views), gorgeous beaches, volcanic landscapes, including the world’s only drive-through volcano , wonderful marine life, port towns and fishing villages and much more. Saint Lucia is such a hidden Caribbean gem and you will honestly be captivated by it.

The beautiful pitons in St Lucia

  • Cheapest Flight: £500 return from London
  • Cheapest 4* Hotel : £90 per night
  • Where to stay :  Bay Gardens Hotel or Coconut Bay Beach Resorts and Spa
  • Average Meal : £15

✅ Book cheap flights to Saint Lucia, here . And find the most affordable accommodation, here.

10. Bahamas

The Bahamas is the easiest Caribbean island to access from the United States with just an hour’s flight from Miami .

In between Miami and Cuba, The Bahamas could also be done as part of a multi-destination trip and is a popular cruise port too. Package booking can also work out pretty cheap and there are loads of package Bahamas deals online.

Made up of 700-plus islands in total, this is the perfect place to visit if you fancy a bit of island hopping. Home to the Instagram-able ‘Pig Beach’, Paradise Island, beautiful scuba opportunities and also the infamous Thunderball Grotto which was used in the James Bond films, the Bahamas is one of the most affordable Caribbean destinations.

Cute piggies on Pig Beach in the Bahamas

  • Cheapest Flight: £350 return from London, stopping in Miami
  • Cheapest 5* Hote l: £110 per night
  • Where to stay :  Bahama Beach Club or Hilton Resort Bimini

Top Tip: The cheapest time to book is January, September and October as they tend to have much lower fares. 

✅ Book cheap flights to the Bahamas here . And find the most affordable accommodation, here.

11. Guadeloupe

Guadeloupe can be a bit of a mixed bag. This French Caribbean destination offers a fantastic mixture of cultures and beautiful landscapes. While it may not be as cheap as some of the other cheap Caribbean islands on this list, it certainly has more affordable prices than some of the more upscale players like Turks and Caicos or the British Virgin Islands.

This island escape offers a diverse range of accommodations, from affordable guesthouses to budget-friendly hotels. For affordable places to eat, you have to explore the local markets, which are super tasty, fresh, and cheap compared to fancy restaurants. Plus, plenty of budget airlines fly to Guadeloupe which can really cut down on transport costs.

There’s plenty to do here, including exploring lush rainforests, lazing on untouched beaches, and climbing up volcanoes. It’s a great island for those seeking an affordable Caribbean destination.

Guadeloupe is one of the cheapest Caribbean islands to visit

  • Cheapest Flight: £500 return from London, stopping in the US
  • Cheapest 4* Hote l: £100 per night
  • Where to stay :  Tropicana Suites or Eden Forest Villas

✅ Book cheap flights to Guadeloupe here. And find the most affordable accommodation, here.

12. Grenada

Grenada, situated in the southeastern Caribbean, is another of the best budget-friendly destinations in the Caribbean. As with many of these islands, you can easily keep the costs down if you know how.

Grenada has a variety of affordable accommodation options, from guesthouses to reasonably priced hotels and even Airbnbs for around £25 per night. For affordable food options, you could try the local markets, the street food, or even the weekend BBQ where you’ll find lots of locals preparing a delicious selection of grilled fish and meat.

Plus, unlike some of its more popular Caribbean counterparts, Grenada remains relatively untouched by mass tourism. This means prices are genuinely much lower for things like groceries and transport.

The colourful houses of Grenada

  • Cheapest Flight: £450 return from London, stopping in the US
  • Where to stay :  Bougainvillea Apartments or La Heliconia and Day Spa

✅ Book cheap flights to Grenada here . And find the most affordable accommodation, here.

Finding the Cheapest Flights to the Caribbean

Typically, the most expensive part of travelling to the Caribbean is flights.

I utterly LOVE Jack’s Flight Club and recommend it to anyone looking for a great deal. They frequently send super cheap flights to the Caribbean directly to my inbox.

I’m talking London to Jamaica in the £300’s cheap!!

Check them out yourself with a free 30-day trial HERE!

cheapest islands to visit in the caribbean

But of course, the flights you want aren’t always on offer. So, the next best place for searching for cheap flights is Skyscanner. They scan a range of different travel providers and OTAs to get you the best price. I’ve managed to save hundreds of pounds booking with them.

✅ Search for flights on Skyscanner here.

FAQ About the Cheapest Caribbean Destinations

Here are a few of the most common questions asked about finding an affordable Caribbean escape.

What is the best time to visit the Caribbean?

In general, the Caribbean has two seasons, the wet, shoulder season and the dry peak season. The dry season runs from December to April and brings dry, sunny weather with a much lower chance of rain. This is the high season, and will likely be the busiest time on the islands.

In comparison, the wet season runs from May to November. This includes the hurricane season which runs from June 1st to November 30th, so you’ll have a much higher chance of rain with the possibility of tropical storms. However, you’ll also find lower prices for accommodation and flights during this time, lush, green landscapes, and fewer crowds.

If you’re looking for the perfect chance to explore the white sand beaches, swim in the clear waters, and attend festivals and events, the dry season is your best bet. Plus, it gives you the perfect excuse for a warm island escape in winter . However, if you don’t mind taking a chance with the rain, the wet season is definitely more affordable.

What are the Cheapest Caribbean Islands to Fly to From the UK?

Flight prices can fluctuate, but destinations like the Dominican Republic, Jamaica, and the Bahamas often have relatively affordable flights from the UK. Many flights from the UK will also include a stopover in the USA which can be a great way to create a 2-in-1 trip with a US city break like New York.

I always recommend using flight comparison websites like Skyscanner and being flexible with travel dates to find the best deals. Plus, if you want completely flexible dates, use Jack’s Flight Club to get fantastic last-minute deals.

What are the Cheapest Caribbean Islands to Fly to From the US?

The Bahamas is often considered easily accessible from the US, with short flight times from Miami. Dominican Republic and Jamaica are also known to offer competitive flight prices from the USA. Again, using flight comparison tools and considering nearby airports can help in finding budget-friendly options.

What is the Safest and Cheapest Caribbean Island?

In terms of affordability and safety, destinations like Barbados and Grenada have been known for a combination of reasonable prices and relatively low crime rates. However, safety conditions can change, so it’s crucial to check the latest travel advisories.

Beautiful Caribbean island vibes

What are the most expensive Caribbean islands?

There are a few islands that are generally more expensive to visit due to higher-end resorts, upscale amenities, higher prices activities, and a generally higher cost of living. These include St. Barts, the British Virgin Islands, Turks and Caicos, the Cayman Islands, and St. Martin. If you’re looking for the best cheap Caribbean vacations, I would avoid these.

Which Caribbean Island is the Cheapest?

If you want to know what the overall cheapest Caribbean island is, it’s a pretty rough call. However, the Dominican Republic, Cuba, and Jamaica often come up as more budget-friendly options. These islands have a range of accommodations, including budget hotels and guesthouses, and can offer affordable dining options.

Final Thoughts about the Cheapest Caribbean Islands to Visit

Overall, while the Caribbean might seem like a glitzy destination to visit, there are plenty of easy ways to see this beautiful part of the world on a budget.

Many of these cheap Caribbean islands can also be made into expensive trips if you opt for the highest price of accommodation and meals, but they can also be budget-friendly if you plan accordingly.

Whether you’re after an inclusive resort or a self-catering apartment, and would rather explore history, or relax on white sand beaches, hopefully, this article has given you some great inspiration for your next tropical island escape!

My favourite tools for finding cheap travel

  • SKYSCANNER – For amazing flight deals.
  • BOOKING.COM – For affordable hotels and accommodation.
  • SAFETY WING – For affordable, reliable travel insurance.
  • DISCOVER CARS – For cheap car hire around the world.
  • OMIO – For trains, coaches, and transfers.
  • GET YOUR GUIDE – For attractions and tours.
  • AIRALO – For a global eSim that keeps you connected.

Disclosure: Please note that some of the links above may be affiliate links, and at no additional cost to you, I earn a small commission if you make a purchase. But, I only recommend products and companies that I use and love.

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Alice Smith is a full-time travel blogger and content creator and the founder of Adventures of Alice. Following an unexpected redundancy from her career as a Content Marketing Specialist, she embraced her passion for exploration and turned her hobby of travel blogging into a full-time career.

From her roots near Cambridge, UK, she's ventured to over 30 countries since 2016. With a passion for the outdoors and a knack for finding the extraordinary in the ordinary, Alice is on a mission to show that budget travel can still be luxurious and that every destination, no matter how touristy, holds hidden gems.

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22 Comments

Lots of great tips. Lots of useful information. Thank you for your time. I’m definitely saving this for later.

No worries 🙂

WOW! Your images really capture the beauty of the Caribbean Islands! I used to consider the Caribbean a dream holiday destination, in fact I still do, I got to visit St. Maarten this time last year and it really is just beautiful! I would definitely be looking to return and maybe even look at visiting some of the other Islands.

Thanks for sharing,

No problem, the Caribbean is such a beautiful place and so diverse as well. I love it 🙂

Great post! We did Bahamas earlier this year and are headed to grand cayman soon!

That sounds amazing, hope you have a great time!

I’m a frequent cruiser and this has allowed me to visit the majority of the islands on this list. If you do your research, I agree that the Caribbean does not have to be expensive!

Definitely! I’ve never been on a cruise myself but am totally for doing your research before you travel! It saves so much!

These budget-friendly tips is what me and my husband were looking for! Thanks for researching on our behalf

No worries! I hope this saves you some money! 😀

I also use sky scanner the most when searching for cheap flights! I love how you mentioned the best time to travel to these places, where to stay and average meal cost. Thank you for sharing!!

No problem, I think those are definitely the things that can quickly add up when you’re travelling! 😛

Interesting post, with lots of tips on possible trips, thanks for sharing 🙂

Nic | Nic’s Adventures & Bakes

No problem! 🙂

Great information! I can’t wait to go to the Caribbean!

Thank you for this information. I’ve been to many of the islands and I prefer Bonaire. I found the Bahamas to be pretty expensive though. Thanks.

No problem, I’ve not been to Bonaire myself but seen photos. It looks beautiful!

This is so helpful! We’ve been wanting to take a warm vacation somewhere but felt overwhelmed by the thought of the high price that comes along with traveling to an island or sunny destination.

That can be really trickly! Flight prices can make or break a holiday plan! I hope these tips help! 😀

Thanks for sharing this great info! Its really very helpful Good job !!!

Thank you so much, glad you found it helpful 😀

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The 5 Best Caribbean Islands to Visit in September

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September is hurricane season in the Caribbean islands. 

But, the islands toward the south are somewhat safer and thus a better vacation choice in September.

These include Aruba, Barbados, Bonaire, Curacao, and Trinidad and Tobago, which are great to explore year-round.

Caribbean islands are some of the best tourist attractions in the world for couples as well as for families. Some of them feature the perfect weather and entertainment opportunities all year round.

Thus, September can be a good time to visit the islands of the Caribbean Sea. It just depends where you go. 

On islands where peak hurricane season has already gone, the weather is full of sun and delightful. So, you want to make sure you choose the right destination when you travel in September. 

5 Top-Rated Caribbean Islands to Visit in September

Here’s our list of the best tropical destinations in the Caribbean to go to in September. The picks are the best because they are great tropical places and have a lower risk of heavy rains than the rest of the area. 

The small island of Aruba tops the list as a popular tourist spot whose beauty you can best experience with a week at one of its great resorts. This tropical island has been one of the most visited islands in the Caribbean for years because it’s perfect for both a romantic vacation and a holiday with the kids. 

And what makes this destination exceptionally famous are the turquoise waters and the incredibly white sand of its beautiful beaches, which you’ll have to see to believe. 

Looking at a map, you will find that Aruba is one of the ABC islands (Aruba, Bonaire, Curacao), known as the Dutch Antilles. These islands sit along the same line and are a bit safer in the September hurricane season than other nearby islands. 

Plus, Aruba is the ABC island closest to Central America, making it a perfect destination if you also want to visit Mexico when the temperature is nice.  

Thus, Aruba is a great choice for a September vacation.

However, there can be large crowds and booked hotels in Aruba at this time so plan accordingly. 

  • Must-visit: The Flamingo Beach

The Flamingo Beach is a phenomenal vacation spot, just a few minutes away from Aruba Island. You’ll find this idyllic spot on any list of Aruba travel tips or travel information brochures. 

As the name shows, Flamingo Beach features beautiful pink flamingos that add the perfect pop of color to the beach scenery. Plus, September is the perfect time to spend a few hours visiting this gorgeous land. 

However, Flamingo Beach is a part of a private Island called Renaissance Island. Thus, you will have to buy a ticket to take a boat there. 

Also, Flamingo Beach is mainly for couples, and children can only be on the island from 9 am to 10 am.

Curacao is another tropical paradise not far from South America. Plus, travelers who come here in the fall and summer will experience fantastic weather and lots of sun. 

When you come to this island, you’ll find that Curacao’s capital Willemstad is a UNESCO World Heritage Site with plenty to see. Furthermore, the wonderful cafes, waterways, and roads make the city quite vibrant. 

You will also see the famous Queen Emma Pontoon Bridge literally cutting the city in half.

The most loved tourist attraction here is the famous waterfront strip in Punda, called Handelskade. It features bright-colored buildings reminiscent of 18 th -century architecture. 

Additionally, Curacao is one of the ABC islands, so it isn’t hard to hop over to one of its sister islands while you’re here. Plus, the weather is perfect during September, and the crowds aren’t as dense as in December. 

Finally, you can expect light rain showers at night in September and October, but they’re warm and only beautify the scenery.

  • Must-Visit: The National Parks

Curacao houses two world-famous National Parks: Christoffel Park and Shete Boka. These parks are toward the island’s west and almost side by side. 

So, don’t forget to take a once-in-a-lifetime hike through these parks’ stunning scenery when you venture to Curacao. 

Bonaire is the easternmost and lesser-known ABC island.

Bonaire offers the most serene, quiet, and peaceful September vacation. And since it’s not that famous, it does not have packs of crowds in the summer or fall that you find in other destinations.  

It’s outside the hurricane belt, too, so you don’t need to worry about aggressive storms. 

But why haven’t many people heard about Bonaire? Well, there are two main reasons. 

Firstly, the huge restaurant and hotel chains that make a tourist attraction famous are absent from this island. Secondly, since the 1970s, Bonaire has been under eco preservation enforcement. 

But, neither of these reasons makes Bonaire any less of a September tourist spot. 

In fact, they only make it better. Because at Bonaire, you will see more authentic, preserved, and intact beaches than anywhere else.

So, hit the waves and try scuba diving or windsurfing in the warm air. Plus, you can expect winds to be a bit calmer and waves not too strong compared to nearby destinations.

And at Bonaire, you will see tons of different cultures, ranging from Spanish, Dutch, British, and African. Thus, you often see people bouncing around between languages, sometimes even in the same conversation, making a vacation here unique.

  • Must Visit: Pink Lake 

Pink Lake, also called Gotomeer, is a striking saltwater lagoon on the northern section of the island. The lake, of course, is a vibrant pink color, and you can spot flamingos nesting along the shores. 

4. Barbados

Barbados is another serene, sophisticated island known for its beaches that hold transparent waters and soft white sand. And, in the late summer, you can expect plenty of sun on your trip while you’re visiting some of the best resorts in the area. 

Furthermore, the wilderness of its Atlantic coast is worth the famous horse ride. On this adventure, you will find a wide diversity of coral reefs, shipwrecks, and majestic villas every few kilometers. 

Barbados is also the top tourist spot for scuba diving and snorkeling enthusiasts because of the island’s rich marine life. 

Lastly, don’t forget to spend some time in Bridgetown, the capital of Barbados. Top tourist spots in the city include National Heroes Square and the St. Michael’s Cathedral.

  • Don’t Miss: The September Festivals

Some of the most famous festivals in the world take place year-round in Barbados. The most popular ones include the Crop Over Festival, Barbados Food and Rum Festival, Holetown Festival, the Gospel Fest, and the Barbados Music Awards.

So, you should definitely take a look at the dates and itinerary of the upcoming festivals before you visit. Each one of them is unique in its own right, and missing out would be an unfortunate event. 

5. Trinidad and Tobago

Trinidad and Tobago are two fantastic islands that constitute a dual-island nation just off the northeastern coast of Venezuela. They are closer to South America than most other Caribbean islands, so they aren’t in the direct path of most hurricanes. 

Trinidad is famous for its hustle, whether it’s the peak tourist time of the year or not. You will always find fests and carnivals going on here.

You can also experience a diverse cultural mix in its population and beautiful renaissance style architecture.

Tobago, conversely, is a more serene environment. Tobago catches the attention of the surfers and tourists less than other paradisiacal islands do, but it features the same breeze and wide-stretching beaches on its coast.

  • Must-Visit: Maracas Bay Beach and Pigeon Point Beach

Maracas Bay Beach on Trinidad and Pigeon Point Beach on Tobago are both home to a great biodiversity of birds. Furthermore, surfing and snorkeling are the most famous activities for independent travelers who decide on a tropical vacation in this country.

Also, when you spend time at these beaches, you’ll get to experience the beautiful coastline of these two islands, which will leave you breathless. 

  • September Weather in the Caribbean

Early fall, specifically September and October, is a great time to visit certain Caribbean islands with respect to the weather. 

The temperature here ranges from 25 to 30 degrees Celsius (77 to 86 Fahrenheit). Thus, you will find the temperatures cool but inviting. 

However, August and September are the peaks of storm season which lasts from June to November, so you need to be careful and check local forecasts before you go. 

Yet, even without hurricanes, there is usually rain throughout these tropical destinations. But, it’s usually just a soft shower during the night time. 

  • What to Pack? September Travel Tips

As we have discussed above, a visit to the Caribbean beaches in September and October is an opportunity to enjoy breezy sunbathing. 

Your choice of clothes should be light, roomy, thin, and breezy. But don’t forget to pack at least one rain jacket or an umbrella to combat the drizzle since September is the rainy season. 

Similarly, for the sunny days of your tropical vacation, bring some sunscreen, sunglasses, and a hat. And, of course, don’t forget your swimsuit. 

Once you have figured out your preferences and budget, choose an island (or maybe even more than one island) that matches your preferences best. Then, you can google some photos of your chosen lucky island to imagine and enjoy a bit. 

Finally, all that is left to do is start packing your suitcases and head off to explore the beaches on your gorgeous island holiday.

Table of Contents

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Eric has been a travel addict since he finished college and a writer since he could hold a pen.

A native of Florida, he loves traveling and visiting unique places all over the world and has an ever-growing collection of travel tips and experiences.

Eric is a digital nomad, a fan of slow travel. He has been traveling for the last 7 years, and has visited over 40 countries.

Peter Pan Traveler

12 Best Tropical Vacations In September

September can be a great month to visit a tropical location if you go to the right place.

You want to avoid countries that may be in the rainy or hurricane season because nothing would ruin your vacation more than being stuck indoors watching the rain and wind through a window.

Luckily, we ’ re to help you decide on the best tropical vacations in September you should consider taking.

There are many warm places to choose from, but not all will pass the weather test. The things to consider include temperature, wet or dry season, and storm season, to name a few.

Another great thing about September is the tourist summer crowds are dispersing and kids are going back to school so you can often find good deals.

Fewer people and comfortable temperatures are a recipe for the ideal vacation. Since September is not considered one of the peak traveling times, it makes it an even better time of year to visit.

To be considered a tropical location means a place has to fall in the tropics region, between the Tropic of Cancer and the Tropic of Capricorn.

This is roughly in the middle of the globe and includes parts of North and South America, Africa, Asia, Australia, and the equator.

Below you ’ ll find the best places to vacation in September that are within the tropics:

Caribbean Islands 

The Caribbean Islands are a great place to visit.

They ’ re warm with beautiful ocean views and tons to do. However, many tropical Caribbean islands are still under hurricane watch in September until the end of November, which is something to keep in mind.

There are some islands below the hurricane belt that you can visit in September and not worry about the possibility of a hurricane.

Below is a list of the Caribbean islands that are fine to visit in September. Before you head out don’t forget to pack these essential Caribbean items .

Palm trees lining white sand beach in Barbados

1. Barbados

Average Temperature 76° – 88°

Barbados falls out of range of the hurricane belt and rarely gets hit, making it an excellent place to visit in September.

September is super hot and not a popular time to visit, so you can save money and get a great deal as long as you don ’ t mind the heat!

It may rain in September, but it ’ s a pleasant refuge and a break from the heat for a few hours.

Showers might be heavy, but they don ’ t last very long. The temperature rarely falls below 76 degrees Fahrenheit, with average highs in the high 80s and lows in the mid-70s.

✈️ Ready To Book Your Trip To Barbados? Here are some helpful tools to ensure you have the BEST vacation ever!

  • 🏨 Book The BEST Hotels Here
  • 🏝 Book The Best Tours Here

2. Yucatan Peninsula, Mexico

Average Temperature 74° – 90°

The Yucatan Peninsula in Mexico is part of the Caribbean and is located on Mexico’s Caribbean coast.

Places like Cancun, Playa del Carmen, and Cozumel on the Yucatan are great places to visit in September if you aren ’ t scared of some heat and a little rain.

Mexico does fall within the hurricane belt, but it ’ s a rare occurrence.

September is also one of the wettest months, but storms are quick and usually occur mid-afternoon. It ’ s a nice break from the heat.

Also, Mexico doesn ’ t get a ton of tourists in the fall, so that could save you some money!

✈️ Ready To Book Your Trip To Mexico? Here are some helpful tools to ensure you have the BEST vacation ever!

Want to know where to stay in Cozumel or in Tulum?

Antigua is a Caribbean Island part of the nation of Antigua and Barbuda. It ’ s surrounded by coral reefs and has some beautiful beaches.

September does fall within hurricane season, but Antigua is rarely hit, if at all, so it ’ s not a huge concern.

Temperatures slowly drop in September, so visiting is a very comfortable month. The average temperature is in the mid-80s to high 70s Fahrenheit.

There may be a bit of rain, but showers pass pretty quickly, and it ’ s a lovely refreshment from the warm weather.

✈️ Ready To Book Your Trip To Antigua? Here are some helpful tools to ensure you have the BEST vacation ever!

4. Costa Rica

Average Temperature 72° – 88°

The Caribbean side of Costa Rica is very nice in September. September is considered a rainy month for the country, but the Caribbean side is usually pretty dry.

Most people don ’ t visit during this month because of fear of rainy weather, but the Caribbean side is much drier than the Pacific.

If you ’ re not scared to take the chance, Costa Rica in September on the Caribbean side can be an excellent time to visit.

There will be fewer people, and prices will be lower, so consider it if you aren ’ t scared of a bit of rain!

Cahuita is an awesome little town on the Caribbean side that you will want to put on your list of places to visit. There are tons of unique activities to do in Cahuita , and it is defiantly off the beaten path.

✈️ Ready To Book Your Trip To Costa Rica? Here are some helpful tools to ensure you have the BEST vacation ever!

South America

The northern parts of South America are considered tropical and there are several islands to consider visiting.  

Palm trees lining a beach in Grenada

Average Temperature 77° – 88°

Grenada is a Caribbean island and a great tropical location to visit in September. It is also one of the safest Caribbean Islands to visit .

The average daily temperatures are in the mid-80s, and the average low is in the high 70s. It’s not a bad place at all to visit.

Grenada also consists of several smaller islands. It has beautiful beaches and is a lovely place to explore.

There are also beautiful waterfalls to visit if you get tired of their stunning beaches. It is also home to some amazing local food, so if you are looking for a culinary vacation it is a great spot to consider.

✈️ Ready To Book Your Trip To Grenada? Here are some helpful tools to ensure you have the BEST vacation ever!

Flamingos on the beach in Aruba

Average Temperature 80° – 91°

Aruba is an island off the coast of Venezuela and is part of the Caribbean and South America.

It is outside the hurricane belt, so it ’ s not a concern when visiting in September. You can enjoy temperatures in the mid-80s to low 90s.

In fact, the temperature rarely falls below 78 Fahrenheit. However, there isn ’ t much wind in the fall, so you won ’ t get much of a break from the heat.

If you don ’ t mind high temperatures, this is a great time to visit. Prices also decrease in September, so you can usually find a bargain.

Enjoy the beautiful sandy shores and turquoise waters!

✈️ Ready To Book Your Trip To Aruba? Here are some helpful tools to ensure you have the BEST vacation ever!

Average Temperature 79°- 92°

Curacao is an island country part of the Caribbean and South America. September is considered low season in Curacao, so you can get a great deal if you book this month.

This is because September is the warmest month of the year. If you don ’ t mind the heat, September in Curacao is for you.

The average high is 90 Fahrenheit and the average low is around 80.

✈️ Ready To Book Your Trip To Curacao? Here are some helpful tools to ensure you have the BEST vacation ever!

Most of Africa is considered tropical because the equator and the Tropic of Cancer and Capricorn run through the middle of the country.

But only one spot in Africa made our list of the best tropical vacations in September.

7. Zanzibar

Average Temperature 70° – 86°

Zanzibar is an island off the coast of East Africa and is part of Tanzania. It ’ s full of historic towns, fabulous beaches, and lively nightlife.

It ’ s an awesome place to visit, especially in September. September is one of the sunniest and driest months, with an average temperature in the mid-80s Fahrenheit.

It ’ s a popular time to visit the island, and for a good reason. The weather is ideal; turtles are hatching, and you can dive, swim, and relax on the beach under the warm sun.

✈️ Ready To Book Your Trip To Zanzibar? Here are some helpful tools to ensure you have the BEST vacation ever!

Southeast Asia is a tropical region with islands and countries with warm, year-round weather. With thousands of islands, there are so many places that would make for the perfect tropical vacation in Asia.

8. Indonesia

Average Temperature 80° – 86°

Indonesia is a country in Southeast Asia made up of 17,000 islands! September is a great time to visit this country, and lucky for you, there are tons of islands to consider.

You can expect warm weather, sun, and nearly no rain! It ’ s also less busy than July and August as school starts again.

Enjoy the gorgeous beaches without the major crowds, the ultimate experience. Weather will vary depending on what island you visit, but you can expect temperatures in the 80s and low 90s, cooling to the mid-70s at night.

Seriously, pick any island, like Bali, and have a ball.

✈️ Ready To Book Your Trip To Bali? Here are some helpful tools to ensure you have the BEST vacation ever!

9. Malaysia

Average Temperature 74° – 86°

Malaysia is also in Southeast Asia on the Malay Peninsula. The temperature is super warm, with an average high in the high 80s to low 90s and average lows in the mid to high 70s.

You may experience frequent rain, but storms don ’ t usually last longer than an hour, and once they ’ re over, the sunshine is back.

September is a transitional month between seasons, so it ’ s the greatest in-between time to visit.

🏝 Langkawi is an epic island to check out in Malaysia

✈️ Ready To Book Your Trip To Malaysia? Here are some helpful tools to ensure you have the BEST vacation ever!

10. Singapore

Average Temperature 76° – 86°

Singapore is an island city-state south of Malaysia. September is considered off-season, so there will be fewer crowds which is good for you and your wallet since prices will be lower during this time of year.

Temperatures can range anywhere from the high 70s to 80s. You may also find sudden rain showers, but they don ’ t last long, and they bring in a nice, refreshing breeze.

✈️ Ready To Book Your Trip To Singapore? Here are some helpful tools to ensure you have the BEST vacation ever!

11. The Philippines 

Average Temperature 74° – 88°

The Philippines comprises over 7,000 islands, giving you tons of choices! While September is considered part of the rainy season in the Philippines, you can still expect nice weather.

First of all, there are fewer crowds which is a major plus. As for the weather, you can expect anywhere between the mid-70s to low 90s.

You may enjoy some nice, breezy winds during the day and chilled nights, which helps make the weather more comfortable.

With so many islands to choose from, it makes the Philippines a great option and one of the best countries to visit for outdoor activities .

✈️ Ready To Book Your Trip To The Philippines? Here are some helpful tools to ensure you have the BEST vacation ever!

The northern part of Australia is a tropical region. Queensland is a state of Australia that experiences tropical weather and makes for a great place to visit.

12. Queensland

September is a great month to visit Queensland, Australia. The temperature is considered not too hot and not too cold at this time of year, the perfect mix for an incredible tropical vacation.

September is warm yet breezy, creating the most comfortable weather. It is part of the spring season, and temperatures are in the low 70s, which is excellent for walking around and sightseeing if you don ’ t want to be parked on a beach all day.

Queensland is full of great accommodations and there are plenty of things to do there to keep you busy. Unless you just want to hang out on the beach all day which is also perfectly fine.

✈️ Ready To Book Your Trip To Queensland? Here are some helpful tools to ensure you have the BEST vacation ever!

In short, there are so many great tropical locations to consider visiting for your next September vacation.

We know how important it is to match the perfect location with the ideal weather, so we ’ ve created this list to help you narrow down the endless places you can visit.

It would be disappointing to spend time and money planning the best tropical vacation in September just to be stuck indoors because of bad weather.

Hopefully, this list gets you excited about various tropical locations both near and far that you may consider visiting.

With so many beautiful places around the world worth visiting, it can be a daunting choice.

September may not be the best time to visit certain places, but there are surely many places that thrive in September.

You will have some amazing options if you’re open to different possibilities!

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11 Cheap Caribbean Vacations for Budget-conscious Travelers

These affordable Caribbean vacation destinations still offer plenty of beautiful views, great hotels, and delicious food.

cheapest caribbean islands to visit in september

If you find yourself dreaming of warm sunshine, blue seas, and a relaxing escape — but your credit card isn't ready for a splurge — it's time to plan a getaway that won’t break the bank. Luckily, with some research and planning, you can find an affordable trip that will satisfy your Caribbean cravings.

Airfare varies by season, travel day, demand, and other factors, so it pays to search often and try apps like Hopper and Going for deals. For booking hotels, though, third-party services often aren't the most affordable option, since booking directly with the hotel can allow you to negotiate or secure upgrades . Remember to also check for resort fees, taxes, and other add-ons when hotel shopping, since these can inflate the total price.

danilovi/Getty Images

Renting a car is also a large expense — but, in the Caribbean, it's usually not necessary. Many beach towns and resort complexes are highly walkable, and if they aren't, you can save on transportation by opting for Uber or public transit.

If you can’t decide where to go, a cruise can be a great way to cut down on both effort and expense. With cruises, all the planning is done for you, and you may even be able to choose a departure point that eliminates the need to fly. To get the best deals (and a few extras), consider booking with a travel advisor who specializes in cruises.

Finally, traveling in the off-season can help you save on nearly every expense. Flights, hotels, and tours are all priciest from December to April, when travelers flock to the Caribbean Islands to escape the cold. By contrast, the best deals are found in the low season between June and October. This does coincide with hurricane season, but with careful planning and some risk tolerance, you can find incredible, affordable getaways at this time of year.

With all this in mind, here are some of the best cheap Caribbean vacations to consider for travelers on a budget.

Manuela Leppert/Getty Images

This Central American country borders the Pacific Ocean to the west and the Caribbean Sea to the east. The eastern coastline is much less developed than the popular Pacific coast, making Nicaragua one of the most affordable Caribbean destinations. Highlights of this under-the-radar region include charming fishing villages, mangrove forests, and secluded, surf-ready beaches. The best time to visit is the dry season between November and April, which offers warm temperatures and only occasional rain. 

Dominican Republic

Alexander Cherkashin/Getty Images

The Dominican resort towns of Punta Cana and Puerto Plata are perfectly suited to budget travel. Their many all-inclusive resorts offer meals, beverages, entertainment, and amenities all rolled into one affordable package. If you prefer traditional hotels (or smaller towns ), the country has options for that, too. Reasonably priced lodging can be found all over with access to miles of beaches, lots of dining options, and plenty to do.

Puerto Rico

Taylor McIntyre/Travel + Leisure

Located less than three hours from Miami, Puerto Rico offers a wide variety of beaches and places to stay , including several attractive budget options. Explore the island's history with a walk through Old San Juan, or visit El Yunque National Forest for a change of scenery from the sunny beaches. When it's time for a meal, try one of the many locally owned restaurants for delicious food at affordable prices. Despite damage from hurricanes in recent years, Puerto Rico is recovering and visitors are welcome.

Caribbean Cruise With Royal Caribbean

David C Tomlinson/Getty Images

If you're looking for an affordable Caribbean cruise, the cruise line that's named for this very region is a great place to start. Royal Caribbean offers hundreds of Caribbean voyages every year, from two-night jaunts to 12-night island-hopping adventures . The company's dozens of ports in the region include island hot spots like Montego Bay, Jamaica, and Central American gems like Roatan, Honduras.

Caribbean Cruise With Norwegian Cruise Line

Courtesy of Norwegian Cruise Line

Norwegian Cruise Line is another affordable carrier that excels in the Caribbean. Prices start as low as $159 for weekend cruises, and journeys of a week or more sometimes come with airfare included. Norwegian offers many great itineraries in the region, including an eastern-Caribbean cruise to Barbados, Antigua, and St. Lucia and a five-day journey that stops in Harvest Caye, the company's private island in Belize.

9 Best Island to Visit in September (Caribbean, Beaches, Tropical)

idyllic-island

So, you’ve made it past the half-year mark and you’re needing a break before the busy December rush, but you’re not sure where to go? We’ve got you covered. We searched for the ultimate island holiday for those going on a September break and came up with more than we bargained for.

Whether you are looking for a tropical island, an African island or one of the picturesque pieces of land just off the Greek coast, we have checked them all out, rated their enjoyability and put it here for you to decide which is the best for you.

island-seashells

Places to Go in September – How to Pick Them

Table of Contents

September can be the perfect time to travel, above the equator, Summer is on her way out and so the temperatures cool just enough to be enjoyable but not so much so that your island getaway is ruined. Meanwhile, further South, most of Winter’s blues have left and Spring starts with blooming flowers and warmer conditions. There are some fantastic islands available to spend your holiday with sun, sea and sand.

When you are looking at an island to visit, you should remember to take into consideration the rainy season. Luckily, most heavy rains don’t start until November/December, so you are still guaranteed a mostly sunny vacation. Some islands, though, do experience their rainy season during September. Unless you are looking for a tropical paradise to spend inside, as you watch the rain and read a book by the fire, those places would be best to avoid. If you are looking for just that type of holiday, there is an entirely different list of destinations for you, we are sure.

cocktails-beach

Best Places to visit in September

  • Canary Islands

Best Place to Visit in September – According to The Weather, Cost and Crowds

The other great thing about vacationing in September is that it is mostly out of peak holiday times. All the summer travellers will have left, schools are back, and it’s not yet that crazy festive season, so you are likely to find affordable prices and relatively minimal queues and crowds. There are many places that you can find that are all-but hibernating during this time, so you could really find a peaceful paradise holiday.

Best Beach Vacations in September

Grab your beach towels, your sunglasses, a cold drink, and head to one of these picturesque beach holiday spots. With mostly sunny days, soft, clean sand and the clearest waters, you are guaranteed a delightful holiday at any of these beach destinations. Don’t forget the sunscreen, you don’t want lobster skin ruining your holiday photos.

malta-sunset-harbour

While September brings a rise in humidity to Malta, this fantastic island is still worth the heat. With so much to do, in such magnificent scenery, you will quickly forget how hot and humid it is. If the humidity does bug you, though, there is always the option to cool down in the refreshing sea water. Scuba-diving and snorkelling are great at this time of the year.

Average Temperature

Daytime high: 28°C / 82°F

Nighttime low: 25°C / 77°F

Hours of Sunshine

9 hours daily

Medium (67mm)

Relative Humidity

Medium (52%)

sunset-hawaii-beachfront

The great thing about visiting Hawaii in September is that you have more than one island available to visit. The weather is very summerlike on the islands during this month; in fact, it’s known to be one of the hottest months of the year.

The crystal-clear seas will look very inviting around this time and a cool off at the beach is a fantastic way to spend any vacation. September is not a busy month in Hawaii, which means fewer travellers to share your piece of paradise with, and it also means that it is more affordable for those of us who don’t usually have Hawaii in our getaway budgets.

Daytime high: 29°C / 84°F

Nighttime low: 24°C / 75°F

10 hours daily

Medium (61mm)

Mauritius is a gorgeous island destination located in the Indian Ocean. it’s known for its stunning beaches, idyllic snorkeling reefs, and whimsical lagoons. Although the island is small, it contains plenty to do with mountainous inland regions that provide a whole lot of adventure.

The island is filled with Mauritius beach resorts and lodges that make for wonderful accommodations during your stay in the island country. Most of the best locations have beach views, so you can enjoy the paradisical location right from your bed.

Daytime high: 27 degrees Celsius

Nighttime low: 19 degrees Celsius

6.5 – 8 hours

High (2100 mm)

Best Tropical Places to Travel in September

There is nothing like a break away from your hectic schedule in a tropical paradise. For some tropical islands, September is the rainiest month, so as we mentioned, you want to try and avoid those if you are looking forward to endless days in the sun. Never fear though, we have found a couple of ideal tropical islands for you to visit in September.

zanzibar-beach-hut

September is an amazing time in Zanzibar. The island is situated just off the coast of Tanzania, and it enjoys the fabulous weather found below the equator. From old historic towns, to calm, relaxing beaches, as well as a vibrant nightlife, Zanzibar has something for everyone.

Daytime high: 27°C / 81°F

Nighttime low: 22°C / 72°F

Medium (50mm)

Medium (56%)

yachts-in-ibiza

Looking for a party, day and night? Ibiza is your island. Known throughout the world for its lively nightlife and splendid coastline, this island should be on every traveller’s bucket list. It’s not just for the party-goers, there is also a selection of peaceful resorts and beach coves for those who prefer a more serene vibe.

September brings thunderstorms to Ibiza, with chances increasing towards the later days of the month. The rain is usually spread across 8 days in September, so while you are likely to experience some wet weather while you are visiting, it is not likely to disturb your getaway too much.

Nighttime low: 20°C / 68°F

More of The Best Places to Travel in September

While the islands that we have mentioned so far are fantastic, we have even more options for you.

greece-santorini-island

Santorini offers a rugged, yet romantic island holiday. The busiest times are July and August, so going in September allows you to enjoy the island with others, but not feel too crowded. You will find the perfect combination of warm weather and tranquil beaches.

There is not much rainfall during the month of September, and summer is just leaving, which means dry and warm, perfect holiday weather. The island is especially dry during the beginning of September and rainfall starts to increase as you near the end of the month.

Daytime high: 24°C / 74°F

Nighttime low: 26°C / 79°F

11 hours daily

corfu-island-crowds

An island off the coast of Greece, Corfu is perfect for anyone looking for a stunningly warm and culturally-rich holiday. With long days full of sun, and cooler nights, this island offers a magnificent escape. September is a dry month, considering, and any rain showers or thunderstorms that do visit during your stay will not affect your sun-tanning for very long.

Daytime high: 28°C / 82.4°F

Nighttime low: 16°C / 60.8°F

12 hours daily

Medium (88mm)

Medium (64%)

Best Caribbean Islands to Visit in September

Lots of people shy away from travelling to the Caribbean during this time of the year. This is believed to be caused mainly by the risk of hurricanes, although the chances are not as high as most would think. There is also the factor of children being back at school, and so this decreases the chances of a family holiday.

For this reason, many resorts and restaurants will close for renovations and to let their staff rejuvenate in time for the busy Christmas period. But, if you are looking for a child-free Caribbean holiday with low prices and still-warm weather, then this is the perfect time to enjoy these islands.

beach-antigua

This is the driest of the islands, so even though it is the rainy season, you are sure to get in some good quality sunny days. The island still has many options available for September when looking for accommodation, dining and activities. In the last 50 years, there have only been six hurricanes which have directly hit the island, so the chances of one hitting while you are there are slim to none.

Daytime high: 30°C / 86°F

Medium (87mm)

Medium (61%)

barbados-rock-caribbean-island

This is one of the islands in the Caribbean that is generally unaffected or at least minimally affected, by hurricanes. Most hurricanes tend to hit further North of the island.

While the rains come often and are quite heavy showers, they usually do not last very long and before you know it, the sun is out again. There is an unlikely chance to run into huge crowds of tourists during this time, and so you can enjoy this piece of paradise without too much interruption.

Daytime high: 31°C / 88°F

8 hours daily

High (158mm)

Medium (81%)

The Absolute Best Island Holiday in September

It was not an easy task, but we have managed to pick the ultimate island vacation for you in September. Perfect weather, minimal crowds, reasonable rates, and a relaxing vacation await you.

tenerife-sunset-canary-islands

Tenerife, Canary Islands

This may be a surprising choice but wait until you hear just how much Tenerife has to offer you in September. The peak season finishes off in August, so you are sure to find the perfect amount of peace and quiet throughout the island.

Since it is no longer peak season, prices are also lower, making this a more affordable trip. Most importantly, though, the weather is amazing. September is a particularly dry month, so you don’t have to worry too much about rain ruining your beach day.

Temperatures in September average in the 20s, and there is a very slim chance of storms and hurricanes. However, there is a risk of extremely high temperatures at times, during which you will need to keep yourself cool, but that’s what the water, aircon and cocktails are for.

7 hours daily

girl-sunset-island

As with any island holiday, during any time, remember to pack lots of sunscreen and bug spray, and of course, your cutest swimsuit. Also remember, some good holiday reading and your island playlist to complete the ultimate escape from everyday life.

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Cheap Caribbean: Best islands for budget vacations

cheapest caribbean islands to visit in september

A week of sun and sand may be priceless for your mental health (and your tan), but you don’t need to pay a fortune to get it. I’ve gathered data on airfare, hotel rates and package deals to unearth the cheapest Caribbean islands to visit, along with reasonably priced places to stay on each one.

This small island off the coast of Mexico’s Yucatan Peninsula is known for white-sand beaches, colorful marine life and the Maya ruins of San Gervasio. While you can fly directly to Cozumel from a handful of U.S. airports, including Dallas and Charlotte, you can often save hundreds of dollars by flying to Cancun instead and then taking a ferry to Cozumel from nearby Playa del Carmen.

“Regularly under the $300 mark, nonstops to Cancun can be found from most major U.S. airports at any time throughout the year,” advises Tracy Stewart, content editor at Airfarewatchdog , SmarterTravel’s sister site.

According to Kayak , the median hotel rate in 2019 is about $205 a night, with even cheaper options if you’re willing to travel between August and November. (Note that this falls within Caribbean hurricane season.)

Where to stay: Past guests rave about the friendly service and quiet, homey vibe at Casita de Maya Boutique Hotel, where rates are regularly below $75 a night. If you’re looking for a beachfront resort experience, try the Blue Angel Resort, where you’ll usually pay less than $150 a night.

Eco-adventurers will find plenty to do in Jamaica, from swimming in waterfalls to zip lining through the rainforest. Only-in-Jamaica spots to visit include the Bob Marley Museum and the Rastafari Indigenous Village. And, of course, there are plenty of beaches to relax on between excursions.

According to data from CheapOair , fares to Kingston this winter are averaging just $366 round-trip. Montego Bay is another local airport to try, where you’ll often find rates nearly as low.

Hotels won’t set you back too much either: Oyster.com , SmarterTravel’s sister site, found that the average hotel rate in Jamaica was $155 a night, with plenty of options on the cheaper end. Travel between May and October for the lowest rates, recommends Kayak.

Where to stay: Marblue Villa Suites offers clean, colorful rooms and a beachfront location at rates under $125 a night on the dates I checked. Or try the budget-priced Westender Inn, where you can look out over the ocean from an infinity pool.

Puerto Rico

In Puerto Rico, you can split your vacation between the lush El Yunque rainforest, the island’s wide sandy beaches and the vibrant colonial streets of Old San Juan. A boat trip into one of the island’s bioluminescent bays is another must-do.

According to CheapOair, the average round-trip flight to San Juan is $336, while flights to Aguadilla are even cheaper at $293. “If departing from most East Coast major cities, San Juan is consistently low (under $300) and [has] plenty of flight options,” says Stewart of Airfarewatchdog.

It’s easy to budget for expenses in Puerto Rico, as the local currency is the U.S. dollar. Bonus: You don’t need to pay for a passport to get there. And with a variety of hotel options all over the island, it’s not hard to find one in your price range.

Where to stay: The laid-back, beachfront Luquillo Sunrise Beach Inn is a convenient jumping-off point for trips to El Yunque or San Juan, at rates typically under $150 a night. Even cheaper are the clean, no-frills rooms at Dreams Hotel Puerto Rico in the outskirts of San Juan.

Dominican Republic

The Dominican Republic is probably the cheapest Caribbean island to visit if you’re looking for affordable all-inclusive deals. On a recent visit to CheapCaribbean.com , I spotted dozens of packages in Punta Cana, the most popular resort area, starting at just $599 per person for air and four nights’ accommodations. Activities in the area include snorkeling, zip lining and off-road ATV tours through the jungle. You can also go hiking and swim in clear lagoons at the Indigenous Eyes Ecological Park & Reserve.

The average round-trip fare to Santo Domingo is $402, according to CheapOair data, and Oyster pegs the average hotel rate at $184 a night. Other popular resort areas in the Dominican Republic include La Romana and Puerto Plata.

Where to stay: The Punta Cana Princess All Suites Resort & Spa offers a beachfront all-inclusive experience for less than $200 a night on the dates I checked. If you’re not up for a big resort, consider the NH Punta Cana, a boutique hotel with breakfast included and a beach within walking distance.

This Caribbean-adjacent strand of tropical islands is a popular getaway just an hour-long flight from Miami. Most visitors fly into Nassau (on New Providence Island) or Freeport (on Grand Bahama Island); it’s worth checking fares to both airports to see which is cheaper. Consider Grand Bahama Island for a quieter, more laid-back vacation, while high-energy Nassau suits travelers looking for lots of activities and nightlife.

One of Kayak’s trending beach destinations for 2019 , the Bahamas are served by multiple discount airlines (JetBlue, Southwest) as well as the major carriers, with a median airfare of $455 round-trip. Fly during January, September or October for the lowest fares, according to Kayak data.

The average hotel rate is $199 a night, according to Oyster. One way to save money is by looking into packages from sites such as CheapCaribbean.com or Expedia.

Where to stay: The Bell Channel Inn in Freeport offers basic but comfortable rooms within walking distance of the beach. Bay View Suites Paradise Island is a modestly priced option near Nassau.

With its lushly forested mountains, sweeping sand beaches and colorful villages, Martinique offers a variety of landscapes along with a taste of French flair. Between beach days, visitors can stroll through the Jardin de Balata, tour lovely cathedrals or hike to one of the island’s many waterfalls.

Martinique didn’t have a reputation as one of the cheapest Caribbean islands until a European discount airline started flying there from the East Coast, making fares more reasonable. “Norwegian’s nonstop service to the French Caribbean island of Martinique hovers under $300 round-trip from the Northeast,” says Stewart. Norwegian flies to Martinique from New York (JFK) and Fort Lauderdale.

There are hundreds of places to stay around the island at a wide range of price points. To find lower rates, try to avoid peak season, which runs roughly from December through April.

Where to stay: Residence du Village Creole is a reasonably priced three-star hotel located in the village of Trois-Ilets, within walking distance of a beach. Or pay even less for a cozy stay at Tante Arlette, located in a restored historic building in the northern part of the island.

The largest but also most overlooked of the U.S. Virgin Islands, St. Croix quietly offers a variety of attractions for visitors. You can tour Fort Christiansvaern, built by the Danes and now a national historic site; go snorkeling at Buck Island Reef National Monument; or hike to the Carambola Tide Pools, where you can take a dip to cool off.

“Since Spirit Airlines recently launched service, fares to St. Croix have dropped quite a bit to the under-$300 range,” says Stewart. Spirit currently offers direct flights between St. Croix and Fort Lauderdale, with connections to numerous other cities in its network.

As with Puerto Rico, the fact that St. Croix is a U.S. island means that you don’t have to worry about currency exchange fees or paying for a passport.

Where to stay: The moderately priced Hotel on the Cay sits on a small island in Christiansted Harbor and even has its own beach. Or try the Hotel Caravelle on St. Croix, which has an attached casino and is located near the boardwalk in downtown Christiansted.

This story originally appeared on SmarterTravel.com .

More from SmarterTravel:

10 cheap tropical vacations for 2019 Top 25 ways to save on a Caribbean vacation The 10 best Caribbean beaches for a relaxing escape

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17 Cheapest Caribbean Islands in 2024 For All-Inclusive Resorts

As of late summer 2023 there are around 460 all-inclusive resorts spread around the Caribbean, with more being constructed every year. More than 120 of those are in the Dominican Republic, with nearly 50 others in Jamaica. The Cancun/Playa del Carmen/Cozumel area has more than 160, and the rest are spread among other islands. When researching Caribbean vacations, you’ll find the cheapest all-inclusive deals are clearly on the islands with the most resorts.

If you are looking for a cheap Caribbean all-inclusive or at least one that offers excellent value, it’s best to look in the places that have the most resorts because they have to compete on price in order to fill up most of the year. On the other hand, if you are looking for more of a boutique experience and you have a larger budget, you will probably be happier on one of the smaller islands such as St. Lucia or Barbados.

To make your decision at least a bit easier, we’ve sorted through the entire Caribbean to compare prices of these all-inclusive resorts, and listed the destinations from cheapest to most expensive below. We’ve previously ranked Caribbean islands by price for regular hotels, but the order here is quite different.

Updates for 2024

cheapest caribbean islands to visit in september

You can still find amazing bargains and resorts starting well under US$200 per night in high season, but a resort that might have charged US$160 per night in early 2023 will be charging more like US$185 per night in early 2024. The bottom line is you should book as early as possible to lock in the best deals. Most of these places allow free cancellation up until shortly before the dates, so there isn’t much to lose and a lot to gain.

NEW for 2024

We have handy guides to help you find the best resorts for your travel style

>>> Best Caribbean all-inclusive resorts for families with kids

>>> Best Caribbean all-inclusive resorts for honeymoons and romantic trips

>>> Best luxury Caribbean all-inclusive resorts

High season vs. Low season

cheapest caribbean islands to visit in september

The best-value time of year is from around January 10 through the end of February, because you get perfect weather and smaller crowds than around Christmas and in March.

The list below is ranked based on high season rates because that’s when most people visit the Caribbean, but it’s worth looking closely if you are going in the off season because the order would be somewhat different, and some destinations are far cheaper while others only drop prices a bit. In other words, if your schedule is flexible then cheap all-inclusive trips are even cheaper September through November.

The Best Deals?

Air + hotel packages are often the best deals. The room rates below are obviously for the resort only, with airfare extra. Depending on your departure point, you might find slight differences in the order if you choose an air+hotel package. Regardless of where you are starting, it’s worth checking the prices of the airfare and the hotel separately, and also as a package. Usually the air+hotel package will be cheapest, but certainly not always, so it’s worth a few more minutes to confirm before you buy.

It’s also worth considering a cruise, since they also operate on a mostly all-inclusive basis and they can be incredibly cheap, even during high season. Check our list of the cheapest Caribbean cruise lines for more information.

Check for today’s best deals from our Caribbean partners

  • Today’s deals on Mexico & Caribbean all-inclusive vacations and resorts
  • Last minute Caribbean deals

New video explaining the highlights of this article

There are many things that are better shown in a video than explained in text, so I made the video above that I think would be extremely helpful to almost anyone reading this article. I explain where the cheapest really good resorts are located and I give examples of great all-inclusive resorts ranging from US$176 per night to US$290 per night for two people including all taxes.

Here are the links to the resorts mentioned in the video if you want to check them out yourself:

>>> Emotions by Hodelpa Puerto Plata – US$176/night for two as of August, 2023 for January 2024 stays

>>> Barceló Bávaro Palace Punta Cana – US$290/night

>>> Occidental Costa Cancún – US$236/night

>>> Allegro Playacar Playa del Carmen – US$207/night

>>> Cozumel Hotel & Resort Trademark Collection by Wyndham – US$247/night

>>> Sandals all-inclusive resorts – The best premium resorts at US$500 and up

The 17 Cheapest all-inclusive resort destinations in the Caribbean

1 – la romana, dominican republic (cheapest).

  • High season: US$168 – $592 per night for two people, all inclusive, tax included
  • Low season: US$100 – $473
  • All-inclusive resorts: 14

cheapest caribbean islands to visit in september

Pictured above: Coral Costa Caribe Beach Resort – From US$255/night for two, including tax

On the southern shore not far west of Punta Cana in eastern Dominican Republic, La Romana is probably best known to the legendary 5-star resort called Casa de Campo, which remains popular today. There are about a dozen other all-inclusive hotel choices in the region, and most of the others are in the lower to middle price range, some with very appealing off-season prices.

Direct flights into La Romana Airport are available from many larger cities, but the resorts are also close enough to the Punta Cana Airport that flying into that larger and cheaper facility might save both time and money depending on where you are starting. In fact, when you search for Punta Cana resorts you’ll usually see the La Romana resorts mixed in, so it’s really one big market.

Nearest airport : La Romana International Airport (code: LRM) Nonstop flights from : Miami, New York-JFK, Montréal-Trudeau, Ottawa, Quebec City, Toronto-Pearson, London-Gatwick, Birmingham, Manchester, Paris-Charles de Gaulle, Lyon, Brussels, Düsseldorf, Munich, Milan-Malpensa, Rome-Fiumicino

  • Check current La Romana all-inclusive package deals

2 – Puerto Plata, Dominican Republic

  • High season: US$176 – $387
  • Low season: US$158 – $336
  • All-inclusive resorts: 24

cheapest caribbean islands to visit in september

Pictured above: Iberostar Costa Dorada – From US$211/night for two in high season

On the northern coast of the Dominican Republic you’ll find the district of Puerto Plata, which may not have the country’s nicest beaches, but it does have a great abundance of cheap all-inclusive vacation resorts. Flights into the local airport aren’t as cheap as into many other areas on this list, so flight+hotel packages might not reflect the amazingly low prices of the resorts themselves.

During the high season the deals available at the 25 or so all-inclusive resorts in Puerto Plata are definitely among the best for any Caribbean island, and during the off season (particularly September and October) the prices are so low that some of them look like mistakes. As long as you are clear that this is nothing like St. Barths, then Puerto Plata offers great value and a lot of fun.

If your budget is so low that your options are Puerto Plata or staying home, then Puerto Plata could be perfect. But if you can afford a bit more I think it’s worth checking the deals in Punta Cana, which is listed a bit below.

>>> Best all-inclusive resorts in Puerto Plata for couples, families, nightlife, golf, foodies, and much more

Nearest airport : Gregorio Luperón International Airport (code: POP) Nonstop flights from : Miami, New York-JFK, Newark, Montréal-Trudeau, Ottawa, Québec City, Toronto-Pearson, Halifax, Winnipeg, Glasgow-International, London-Gatwick, Manchester (UK), Paris-Charles de Gaulle, Düsseldorf, Frankfurt, Munich, Amsterdam, Brussels

  • Check current Puerto Plata all-inclusive package deals

3 – Cozumel, Mexico

  • High season: US$214 – $486
  • Low season: US$168 – $448

cheapest caribbean islands to visit in september

Pictured above: Grand Park Royal Cozumel – From US$248/night for two, including tax

A small Caribbean island just across the channel from Playa del Carmen and just south of Cancun, Cozumel has 14 of its own all-inclusive resorts with rates mostly in the lower end and middle of the pack for Caribbean all-inclusives. On Cozumel you get the benefits of being on an island, but also the convenience of being a short ferry ride from an interesting town and some famous ruins and other sights.

Cozumel has its own airport and if you can get a direct flight into it you can often get a good fare. But the Cancun Airport is much larger and has many more direct destinations, so you might actually save both time and money by flying in and out of that one. To get from Cancun Airport to Cozumel you can take a short (and super scenic) flight or take a shuttle to the ferry in Playa del Carmen and then take the ferry over, which takes about two hours each way in total.

Nearest airport : Cozumel International Airport (CZM) and the much larger Cancún International Airport (code: CUN) Nonstop flights from : Most major US, Canadian, and European cities

  • Check current Cozumel all-inclusive package deals

4 – Cancun

  • High season: US$219 – $1,693
  • Low season: US$183 – $941
  • All-inclusive resorts: 82

cheapest caribbean islands to visit in september

Pictured above: Occidental Tucancún – From US$190/night for two, including tax

While it’s not a Caribbean island like the rest of these on the list, we are including Cancun because it has endless Caribbean beaches, and it’s among the cheapest choices for an all-inclusive holiday when you factor in the flight. The area has over 80 hotels that are fully all inclusive or offer an all-inclusive option, all the way up and down the price range.

As obvious a choice as it may be, Cancun does have a lot going for it, including cheap nonstop flights from all over North American and even Europe. One thing to be careful of is that that there are quite a few disapointing resorts mixed in at the lower price ranges, so it’s important to check the reviews before you commit. Those who book carefully will be getting the best value for money in the Caribbean.

The Cancun area actually has 7 different distinct hotel zones that are all close to the busy airport here. We recently wrote a guide to where to stay in the Cancun area that is right for your trip.

>>> Best Cancun all-inclusive resorts for couples, families, spa lovers, and more

Nearest airport : Cancún International Airport (code: CUN) Nonstop flights from : Most major US, Canadian, and European cities

  • Check current Cancun all-inclusive package deals

5 – Playa del Carmen, Mexico

  • High season: US$224 – $2,180
  • Low season: US$168 – $2,086

cheapest caribbean islands to visit in september

Pictured above: Hacienda Tres Rios Resort Spa & Nature Park – From US$407/night for two, including tax

Only about an hour by road south of Cancun and its huge airport, Playa del Carmen is a lively tourist town filled with hotels, shops, and activities. Nearly all of the all-inclusive resorts are on the edges of town or on the beach on the road from Cancun, so guests at these resorts will need to make special trips to enjoy the town itself. This is part of an area now known as the Riviera Maya, which runs from just south of Cancun to just south of Tulum, so sometimes you’ll see resorts listed with Riviera Maya as their location if they aren’t in Playa del Carmen itself.

Room rates at all-inclusive resorts in Playa del Carmen are very competitive, and package prices are unusually good value because they come with a flight into Cancun, which is known for bargain flights. This isn’t an island, but being out of the Yucatan Peninsula it feels a lot like one. The nightlife in Playa del Carmen isn’t as famous as that of Cancun, though the town far more interesting in most other ways.

It’s also worth noting that the most expensive all-inclusive resort in this area are stunning overwater bungalows at the El Dorado Maroma Resort . These are the only true honeymoon-style overwater bungalows in Mexico and they are very popular.

  • Check current Playa del Carmen all-inclusive package deals

6 – Punta Cana, Dominican Republic

  • High season: US$242 – $963
  • Low season: US$152 – $709
  • All-inclusive resorts: 77

cheapest caribbean islands to visit in september

Pictured above: Bahia Principe Grand Punta Cana – From US$239/night for two, including tax

With over 75 hotels that offer all-inclusive deals, Punta Cana has the greatest concentration of these resorts on any Caribbean island. The resort area occupies the far eastern tip of the Dominican Republic and the hotel beaches can either face northeast or southeast. The busy local airport gets direct flights in from all over North America and Europe, and airfares are reasonable for the Caribbean.

With so many to choose from, Punta Cana has resorts big and small, up and down the price range, though it’s worth noting that a few of the cheapest places tend to get a lot of negative reviews from guests. The vast majority of hotels here are in the same general price range, and most offer very good value for the region. With new highways and an efficient new airport, Punta Cana should probably be the first choice for any value-oriented traveler who appreciates gorgeous beaches. The actual town of Punta Cana doesn’t have much going on, so staying in an all-inclusive resort here is wise and you won’t be distracted by things outside of your resort.

You’ll also find Punta Cana near the top of our list of the best Caribbean destinations for families with kids .

>>> Best Punta Cana all-inclusive resorts for couples, families, nightlife, foodies, golf, and more

Nearest airport : Punta Cana International Airport (code: PUJ) Nonstop flights from : Most major US, Canadian, and European cities

  • Check current Punta Cana all-inclusive package deals

7 – Samaná, Dominican Republic

  • High season: US$252 – $1,001
  • Low season: US$167 – $870
  • All-inclusive resorts: 4

cheapest caribbean islands to visit in september

Facing a peaceful bay on the southern edge of a peninsula, Samaná has only a handful of resorts offering all-inclusive options, but it’s still worth considering for people who prefer a low-key destination compared to most of those mentioned above. There is a new international airport nearby with nonstop flights from many key international cities, so it’s pretty easy to reach for most people.

The high season prices are in the middle to upper levels for the Caribbean, but the low season special rates are among the best anywhere, so it might be worth even a closer look for those willing to risk the tiny possibility of a big storm altering their holiday plans.

Nearest airport : Samaná El Catey International Airport (code: AZS) Nonstop flights from : New York-JFK, Montréal-Trudeau, Toronto-Pearson, London-Gatwick, Paris-Charles de Gaulle, Lisbon

  • Check current Samaná all-inclusive package deals

8 – Montego Bay, Jamaica

  • High season: US$277 – $1,140
  • Low season: US$347 – $828
  • All-inclusive resorts: 27

cheapest caribbean islands to visit in september

Pictured above: Iberostar Rose Hall Beach – From US$373/night for two, including tax

Featuring about 25 hotels that offer all-inclusive options, Montego Bay in Jamaica has a few rather affordable resorts, but most of them are at least a bit up the price ladder, well over US$400 per night in high season. Doing research and checking prices for this 2024 list we noticed that MANY of the Jamaican resorts have been getting unusually bad reviews in the last year or two. It used to be only a couple of the cheapest resorts would fall below the threshold where we wouldn’t even mention or recommend them, but this year it looked like half the Montego Bay resorts are now getting consistently lousy reviews. Be careful before booking here these days.

Being in between Ocho Rios and Negril, and being home to the entire area’s major airport, Montego Bay also has the fastest connections from the plane to your hotel, so it’s also an ideal option for a long weekend trip where every minute counts. The main tourist area of Montego Bay is almost as disappointing as the one in Ocho Rios, so staying in an all-inclusive is your best option. Some resorts here, including some of the most expensive ones like the Sandals Royal Caribbean , are very close to the airport’s runway. Guests do hear planes taking off a few times an hour, but it’s over in 10 seconds or so.

>>> Best Montego Bay all-inclusive resorts for couples, families, nightlife, activities, foodies, golf, and more

Nearest airport : Sangster International Montego Bay Airport (code: MBJ) Nonstop flights from : Most major US, Canadian, and European cities

  • Check current Montego Bay all-inclusive package deals

9 – Ocho Rios, Jamaica

  • High season: US$359 – $1,139
  • Low season: US$296 – $1,039
  • All-inclusive resorts: 11

cheapest caribbean islands to visit in september

Pictured above: Bahia Principe Luxury Runaway Bay – From US$368/night for two, including tax

With 11 all-inclusive resorts in the area, Ocho Rios offers mostly mid-market all-inclusive resorts, while nearby Montego Bay and Negril have some cheaper and more expensive options. Visitors to all three of Jamaica’s main tourist spots will all fly into the Montego Bay Airport, which has very competitive fares and nonstop flights from all over, so the chances of a cheap nonstop to get here are fairly high.

This is another Caribbean destination that has very appealing prices during high season, and jaw-dropping specials during the off season. And as noted in the Montego Bay section above, we noticed that many of the cheaper Jamaican all-inclusive resorts are getting pretty lousy reviews these days. Unless you are booking at one of the Sandals, you need to pay close attention to recent reviews at the cheaper places now.

By the way, the town of Ocho Rios has very little to offer on its own, aside from being near the wonderful Dunn’s River Falls. So if you want to go to Ocho Rios then an all-inclusive is the best and only good choice. Ocho Rios is also a cruise port, which does affect the town, but won’t have much effect on guests at all-inclusive resorts.

  • Check current Ocho Rios all-inclusive package deals

10 – Antigua & Barbuda

  • High season: US$377 – $2,967
  • Low season: US$362 – $1,442
  • All-inclusive resorts: 18

cheapest caribbean islands to visit in september

Pictured above: Pineapple Beach Club Antigua – From US$656/night for two, including tax

Unlike most of the other island groups in the Lesser Antilles, Antigua and Barbuda have many all-inclusive resorts, with more than 15 to choose from, none of which are on Barbuda at this point. Antigua has had some excellent deals for all-inclusive resorts during the off season so it’s worth checking if you are planning a summer trip, but the rates when we checked for this update were looking pretty high for some reason.

For guests who are looking to escape the scene of the huge hotels and mass-market tourism of the DR and Jamaica, this is an excellent option. The downside is that flights tend to be more expensive and the airport is served by far fewer destinations, so packages can seem a little more expensive than the resort prices would indicate.

Nearest airport : V. C. Bird International Airport (code: ANU) Nonstop flights from : Miami, New York-JFK, Newark, Charlotte, Montreal-Trudeau, Toronto-Pearson, London-Gatwick, Frankfurt

  • Check current Antigua all-inclusive package deals

11 – St. Lucia

  • High season: US$389 – $2,412
  • Low season: US$347 – $1,953
  • All-inclusive resorts: 28

cheapest caribbean islands to visit in september

Pictured above: Mystique St Lucia by Royalton – From US$472/night for two, including tax

More remote and a bit more exotic than most of the choices above, St. Lucia is arguably the most beautiful of all Caribbean islands. The island now has 28 resorts that offer all-inclusive options or are completely all inclusive, and most of those are in the middle to upper range of prices for the Caribbean. They now have more all-inclusive resorts than any of the other small islands, and again, St. Lucia is noted for its beauty, so this is one to consider.

Finding cheap airfare to St. Lucia is often the tricky part of doing it on a budget, so that’s the price you pay for getting off the beaten path a bit, but if you can find an airfare+hotel package that looks good then it’s definitely worth a good look.

By the way, arguably the single most beautiful view in all of the Caribbean is of the Pitons peaks on the southern portion of St. Lucia’s west coast. There are a few resorts with views of the Pitons and if you want to make your friends super jealous you might want to book at one of them. St. Lucia also appears on our separate list of the best Caribbean islands for honeymoons .

Nearest airport : Hewanorra International Airport (UVF) Nonstop flights from : Miami, Atlanta, Charlotte, Philadelphia, New York-JFK, Montreal-Trudeau, Toronto-Pearson, London-Gatwick, Frankfurt

  • Check current St. Lucia all-inclusive package deals

12 – Barbados

  • High season: US$407 – $1,266
  • Low season: US$282 – $1,082
  • All-inclusive resorts: 21

cheapest caribbean islands to visit in september

Pictured above: Turtle Beach by Elegant Hotels All Suite – From US$638/night for two, including tax

In spite of its remote location at the edge of the Lesser Antilles, Barbados is a large and popular hotspot for winter vacations, with nearly 100 different beach resorts on offer. Of those you’ll over 20 that offer all-inclusive packages, and those tend to be rather expensive compared to elsewhere in the Caribbean, at least during the high season.

Due to its popularity it’s not too difficult to get reasonably priced flights to Barbados, so you might find air+hotel packages that are appealing. Again, if you want an alternative to the DR and Jamaica, this is an option to consider. Barbados is very popular with Europeans and it has a long stretch of mansions and beach houses and exclusive shops and restaurants that make it a favorite with the rich and famous as well.

Nearest airport : Grantley Adams International Airport (code: BGI) Nonstop flights from : Miami, New York-JFK, Charlotte, Philadelphia, Montreal-Trudeau, Toronto-Pearson, London-Gatwick, Manchester, Frankfurt

  • Check current Barbados all-inclusive package deals

13 – Negril, Jamaica

  • High season: US$416 – $896
  • Low season: US$304 – $763
  • All-inclusive resorts: 16

cheapest caribbean islands to visit in september

Pictured above: RIU Palace Tropical Bay – From US$526/night for two, including tax

Located on Jamaica’s west coast, just southwest of Montego Bay, Negril has nearly 20 resorts that offer all-inclusive options. This popular and long strip of hotels is where you’ll find some of Jamaica’s best bargains for those who prefer to pay for food and drinks separately, but its all-in resorts are more geared for the mid to upper range guest. More specifically, there are two fairly cheap all-inclusive resorts in Negril, and the rest are much more expensive.

You normally wouldn’t find Negril this far down the “expensive” list, but this year it is because most of the cheaper all-inclusives in this area are getting mostly poor reviews so we don’t even include those ones in our range. In other words, pay attention to recent reviews before booking.

As with the others, you’ll fly into Montego Bay and then take a shuttle to your Negril resort, so you can get good airfare and nonstop flights from all over. Quality in Negril is mostly high, but it runs the gamut so the area draws a mix of budget party people up to the luxury crowd. One added benefit of Negril compared to Montego Bay and Ocho Rios is that the 7-Mile Beach area here is actually a fun place loaded with local bars, restaurants, and shops. It’s sort of like the Jamaica that you might have dreamed about visiting decades ago when things were more simple.

  • Check current Negril all-inclusive package deals

14 – St. Maarten/St Martin

  • High season: US$448 – $722
  • Low season: US$329 – $569

cheapest caribbean islands to visit in september

Pictured above: Secrets St. Martin Resort & Spa – From US$721/night for two, including tax

Partly a French territory (in the north) and a Dutch territory (in the south), Saint Maarten/Sint Martin has 5 all-inclusive resorts including a couple of newer ones. There are all-inclusives on both sides of the border and both sides are pretty similar although the French side typically has better food and the Dutch side has casinos and more nightlife.

The all-inclusive resorts here are all in the mid range on the price scale, so each of the five could be considered by almost anyone looking to come here. You’ll get lower prices and better value at the destinations nearer the top of this list, but this island has many fans who come back every year, although it’s also usually crowded with cruise ship passengers during daylight hours.

Nearest airport : Princess Juliana International Airport (SXM) Nonstop flights from : San Juan, Miami, Atlanta, Charlotte, Washington DC, Philadelphia, New York City, Boston, Chicago, Montreal, Toronto, Paris, Amsterdam, Stockholm

  • Check current St. Maarten all-inclusive package deals

15 – Nassau, Bahamas

  • High season: US$529 – $645
  • Low season: US$554 – $999
  • All-inclusive resorts: 5

cheapest caribbean islands to visit in september

Pictured above: Breezes Resort Bahamas – From US$423/night for two, including tax. It’s not included in the main list this year because reviews have dropped to low.

The greater Nassau area and the Paradise Island area in particular are very popular for winter holidays, but they aren’t good places to find affordable all-inclusive resorts. With only about five options, including one cheap and disappointing resort, the Bahamas is not fertile ground for all inclusive deals.

The best thing Nassau has going for it is that it’s very close to Florida and flights are usually quite cheap and frequent, so it’s a good choice for a long weekend when you don’t want to spend most of your coming and going days in transit. But for a week-long trip you’ll get much better value for the money by going to the DR or Jamaica.

Especially outside of peak season it’s worth looking at Atlantis, Paradise Island deals and specials , which can be up to 40% off.

Nearest airport : Lynden Pindling International Airport (code: NAS) Nonstop flights from : Most major US and Canadian airports, London-Heathrow

  • Check current Nassau all-inclusive package deals

16 – Grenada

  • High season: US$553 – $1,907
  • Low season: US$434 – $1,465

cheapest caribbean islands to visit in september

Pictured above: Royalton Grenada – From US$553/night for two, including tax

Grenada is partly famous for being less developed than many of its Caribbean neighbors. As of late 2019 they were down to a single all-inclusive resort that was also extremely expensive, but since then a few more resorts have come on board and now you’ve got choices up and down the price range. This is an English-speaking island so it mostly appeals to Americans, Canadians, and Brits.

Flights into Grenada aren’t among the cheaper ones compared to some of its neighbors, so this isn’t an ideal destination for those looking for great bargains. However, that also means that it tends to cater to a more thoughtful group of visitors, which will appeal to many.

Nearest airport : Maurice Bishop International Airport (GND) Nonstop flights from : Miami, Atlanta, New York City, Toronto, London, Frankfurt

  • Check current Grenada all-inclusive package deals

17 – Aruba

  • High season: US$576 – $1,179
  • Low season: US$546 – $720
  • All-inclusive resorts: 10

cheapest caribbean islands to visit in september

Pictured above: Divi Aruba – From US$708/night for two, including tax

Just off the coast of Venezuela, the island of Aruba is somewhat different compared to most Caribbean islands, with a dry climate all year round. The island has quite a few good bargains for those interested in traditional beach resorts, but its 10 or so all-inclusive resorts tend to be aimed primarily at the upmarket crowd.

During the autumn months you can get better deals at all-inclusive resorts on Aruba, which is even better considering it still gets almost no rain and is usually clear of the main hurricane zones. The island continues to be popular with Europeans, and airfares are quite reasonable from most major cities.

Nearest airport : Queen Beatrix International Airport (code: AUA) Nonstop flights from : Atlanta, Baltimore, Orlando, Miami, New York-JFK, Boston, Chicago-O’Hare, Houston-Intercontinental, Newark, Washington-Dulles, Toronto-Pearson, Amsterdam, Milan-Malpensa

  • Check current Aruba all-inclusive package deals

Note: Sandals & Beaches

cheapest caribbean islands to visit in september

Sandals is arguably the most famous high-end all-inclusive resort in the Caribbean, and Beaches is the company’s family-oriented brand. Curiously enough, those chains DON’T show up on most travel search sites so they aren’t included in the information in this list. Generally speaking, Sandals and Beaches would be among the more expensive all-inclusive resorts on these islands, and they are famous for including more than their competitors in the room rate.

It’s worth mentioning that Sandals now has 4  all-inclusive resorts with overwater bungalows , two in Jamaica, one in St. Lucia, and a new one for 2024 that has opened on St. Vincent . They obviously aren’t cheap, but still they are an extremely popular ‘bucket list’ experience for many romantic couples so they tend to be booked well in advance.

>> Why Sandals might be your best Caribbean all-inclusive choice

Best affordable Caribbean destinations for each kind of trip

Best cheap Caribbean destinations for all kinds of trips  – All-inclusives, nightlife, culture, chill-out, super-cheap, and more.

Book your own all-inclusive vacation from the best deals today

Photo credits: Royal Cancun Resort, Gran Ventana Beach Resort in Puerto Plata, Sandals Ocho Rios, Dreams Punta Cana Resort, Secrets Wild Orchid Montego Bay, Sandals Negril, Casa de Campo in La Romana, Gran Bahia Principe Samana, Sandals Grande St. Lucia Resort, Sandals Royal Bahamian Resort Bahamas, Sandals Grande Antigua Resort & Spa, Barbados Beach Club Resort, Riu Palace Aruba Resort

Cheap Caribbean All-inclusive: Resorts you can afford and will love

Here’s where to find all the best Cheap Caribbean all-inclusive resorts that get great reviews with an example in 5 different Caribbean locations. There are about 500 all-inclusive resorts in the Caribbean as of 2023 and they range from cheap to ultra-expensive. I also tell you where NOT to look to save you time. These are 5 really nice resorts all well under US$300 per night per couple including taxes.

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17 Cheapest Caribbean Islands in 2024 For All-Inclusive Resorts " --> All Comments

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Family of 4.. (kids are 13 & 20 looking for all inclusive resorts (not Jamaica)we been there 4 times already) One “must” is CALM….. clear water like Negril Jamaica. What about Punta Cana? is it even safe to travel there? I have heard the beaches there have rocks and shells and you need to wear beach shoes??? I prefer soft barefeet beaches/water.. lol. Interested in Aruba, Bahamas, St Lucia, Grand Caymen but can not afford a $10,000.00 trip. Any ideas? thanks

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As far as I am aware, Punta Cana is still among the safer places to visit in the Caribbean. I’ve been to a few beaches there and they were all white sand, but the area is like 60 miles of beaches so some might be more pristine than others. I think the seaweed is a bigger problem, and it seems like most Caribbean beaches are dealing with that on and off.

If you are looking for really calm water I think your best bet will be to find an island with bays or inlets. I stayed at a Sandals in St. Lucia that was on a very calm bay and the water was amazing, but most St. Lucia resorts are not on bays. Still, there are resorts on calm bays on many islands. So I don’t think it’s a matter of choosing the right island, but of choosing a resort in the right area on many different islands. You might even check out maps online and look at which ones have bays and lagoons. Best of luck! -Roger

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Comment* Great email!!!Can you do the same for cruises and Hotels. Cruises out of FLorida for 2023 & 2024. Hotels for New York and Miami Beach. Kindly reply if this is possible. With thanks and appreciation in advance. Keep up the excellent job!!!

We will do something on cheapest cruise lines in 2023, but it won’t be for a couple more months. And for hotels within a city, it’s hard to rank them because the cheapest ones are almost always the worst ones. Thanks for reading! -Roger

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Hope you and your family are safe and well during this pandemic. I would love to take my partner on a week vacation (5-8days) to an all inclusive resort with an overwater bungalo. What would be the best choice, in terms of quality and price? Looking for something affordable (I know that’s subjective), and I do not want to say cheap because we also want someplace with quality accommodations and service. Preferably the Caribbean, but anywhere in the world would do if it’s a great and amazing deal, price-wise.

Thanks in advance for your opinion!

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Unfortunately there aren’t too many options for overwater bungalows in the Caribbean , but our sister site on that link keeps track of all of them. There are two in Jamaica and one in St. Lucia, and all of those are Sandals and go for a bit over US$2,000 per night. I’ve been to all three of them and they are amazing, but most of us don’t have that kind of money.

There are a couple in Mexico close to Cancun and I think those are better value as they start closer to US$1,000 per night.

The places in Bora Bora, Moorea, and Tahiti start at around US$600 per night and there are many to choose from, but the flight from Los Angeles to Tahiti is long and pretty expensive so it ends up costing about as much and taking more time. Let me know if you have any questions. -Roger

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Need recommendations please. There’s a group of us 10+ that are planning on a AI adults only resorts around August. Not so big resort since some has mobility issues we’re looking at VI maybe PR with a good price. Thoughts!!!

Strangely enough, Puerto Rico and the Virgin Islands have only a few all-inclusive resorts total and they are kind of pricey. If you are looking for value I’d search in the Punta Cana area for smaller resorts. Most of the resorts there are huge, but they also typically have golf-cart shuttles to take guests wherever they want in the resort, so they can actually be better for those with mobility issues than a smaller resort where you have to walk everywhere. Best of luck with this. -Roger

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Sense when almost 6.000$ for a week vacation is considered cheap. Funny list. At least call it Cheap vacations for reach.

Hi Lana, thanks for the helpful comment. The list above is actually a ranking of Caribbean islands for cheapest to most expensive, so $6,000 for a week is actually meant to reflect the top of the range. -Roger

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love this sight. learning lot’s. just returned from our first adventure to Punta Cana/Breathless and am looking to return to another good resort next Oct. 2020. M

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Hello Roger,

Im working online and want to move to live for a long term (maybe 3 months) in an AI in the caribbean. I wrote some emails but noone hotel answered. What do you think? Is it possible to find anything for 1500$ monthly? I have no preferences about place but I think Punta Cana is the cheaper zone.

Best regards!

That budget is actually enough in several parts of the Mediterranean , where all-inclusive resorts tend to be shockingly cheap (and also of lower quality). But in the Caribbean the all-inclusive resorts tend to start closer to US$120 per night (per couple) in low season (September and October). If you go alone you might find a rate closer to US$100 per night, but that’s obviously still double what you have in mind.

The cheaper resorts often make a good chunk of their money selling excursions to guests because the food, unlimited drinks, and housekeeping for two people can cost them over US$100 per day. If they can sell a Jet Ski excursion for US$200 per couple, for example, then that is where they can actually profit with a low room rate.

In Punta Cana (which is among the cheaper places) the hotels are mostly huge and they wouldn’t have much incentive to wheel and deal to fill one room for 3 months to a person who probably won’t buy any excursions or top-shelf booze or gifts from the gift shop. I’d say your best chance would be to look for normal hotels rather than all-inclusive places, and especially during the slow months of September through late November. You might find a small hotel with plenty of empty rooms that might do US$1,500 per month including breakfast. Mexico, Dominican Republic, and Jamaica are the cheaper options for something like that. You could probably survive on $15 per day for lunch and dinner, and whatever alcohol you’d buy locally at retail prices. I created this website while living on the road in Asia mostly for a few years and it’s much easier to live on a shoestring budget there. I hope this helps. Let me know if you have any other questions. This is actually one of my favorite subjects and I’ve done a lot of research on it. -Roger

These are the best times to visit the Caribbean

Josh Laskin

Comprising more than 7,000 islands with distinct cultures, activities and scenery, there's a lot to consider when planning a trip to the Caribbean . Luckily, the tropical climate is fairly consistent year-round, which means it's difficult to find a bad time for an island escape .

When you go should depend largely on your personal travel goals . Do you want to score the cheapest flights possible, experience a specific event or escape the frigid winter temperatures of the north? To help determine when you should start planning your next getaway, read this guide to some of the best times to visit the Caribbean .

For more TPG news delivered each morning to your inbox, sign up for our daily newsletter .

When to experience the best weather in the Caribbean

While the temperatures in the Caribbean remain fairly consistent — between the mid-70s and mid-80s throughout the year — the climate is considered "tropical marine," meaning seasons are broken into wet and dry. The wet season usually begins in May or June and lasts through late November. The remainder of the year is considered the dry season.

Typically, mountainous regions, such as the Blue Mountains of Jamaica , receive more rainfall than flatter destinations like Aruba . This means that the likelihood of having to endure an afternoon shower can vary greatly even within a single island. With that being said, Turks and Caicos , Aruba, Anguilla, Bonaire and the British Virgin Islands tend to be drier overall, while Puerto Rico, Antigua, St. Lucia, Barbados and Grenada tend to be wetter.

The Blue Mountains of Jamaica. (Photo by © Rick Elkins/Getty Images)

Like most tropical climates, average daily temperatures rarely fluctuate more than a few degrees between summer and winter. The Cayman Islands, Aruba and Curaçao trend on the warmer side by Caribbean standards, meaning you may want to keep them on your radar for a winter escape. Puerto Rico, the Dominican Republic and Turks and Caicos tend to be cooler.

It's also important to consider the trade winds (especially when visiting islands in the southeast Caribbean, such as Puerto Rico and the British Virgin Islands), which blow northeast and are most prevalent in the winter, resulting in a wind chill factor. So, save for travelers hoping to dial in their windsurfing skills or enjoy a cool breeze while sitting on the beach, stick to the northern and western sides of the islands during the winter months.

Traveling during hurricane season

Hurricane season in the Caribbean typically stretches from June 1 through Nov. 30, with the majority of storms striking between September an October. But that by no means should deter you from visiting the Caribbean during this time.

Related: 7 tropical spots to visit before hurricane season hits

If you're traveling during hurricane season, just pay attention to weather alerts and be strategic about picking a destination . Some islands, such as those in the southeast — Aruba, Curaçao, Barbados and Grenada, to name a few — have very little risk of being affected.

Saint George-Harbour, Grenada. (Photo by Westend61/Getty Images)

When to visit the Caribbean to avoid crowds

As you can imagine, peak hurricane season — September and October — is a slower time in the Caribbean. But the slow season actually starts around May, with the sweltering summer heat, and extends through hurricane season. This is a great time to not only avoid crowds , but also find some great deals for an affordable vacation .

Tourism starts to pick up just before the holidays, and usually lasts through spring. This is also the region's driest season, and travelers can expect reliable sunshine and warm temperatures.

When to visit the Caribbean for events and festivals

If you're hoping to experience a festival or event in the Caribbean, there's almost always something going on — you just have to make sure to choose your destination accordingly.

Originating in Trinidad and Tobago , each island hosts its own Carnival (sometimes called Carnaval), which is usually a big street festival with its own distinct traditions. No matter the month, there's almost always a Carnival taking place somewhere in the Caribbean. But there are also plenty of other cultural and music events you can experience during a trip to the Caribbean.

In addition to its beaches, Jamaica is also famous for reggae. Fans should plan to visit during Jamaica's Reggae Sumfest in Montego Bay. Each year, local and regional acts like Beres Hammond, Buju Banton and Chronixx perform over the course of six nights. During the event, expect plenty of beach parties and concerts.

Damien Marley at the Reggae Sumfest. (Photo by Shelby Soblick/Getty Images)

It's not just anywhere you can find an entire festival dedicated to a single species of mollusk. But that's exactly what happens every November in Turks and Caicos. When it started in 2004, the the Conch Festival's main purpose was to use the island's national symbol and main export — conch — to draw visitors to Blue Hills, which is Providenciales' oldest settlement. Now, local restaurants showcase their nontraditional takes on a traditional favorite, as live music and a Carnival-like atmosphere take over.

(Photo by Tetra Images/Getty Images)

The Trinidad, or "Trini" Carnival, is the genesis of all other Carnivals throughout the Caribbean. The exact date changes each year, but it's always held on the Monday and Tuesday before Ash Wednesday. At 4 a.m. on Carnival Monday, the streets are flooded with paint-covered Carnival-goers during J'Ouvert, or "day open." Parades, music and festivities continue until Ash Wednesday.

(Photo by Sean Drakes/LatinContent/Getty Images)

Each spring, the Saint Lucia Jazz Festival hosts some of the biggest names in modern jazz, with performances held against breathtaking landscapes and indoors at more intimate venues. In addition to live performances, professional development workshops and classes, participants get to experience Saint Lucian culture, which is replete with dance, food, parties and festivities.

(Photo by Earl Gibson III/WireImage/Getty Images)

Cheapest time to visit the Caribbean

September is the cheapest month to book accommodations across the Caribbean , according to travel search site Kayak. Prices vary by location, but median hotel rates will set you back around $209, compared to the $360 you might expect to pay in December. September also happens to coincide with peak hurricane season, so depending on where you're headed, be prepared for some potential afternoon showers.

Winter is also when should expect to find standard and peak nights for award redemptions. Think: One-night stays at the Category 8 St. Regis Bahia Beach Resort in Puerto Rico from between 85,000 and 100,000 points per night, versus 70,000 off-peak award nights in September.

Cash flights to many destinations in the Caribbean are cheapest between January and March, according to Skyscanner. Of course, airfare depends on when you book, your point of origin and your destination.

If you're flying to Montego Bay (MBJ) from New York City, Los Angeles or Chicago, for example, February is a safe bet for cheap flights. Flights to Turks and Caicos from New York City are the least expensive in January, but February is more affordable for travelers based in Los Angeles and Chicago. Flying to the Dominican Republic ? If your trip originates in either New York City or Chicago, plan your trip in March to score a solid flight deal . But if you're coming from Los Angeles, you'll likely find cheaper flights in January.

Bottom line

It's a lot more challenging to find a "bad" time to visit the Caribbean than a "good" time. In fact, some may argue there's no bad time to visit at all. Even hurricane season, despite its challenges, can be a great time to plan your tropical vacation , especially if you're flexible about the exact destination.

Travel Hiatus

8 Cheapest Caribbean Islands to Visit

Are you looking for the cheapest Caribbean islands to visit? You’ve come to the right place!

I get it, you need a holliday but you don’t want to break the bank. This guide ranks the cheapest Caribbean Islands for you to considering visiting, with an average daily vacation cost.

The Caribbean Islands are an excellent place to relax and unwind amongst beautiful surroundings. Located in close flying proximity to the USA and Canada, the Caribbean islands offer a quick escape for visitors from the harsh winter climates up north!

Caribbean island vacations mean cool breezes, white sandy beaches, some excellent food by the beach, and a few drinks, of course! 

All prices daily average prices mentioned below are in US dollars . These figures take into consideration, accomdations and food.

Included under each destinations are hotel recommendations for each destination, as well as the top activity to experience when visiting. All accommodation recommendations will be all-inclusive hotels to keep costs as low as possible!

Puerto Plata, Dominican Republic

sunset in the evening with a quiet, empty beach shoreline in Puerto Plata Dominican republic

The Puerto Plata district is located on the Dominican Republic’s northern coast. The beaches are nice but they can’t compare to Punta Cana. Nonethless, it has a lot of all-inclusive resorts at a very affordable price.

Flights can be a tad costly flying into the local airport here. The best way to avoid this is using SkyScanner or purchasing an all-inclusive package, including flight and hotel.

There are around 30 all-inclusive resorts here catering to tourists from all over the world. During the high season, you can find some good all-inclusive deals to come to Puerto Plata despite being surprisingly high season. Low season prices here occur during September and October.

Puerto Plata in the Dominican is great for having fun and saving money while vacationing. But as I stated, the beaches are okay, and the food isn’t the greatest, to be honest.

Puerto Plata is an excellent option if your budget for a vacation is tight. If you can pay a little more, I recommend checking out the deals in Punta Cana , which ranks second on this list and has much better beaches!

Cost Per Day: $197 – Per Day for Two People

Hotel Recommendation: Be Live Collection Marien

Recommended Tour: The 27 Waterfalls of Damajagua

Punta Cana, Dominican Republic

pool side with several palm trees at the marjestic resort in punta cana

Another destination in the Dominican Republic is Punta Cana, but Punta Cana is not Puerto Plata. The beaches here are far more beautiful than in Puerto Plata. Despite being only a few hour’s drive away from each other, the shorelines are much different.

Although some reasonably priced hotels exist in Punta Cana, it is best known for its all-inclusive luxury resorts. Costing you a fraction more than what you’d be paying in Puerto Plata, but it’s worth it!

Despite being more expensive than Puerto Plata, you can find great deals on flight and hotel packages. Punta Cana is also conveniently located close to an airport.

If you’re looking for the cheapest Caribbean islands to visit. Here’s your answer: The Dominican Republic offers two options: Puerto Plata or Punta Cana. There are many all-inclusive packages available to visit Punta Cana.

Cost Per Day: $227 – Per Day for Two People

Hotel Recommendation: Bahia Principe Grand Punta Cana

Recommended Tour: Half-Day Aventure featuring ATV, Water Cave, and More

Cozumel, Mexico

clear white sandy beach shoreline full of stunning green palm trees and turquoise waters in Cozumel / is Cozumel expensive

Cozumel is a small Caribbean island across the water from another popular beach city in Mexico, Playa del Carmen. Accommodation rates here are, for the most part, at a lower to mid-end price range for Caribbean all-inclusive packages.

The best part about Cozumel is the variety of fun day trips you can do while staying there. To get to the neighboring city, Playa del Carmen, it’s a 40 minute ferry ride. From there, you can spend a day in Playa del Carmen, there’s plenty to do there as well!

Or you can visit popular neighboring cities, Tulum or Cancun . If you visit Cozumel, I highly recommend you visit some cenotes in Tulum.

You can often get great deals, including a flight directly to Cozumel’s airport. But for the most part, flying into Cancun International will usually be cheaper.

If you’re looking to go somewhere on a budget but still want the option of many exciting places to visit nearby while on vacation, Cozumel is your best option in this list of the cheapest Caribbean islands to visit!

Hotel Recommendation: Grand Park Royal Cozumel

Recommended Tour: Private Jeep Excursion with Lunch and Snorkeling

Bridgetown, Barbados

white sandy secluded beach with clear skies and turquoise waters in bridgtown Barbados

Barbados, a British Commonwealth country, is a very family-friendly island. It’s home to Crane Beach and it’s regarded as one of the most beautiful beaches in the Caribbean.

Bridgetown is the beautiful capital of Barbados, with plenty of resorts, restaurants, and things to do. Barbados is well-known for its low prices on hotels and affordable flight packages. 

Barbados offers many fun activities, including swimming with turtles, exploring Animal Flower Cave, and sailing the Caribbean Sea.

It’s easy to find affordable flights to Barbados due to its popularity. Looking for cheap air and hotel packages is not as easy as the other three destinations we listed before. But you find these packages, especially during winter months.

Barbados is quite popular with Europeans because of its many accommodation types. Those looking to stay in a mansion or a large beach house will love to come here. Despite that being the case, Barbados has over 20 all-inclusive resorts offering excellent vacation pricing.

Cost Per Day: $297 – Per Day for Two People

Hotel Recommendation: – Blue Horizon Hotel (only breakfast included)

Recommended Tour: Monkey feeding & Swimming with Sea Turtles

Montego Bay, Jamaica

Famous luxurious hotel Sandals featuring heart shaped bungalows in the middle of the water in Montego Bay Jamiaca

Montego Bay is located between Ocho Rios and Negril and has the best connections to your hotel from the airport. There are many resorts in this area, including some of the most luxurious ones, like Sandals Royal Caribbean .

Jamaica is one of my favorite Caribbean islands because of its culture. It is known for its chill-out vibe, reggae, spicy food, and fantastic nightlife, parties here don’t finish early!

Montego Bay, Jamaica, has 25 all-inclusive resorts. However, some of them can get quite pricey, so I suggest choosing where you decide to stay and booking when all-inclusive deals are happening there.

Prices in Montego Bay follow the seasonal demand quite closely, so I suggest you go when best suits you, whether during the high or shoulder season .

Ocho Rios and Negril are also popular tourist places in Jamaica. Those looking for the most beautiful beaches may want to consider visiting Negril. But both these places will cost you more than visiting Montego Bay.

Cost Per Day: $397 – Per Day for Two People

Hotel Recommendation: Iberostar Grand Rose Hall

Recommended Tour: Blue Hole, Secret Falls, and Dunn’s Falls Day Trip

secluded empty beach with a tree and clear skies featuring the Caribbean sea in Grenada

Grenada isn’t too famous when you think of the cheapest Caribbean islands. But this island offers laid-back living and beautiful white sand beaches without spending much money.

The island was home to only one all-inclusive resort for the longest time, but since 2019, development has been ongoing on the island. Today, there are many all-inclusive resorts to choose from in Grenada.

Grenada is an English-speaking island, which makes it a popular destination for Americans, Canadians, and Brits.

Accommodations and almost everything on the island is cheap, but getting there isn’t. The airport doesn’t see as much traffic as other neighboring islands, so a flight there will cost more.

Grenada may not be your ideal option if you’re after a package deal with a hotel and flight. However, you can always check for cheap flights and get an all-inclusive hotel separately.

If you’re looking for a very laid-back atmosphere with your partner, Grenada is an excellent destination choice in this list of the cheapest Caribbean islands!

Cost Per Day: $477 – Per Day for Two People

Hotel Recommendation: Royalton Grenada, All-Inclusive

Recommended Tour: Full Day Tour: Concord Falls, Rum distillery, & more

stunning rich greenery featuring several types of palm trees and the Caribbean sea from a balcony in St Lucia

St Lucia is one of those picturesque places you see online and think, where is that!? This place is perfect for anyone who loves relaxing on the golden sands, exploring the rainforest, and enjoying water sports.

St. Lucia is more remote and exotic than all other options on this list and is undoubtedly the most beautiful Caribbean island!

Many all-inclusive resorts are located in St. Lucia, some with stunning mountain views, beautiful beaches, volcanic landscapes, and even the world’s only drive-through volcano.

There is also wonderful marine life, port towns, fishing villages, and many other attractions to enjoy here.

With that being said, It can be challenging to find cheap flights to St. Lucia. However, it is definitely worth your time if you can find a package that includes both airfare and hotel.

Visiting St. Lucia, in general, will cost you more than all other Caribbean islands on this list. This island is highly recommended for those looking for a Caribbean island ideal for a romantic honeymoon. St. Lucia is exotic, remote, breathtaking, and very relaxing.

Cost Per Day: $497 – Per Day for Two People

Hotel Recommendation: Mystique St Lucia by Royalton

Recommended Tour: St Lucia Private Island Tour

Nassau, Bahamas

photograph of the famous royal at Atlantis resort located in Nassau Bahamas

The Bahamas has always been a top Caribbean island destination for tourists to visit over time. But in the past decades, visiting this paradise island has become more costly. Nassau region is a popular place to stay for those looking to escape the snow up North.

Although the island is well-known for its luxurious hotels, it doesn’t necessarily mean they have no affordable options.

Regarding all-inclusive options in the Bahamas, there aren’t as many resorts as you’d think. There are only five all-inclusive resorts here , which is pretty low for a famous Caribbean island close to the US .

This makes the Bahamas the most expensive option in this list of the cheapest Caribbean islands to visit.

Keep in mind it’s only a 50-minute flight from Fort Lauderdale airport. Nassau’s greatest asset is its proximity to Florida. Flights are often very cheap , making them an excellent choice for long weekends when you don’t want to travel too much from the US.

Hotel Recommendations: Warwick Paradise (Adults Only) or Breezes Resort

Recommended Tour: Full Day Excursion to Rose Island

a pig sleeping on the tropical beaches in the Bahamas, known as Pig Beach

Best & Cheapest Time to Visit the Caribbean Islands

The best and cheapest time to visit these Caribbean islands is between January 10th through mid-March . You could go before January 10th, but be mindful of New Year’s travel. The closer you get to January 1st, the higher the prices are.

During this time, the weather is excellent with smaller crowds because the holiday travel just ended, and the continuation of the high season doesn’t usually pick up till mid-March.

Having gone all over the Caribbean, I’ve always stuck with going during this time. It’s the best-value time of the year to go!

If price isn’t a big consideration, the best time to visit the Caribbean is between November through April. This is when the weather is most ideal in the Caribbean.

High Season vs. Low Season vs. Shoulder Season

The biggest cost factor for your vacation, no matter the destination, will be what time of year you choose to visit. Yes, these are the cheapest Caribbean islands to visit any time of year.

But the price you pay for your visit will depend more on the time you visit, you must consider this.

There are three different seasonal periods for vacation goers throughout the year that dictate the price for flights and accommodations in the Caribbean. Here’s a breakdown of each of them and what they mean.

High Season:  This is during popular times of the year to travel, like Christmas, and when the weather is ideal.

The “ high season ” in the Caribbean runs from December to April, and the “peak time” is between December and January. The high season is also when the weather is the most ideal to visit the Caribbean.

Low Season:  This is the least popular time to travel to the Caribbean. This is during the off months of the year, when you will experience rain some days.. But the rain in the Caribbean does pass by quickly because of the tropical atmosphere.

The low season in the Caribbean islands is from May through October when the humidity levels are high and unbearable for some travelers.

Shoulder Season : This is the period between the High and Low seasons; it’s an excellent time to visit for those looking for a great deal. Shoulder season is a weather transitional period in a region. Flights/hotels are discounted, and during this time, you can find great deals!

The cheapest months are usually May, June, September, and October.  These months are when Shoulder Season  is on, the weather is transitioning, and most travelers are in other destinations worldwide instead of the Caribbean.

clear white sandy beach shoreline full of stunning green palm trees and turquoise waters in isla cozumel

Cheapest Caribbean Islands — Final Thoughts

Whether you’re looking for great destinations to explore or relax in, all these Caribbean islands are ideal for both!

For those looking for the cheapest Caribbean islands to vacation in, remember when you choose to go.

This affects the price more than anything! But at the same time, also consider the fact you’d rather visit when chances are it’s most likely sunny, and that’s during the high season months!

Having met many locals through my travel experiences in most of these Caribbean islands, they’ve always told me, “Nothing is more relaxing than a tropical island in the Caribbean.”

Use tools like SkyScanner to find the cheapest flights and hunt online for cheap all-inclusive deals to these Caribbean islands.

stunning turquoise sea views from the coast of Cozumel

What is the least expensive Caribbean island to visit?

The Dominican Repbublic is the cheapest Caribbean island to visit from North America. Destinations like Puerto Plata and Punta Cana attract many tourists for their beaches and great all-inlcusive pricing!

What is the cheapest tropical place to travel to?

From North America, Puerto Plata in the Dominican Republic is the cheapest tropical vacation. With an average daily spend of just under $200 US a day for everything, it’s the cheapest tropical destination.

What is the prettiest Caribbean island to go to?

St Lucia and Saint Martin are the two most charming and beautiful Caribbean islands one can visit. Offering excellent beaches, serene natural, top-notch accommodations and much more.

What is the safest Caribbean Island?

St Lucia is the safest island in the Caribbean, due to its remote location, no much goes around here. Also, most of the encomy here relies on the tourism industry.

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Happy & Safe Travels

Planning Checklist

  • Find the best Hotels/Resorts
  • Book a Vacation Home Rental
  • Book a fun Tour in the Place you’re visiting
  • Find the best Hostels
  • Find/Buy the Cheapest Flights
  • Get Travel Insurance when traveling

Disclaimer : Please note that some of the links shared in this article might be affiliate links. This means that at no extra cost to you, we will earn a small commission for any sales generated through this article and/or this website.

We recommend products/services we’ve either used or researched thoroughly – Thank you for supporting me so we can continue to share helpful travel content!

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Owity founded Travel Hiatus in 2022 to document his travel, food and cultural experiences from all over the globe in order to help fellow travellers along the way. His slow travels allow him to research and explore places in-depth, meaning only the best and most informational guides for fellow readers! From Europe to North America, Asia and more, so far Owity has visited 21 countries.

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When is the best time to visit Moscow? | Weather, budget, events by month

  • July 14, 2023

When is the best time to visit Moscow

Discover when is the best time to visit Moscow. In this blog post, I will talk about weather, budget and other things to know to choose the best time when to go to Moscow for you. I cannot account the times when we went in Moscow. Here are the pros and the cons of each month taking all main criteria into account!

I will first describe the main criteria that will help you choose when to go to Moscow:

  • Climate in Moscow: temperatures and weather

Special events in Moscow

  • Budget and visa

Then I will talk about each season (go directly to this party if you already have an idea of ​​the desired departure date):

  • Advantages and disadvantages month by month

The weather cannot be the only criterion to decide when is the best time to visit Moscow for you. Even if the temperatures drop low, Moscow in December is just magical! This is why I advise to take into account several criteria at the same time. Also remember that it takes at least a month to get the Russian visa.

When to go to Moscow: climate and weather

The seasons are well marked. The mid-season months are not necessarily the best for the weather. However, they are not necessarily to be avoided, because, as we will see later, Moscow is a city that changes all the time and the prices can be more attractive. For example, for a lot of people winter is the best time to visit Moscow.

Weather in Moscow. Moscow is inland, making the city “more protected” from changing weather. For example, the weather is much more changeable in St. Petersburg. On the other hand, the weather in Moscow is more and more scorching in summer, we can then easily reach 30 degrees (for the Russians, it’s already the heat wave).

Moscow temperatures

As soon as you think of Russia, you want to do “Brrrr”. Let’s prepare our down jackets! Indeed, the Russian climate is not the mildest on the planet. However, it all depends on the region, because the country is very large. Moscow is almost at the same latitude as Copenhagen. As Moscow is relatively far from the coast, there is a pronounced continental climate. It is hot in summer and cold in winter.

In addition, global warming is there. For several decades, annual average temperatures have always been recorded above the past. I suggest you look at the averages over the past five years to be as close as possible to reality:

Sunshine and precipitation

Sunshine. This is surprising, but there is more sunshine in Moscow than in Paris or even in Berlin: 1,731 hours in Moscow, compared to 1661 in Paris and 1626 in Berlin.

Duration of the day in winter. We had questions about the length of the day in winter. So, here are a few things. As in Europe, the shortest days are in December. In Moscow, at the end of December, the sun rises around 9 a.m. and sets around 4 p.m. Then the day gets bigger until the end of June, when the day is the longest.

Precipitation. There is more precipitation in Moscow than in Paris (705mm against 637mm).

When is the best time to visit Moscow: interesting events

Moscow is a city that moves a lot. It is even said that this city never sleeps. So there are a lot of events, forums, exhibitions, conferences. Here I’m going to talk about the main recurring events that punctuate the year and that may help you decide when to go to Moscow.

End of year celebrations in Moscow

December 31 rather than Christmas. The Russians are eagerly awaiting the holiday season. Here on December 31 is like Christmas with us. Religion, “opium of the people” according to Marx, and, above all, its official absence marked the country during the Soviet years. This then reinforced the celebration of December 31, while Orthodox Christmas is January 7.

Russian calendar. In addition, it should be known that the first week of January is a bank holiday. Many Russians therefore do not work during this period. Europe also greatly influences the habits of Muscovites. Consequently, the Christmas markets start in early December and, for some, continue until early February!

Fairytale atmosphere. If you are wondering when to go to Moscow and you love the holiday mood, then the end of December – early January, and even February, is for you! There are many things to do during this time: for example, Christmas markets, decorations, winter games, skating rinks. In 2016, Moscow opened the largest ice rink in Europe. In short, the city is doing a lot of entertainment during this period and the general atmosphere is at the top! However, everything comes at a cost. You can see more detail below in the article, month by month.

Find our more in this blog post: Christmas and New Year in Moscow .

When to go to Moscow

Visit Moscow in May

May 1 and 9 are two big festivals in Russia. Both dates are known worldwide. May 9 in Russia is May 8 with us in France. The signature that marks the end of the Second World War. The shift day is explained by … the difference in time zone.

The May 9 holiday is a very important holiday for the Russians. The Soviet human losses amounted to millions. So there are many families who have been directly affected by the war. The first big parade was organized by Stalin on June 24, 1945 in Red Square in Moscow. Later each year the USSR and then Russia organized a parade on May 9. Here is the video of the first parade dating from 1945 in color, then the last – that of 2016.

A disadvantage of the beginning of May. For the planned events, Red Square will not be completely empty. There are always installations for May 9, but also rehearsals. So, to the question “when is the best time to visit Moscow”, I would not say that May is the best one. You can find out more in the article “Moscow in autumn” below.

Throughout the year, the Moscow City Hall organizes free events (festivals, small markets, concerts, etc.) in the Red Square and in the streets of the city center. For example, there are two major interesting events:

  • Festival of Lights “Around the World”: in 2019, it was from September 28 to October 4.
  • Anniversary of the city of Moscow always celebrated the first weekend of September.

When is the best time to visit Moscow: budget, price seasonality, visa

Most touristy periods. Many travelers come to Moscow from May to October. This is the period when we see the most tourists in Moscow. In addition, many are also those who come at the end of December and at the beginning of January for the New Year. The beginning of May and the first week of January are also strongly requested, in particular by the Russians (school holidays, public holidays).

Accommodation. Hotel rates therefore necessarily increase during these periods of the year. But they do not go so far as to triple. To give an idea, count at least 80 euros in the city center for a double room with breakfast. You can read more about the districts of Moscow in my article: Where to stay in Moscow?

Guides and tours. Also take into account that during these periods it will be more difficult to find a guide at the last moment. It’s best to do it 2-3 months in advance. There will be more waiting or difficulty obtaining tickets during the months of high tourist influx: late December, early January, May, June, July, August.

Visa for Russia. The cost of the visa does not change depending on the month of the year. On the other hand, the deadlines can be longer if you make the request for the high tourist season (from May to October). Allow about a month. Getting the Russian visa is not complicated, there is a procedure to follow.

In Russia, the seasons are divided as follows:

  • Fall: September, October, November.
  • Winter: December, January, February.
  • Spring: March, April, May.
  • Summer: June, July, August.

Discover Moscow in autumn: when is the best time to visit Moscow in autumn?

From the beginning of September, we feel that the temperatures begin to drop gradually, especially at night.

Moscow in September

More and more travelers are choosing the month of September to go to Moscow. Because it is not cold yet and there are fewer tourists than in summer. Prices drop slightly, but remain higher than in the lean months of the year. There is also the city’s birthday on the first weekend in September, but also the “Around the World” festival towards the end of the month.

Moscow in October

You are likely to come across the colors of autumn from the beginning of October. The accommodation prices are starting to drop gradually. There is less waiting in the places to visit. Temperatures are not very low: during the day they are generally around +6 degrees. On the other hand, the only negative point can be the cost of plane tickets, if you leave during the French school holidays.

Moscow in November

It’s one of the least calm! Temperatures drop and can approach zero during the day in mid-November. Hotel rates are low, there are few tourists, and therefore less waiting in museums. It’s easier to get tickets for the Kremlin Palace of Armor, which can be very difficult in the summer. Guides also have more availability. So why not go to Moscow in November?

Discover Moscow in winter: when is the best time to visit Moscow in winter?

Winter is a very nice time to go to Moscow, because the Christmas and New Year decorations are installed from the beginning of December and are not removed until the end of February. To learn more about the different activities in winter, read this article: What to do in Moscow in winter? If winter temperatures scare you, check out Moscow in the spring (see below).

Moscow in december

Normally, negative daytime temperatures set in, although the weather can vary significantly from year to year. In general, from mid-December the snow is durable. It is from December 20 that more and more travelers come to Moscow. December 31st is celebrated like Christmas in France. Accommodation rates are higher from mid-December. It’s also more complicated to find a guide at the last moment. Furthermore, as in Europe, the days of December are the shortest of the year. But if you want to mark New Years Day, you will have lots of memories!

Moscow in january

January is also a very festive month. The first week of January is a public holiday in Russia. Besides, it’s also a week of Russian school holidays. There are more people in the streets, museums and everywhere in the city. To find out more about this time of year (Christmas markets, itineraries, etc.), read: Christmas and New Years in Moscow . Prices remain high during this week, but drop from mid-January.

Moscow in February

It’s the second quietest month of the year. In February, winter clearly takes its ease. The temperatures are the lowest, it’s a real winter! The days are longer in February than in December. So we’re enjoying the day more, and with the snow it’s really nice, because the weather in Moscow in February is pretty sunny. Accommodation rates are at their lowest, and the decorations are still there. So, if you are looking for when to go to Moscow, if the cold does not scare you and you appreciate the snowy landscapes, why not consider the month of February?

Discover Moscow in spring: when is the best time to visit Moscow in spring?

Spring is a contrasting period between March, which is still quite cold, and May, when we really feel the arrival of summer.

Moscow in March

The ice and snow begin to melt around mid-March. Winter is coming in March, but spring is not quite there yet. It’s the third quietest month of the year. It is therefore possible to visit the city more quietly. Accommodation prices are low, guides are available. The weather in Moscow in March is milder than in February. In addition, the days are longer, so you can take many walks.

Moscow in April

It is only from mid-April that we begin to feel the beginnings of sunny days. The weather in Moscow in spring and April in particular is getting milder and colder: we can expect +7 during the day. In addition, there are not many travelers yet and we fear to enjoy the places more quietly, but we feel that the start of the tourist season is approaching. Accommodation rates are lower than in May.

Moscow in May

The early May holidays attract many travelers to Moscow. There are also many Russians who come to the capital on public holidays. It is therefore advisable to plan visits in advance to avoid queuing once there. Red Square can be closed or partially closed for rehearsals for the May 9 parade, the same day and one or two days after. More info in: Moscow in May: events, budget, what to do?

Discover Moscow in summer: when is the best time to visit Moscow in summer?

All summer months are great, if you take temperatures into account. The weather in Moscow in summer is quite pleasant. However, in recent years, there have been great heat peaks or heat waves in July (30 degrees during the day).

Moscow in June

From June, you can take long walks in the city’s parks, very numerous and much appreciated by the locals. Boat trips are more enjoyable from June. On the other hand, the prices of accommodation in Moscow are higher than in the lean months. There are also more tourists. Book your hotel, tours and activities in advance.

Moscow in july

July is the hottest month, but we’re not on +40. Moscow is a city inland and therefore there is little fresh air, if it is very hot. We can do lots of walks to discover the city. We have written several complete itineraries so as not to miss anything of Moscow in our special Moscow travel guide. It also contains tips to save time and enjoy the city off the beaten track, as there are so many tourists during this time of year.

Moscow in August

Temperatures are starting to drop gradually, but there are still so many people. In order to be sure of the choice of accommodation, I advise you to book in advance. The same goes for guided tours or entrance tickets to the Kremlin. It’s also a good time to discover the city differently by going to places that are less touristy and more frequented by locals.

When is the best time to go to Moscow? In summary!

The best time to discover Moscow depends on the criteria you want to favor: the weather, the budget, the tranquility of the visits, the special events to be experienced on site.

In summary:

  • The peak tourist season in Moscow begins in early May and ends in late September.
  • Late December and early January is the best time to experience the holiday mood, but it comes at a cost.
  • End of January, February, March, beginning of April, November are the quietest months of the year, when you can visit the city more calmly and on a reduced budget.

So, have you decided when to go to Moscow? 🙂 Do you plan to visit Moscow in spring, summer, autumn or winter?

Travel idea! As in all cases you will get a visa and there is only 4 hours by train between Moscow and Saint Petersburg, why not visit both cities? Read an example of a route here: Moscow to Saint Petersburg in one week.

If you still have doubts, take a look at what you can visit in Moscow in order to choose the best period: Things to do in Moscow in 1, 2, 3, 4 or 5 days.

For a great trip to Moscow:

  • Visit Moscow and St Petersburg in one week: itinerary
  • Where to stay in Moscow?
  • Tourist voucher for Russian visa

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Moscow in September: Weather, What to Pack, and What to See

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Thinking of visiting Moscow in September? While you will miss the more mild summer weather, Moscow weather in September is still fairly warm...by Russian standards. Temperatures will begin to drop as autumn arrives and the famously cold Russian winters are still many weeks away.

Moscow Weather in September

With an average temperature of 52 degrees Fahrenheit (11 degrees Celsius), the weather can change very quickly in Russia, but you can expect the temperature to remain in this range during at least the beginning of the month. It won't get much warmer with the city boasting an average high temperature of 60 degrees Fahrenheit (16 degrees Celsius), but it won't be too cold either with an average low temperature of 46 degrees Fahrenheit (8 degrees Celsius). However, Moscow can be a bit dreary, receiving approximately 15 days of rain every September and experiencing only five hours of daylight. There is even a chance you might catch the first snow of the year in September, but it will likely only be a light flurry.

What to Pack

Though warm air lingers in September, autumn temperatures call for jackets or sweaters, especially in the mornings and evenings. If you plan to be out and about all day, be sure to take a cover-up in the case of wind or rain, and you may want to pack a hat, scarf, and gloves , particularly if you're used to a warmer climate. If it's raining, you'll want to make sure you have enough layers to keep you warm and dry.

September Events in Moscow

You won't find as many events happening in Moscow as in the summer, there are still plenty of fairs and festivals to experience in September, for athletes art enthusiasts, and fans of high fashion.

In 2020, many of these events may be canceled so check the organizer's websites for the latest details.

  • Cosmoscow : Russia's only international contemporary art fair, takes place within Moscow's Gostiny Dvor. This event prides itself on featuring galleries less than five years old, as well as emerging artists. The festival selects one creator as the artist of the year, who has the chance to present a large-scale installation for the fair to exhibit. The 2020 festival is scheduled for September 10–13.
  • Promsvyazbank Moscow Marathon :  This yearly event offers runners a one of a kind tour of the capital city. Throughout the race, runners can view more than 30 world-famous attractions, including the Kremlin , the Cathedral of Christ the Savior, the Bolshoi Theatre, Moscow City , and four of the Seven Sisters skyscrapers. If you are up for the challenge, run this event on September 20, 2020, for a one-of-a-kind tour of Moscow.

September Travel Tips

  • September is a lovely month to travel to Eastern Europe . Crowds for important and usually tourist-heavy sights thin and the autumn temperatures make exploring historic landmarks on foot pleasant. 
  • Enjoy the autumnal air and changing leaves in one of Moscow's parks, while taking in the view on Sparrow Hills, or exploring one of the city's outdoor sights, such as Novodevichy Convent or Old Arbat Street.
  • If you get an unexpectedly cold or wet day, take advantage of the wide variety of indoor Moscow attractions on offer. From shopping at the storied GUM department store to ballet performances at the legendary Bolshoi Theater, Moscow is much more than walks through Red Square .
  • By traveling to Moscow at a less crowded time, there will plenty of great deals to take advantage of. From hotel deals to airfare specials and more, September is not only beautiful but budget-friendly.

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