maui sunset cruise kaanapali

• Most Popular!

Original Sunset Cocktail Cruise on Maui

Quick details.

Hour Glass Duration: Approx 2 hours

Calendar Availability: Daily

Tuesdays & Thursdays Includes Live Music!

Info Includes:  Pupus (appetizers) and Open Bar Provided

Binoculars Whale Watching: Enjoy whale watching on your sunset trip from Dec. 15 – April 15

Adult (Ages 21+)

Teen (ages 13 - 20), child (ages 3 - 12), young child (ages 2 and under), starting price for private charter, seize your stay at hawaii with a sunset cocktail cruise on maui.

Get on board Ka’anapali’s classic, Sea Maui Original Sunset Cocktail cruise. Nothing is more perfect than watching the sun set down into the ocean while sailing or whale watching in the vast Pacific sea. So start your big night on a Maui sunset cocktail cruise with friends before continuing your night in town. Be ready to get overwhelmed by the spectacular view of pastel colors painted in the sky as you sail while enjoying pupus prepared by none other than Chef Jai.

The majestic scenery you’ll see while you sail will not only be the breathtaking view of the sunset that spreads widely over the horizon but also experience and participate in Maui whale watching. Witness the great spotting of the humpback whales that swim over the ocean on their annual winter migration. Always ready your camera to capture every moment you spend on the cruise and have something you can reminisce about as you finish your vacation trip to Hawaii. 

What to Expect on Your Sunset Cocktail Cruise on Maui

What’s included in our sunset cocktail cruise on maui.

Raise your glass and cheer for a unique sunset experience in paradise with Sea Maui. We offer two exclusive sunset sail’s daily that provide various availability than other boat cruises. Enjoy a premium bar with local craft beers and handcrafted premium cocktails during the entire duration of your trip. Devour everything that is provided on this trip, including the following:

• Suit yourself with any non-alcoholic and alcoholic drinks beverages during the cruise.
• Avail of unlimited alcoholic drinks in Sea Maui’s open bar.
• Have a validated parking space for 4 hours. 
• Enjoy heavy appetizers. 
• Tuesdays & Thursdays enjoy live music on board!

Departure and return details of the cruise

You can check in at the Sea Maui kiosk on the beach walk at Whalers Village, located between Leilani’s and Hula Grill, 30 minutes before departure time. You are given 4 hours of parking space for the parking structure at Whalers Village. 

After your sunset cocktail cruise, you will return to the original departure location. Your sunset dinner cruise will end right where it all started. 

Required clothes to wear and items to bring on Maui’s sunset dinner cruise

• You are expected to wear comfortable clothes.
• Bring preventative medicine or a kit if you are prone to motion sickness.
• Bringing of light jackets, cardigans, and sweaters is recommended as the temperature on the open water decreases at night.
• All alcoholic drinkers must bring a valid or government-issued photo ID. 
• Wearing sandals and flip tops are suggested for easy removal as all footwear will be collected and placed in a bin during the trip.

Cancellation Policy

• You will not get a refund for what you paid if you cancel the trip less than 24 hours prior to its starting time.
• All cut-off times are based on experience local time. 
• All changes made less than 24 hours prior to the trip will not be accepted.
• You are to receive a full refund of what you spend if you cancel at least 24 hours before your trip’s starting time. 

Restrictions

• The sunset cocktail cruise on Maui is not accessible for a wheelchair. 
• All children can join and enjoy the sunset cocktail cruise.
• Guests with mobility issues or people who have difficulty walking with assistance are not recommended to join the trip. As this is a beach-loading catamaran, walking a few steps is required to reach the dropdown staircase and get into the vessel. 

Additional Information

• All guests must have a moderate physical fitness level.
• Sea Maui can accommodate a maximum of 48 guests. 
• All confirmation bookings will be received once booking is paid in full.
• Maui sunset cocktail cruise schedule is subject to cancellation or changes due to traffic and weather conditions. 
• Gratuity for crews is not included in what you paid during booking. 
• All crews of Sea Maui are lifeguards, and CPR certified.
• The menu of appetizers is subject to daily changes. Rest assured that every appetizer is made of allergen and gluten-free, if requested. However, any specific restrictions must be noted during your booking. 
• The minimum drinking age allowed to drink alcoholic beverages is 21 years old. 

Enjoy feeling the peaceful waters as you relax and go with the sailing flow, seizing every moment spent during your tour. A sunset cocktail cruise on Maui is an excellent way to kick off your day before heading off the town to continue enjoying the rest of Hawaii’s nightlife. Our crews will immediately answer any queries and concerns, so do not hesitate to reach out and contact us at Sea Maui. We are happy to make your vacation stay in Hawaii a memorable one. So contact us to book your spot on a sunset cocktail cruise on Maui today!

• Chevron down What's on the menu?

PUPU MENU (Appetizers)

CRISPY PORK SLIDERS (Pork)

CHICKEN PARMESAN SALAD

CRUNCHY ASIAN SLAW

FRIED CHICKEN w/ UNAGI & SPICY CHILI GARLIC AIOLI (Soy)

• Chevron down What drinks are included?

All of our trips include a full open bar for guests that are 21+ years of age with proper ID.

We offer domestic & local beers, High Noon Hard Seltzers, Chardonnay, LaMarca Prosecco, Redemption Rye Whiskey, light rum, dark rum and Meili Vodka. We can create many different cocktails such as Maitai’s, Maui Mules, etc.

Our non-alcoholic beverages include soft drinks, lemonade, passion orange guava juice, water and coffee.

• Chevron down More Information
• Easy-to-find check-in location at The Whaler’s Village Shopping Center and the only boat with a physical location on the beach. Our kiosk is located along the beach walk at Whaler’s Village between Leilani’s and Hula Grill.
• The only boat with 4 hours of free parking validation, savings of $20 or more!
• Exceptional staff & service/certified naturalists for whale watches
• All crew members are lifeguard and CPR certified.
• Premium open bar
• Complimentary juice, water, Coke, Diet Coke, Sprite, and lemonade
• Kama’aina rate available with Hawaii ID, please call  (808) SEA-MAUI  to book.
• Private charters also available
• Don’t see your answer here? Check out our FAQ page, or just give us a ring (808) SEA-MAUI

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• Calendar Daily , Includes Live Music on Wednesdays and Saturdays!

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Not exactly a morning person? This is the snorkel trip for you. The perfect way to spend the afternoon and not have to wake up early or spend 5 hours on the boat!

8 Best Maui Sunset Cruises For a Great Night Out

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I’ve traveled all over the world and one of the things I always look forward to doing in every location is watching the sunset (and now that I have young kids I’m usually also watching the sunrise ). 

While we’ve seen some great sunsets, none compare to Maui. The sunsets here are unbelievably spectacular. Pink, purple, ombre skies that sometimes you can’t even believe are real. And while you can certainly see these sunsets from land, there’s something very special about enjoying them from the water. 

If you’re looking for a Maui sunset cruise that really wows, we have a list of the best of the best, and what makes each one so special. Living on Maui for three years we were able to experience more than our fair share of these, so we’re happy to be able to share our advice with you!

Want to get right to it without reading all the details? Jump in and book these recommended tours: 1. This is the cruise to book if you want live music 2. Book this for a convenient Wailea departure 3. Getaway from the crowds with this small group sail 4. Luau or cruise? Get both with this sunset luau cruise 5. Enjoy a full dinner cruise with your sunset 6. This is our favorite tour during whale season Need more time on (and in) the water? Make sure you check out our top snorkeling tours on Maui .

1. Sunset Live Music Cruise (Ka’anapali)

Head out onto the water with a drink in hand while being serenaded by an on-bard musician. This sunset live music cruise really knows how to have a good time. Offered every Tuesday and Thursday, you and approximately 47 other guests will board a 55’ catamaran for two hours of fun. 

Included is live music, an open bar (beer, wine, champagne, and mixed drinks), and pupus (light appetizers). 

They depart from Ka’anapali beach (how convenient!) and if you’re not staying in Ka’anapali you’ll get a 4 hour Whalers Village parking validation. Note that because of the convenient location and not needing to drive to a harbor, they do beach loading. That means you’ll be wading into the water up to your knees in order to board. Long dresses and pants aren’t ideal here. 

If you’re not interested in live music, or you can’t go on Tuesday or Thursday, they offer a regular sunset cruise (sans live music) all other days of the week. Learn more about their standard Ka’anapali sunset cocktail cruise .

2. Sunset Luau Cruise (Ma’alaea Harbor)

Can’t decide between going to a luau or enjoying a sunset cruise for an evening activity? Do both with this sunset luau cruise ! While this isn’t a true full luau, you’ll still get to experience traditional music and dance with Maui’s gorgeous sunset as a backdrop. 

You’ll board the maxi powered catamaran which leaves from Ma’alaea Harbor in central Maui (paid parking available). On board you’ll be treated to appetizers, a full dinner, and an open bar with beer, wine, and mixed drinks. During the cruise you’ll have the opportunity to enjoy Polynesian dance, which makes this experience part sunset cruise, part luau. 

The boat has a coast guard approved occupancy of 149 people, but they intentionally limit it to 60% of capacity so there’s extra space to stretch out. While this is the most expensive cruise on this list, you do get to see hula and a full dinner.

If you prefer to keep your luau and your sunset sail separate, we have a list of the best luaus on Maui.

3. Catamaran Sunset Sail

Spend 2.5 hours aboard this 48 passenger, 65’ catamaran, with plenty of room to spread out. Excited for a little more adventure? Head up front to the trampolines (though you might get a bit wet). 

They have two different boat options, both leaving from Lahaina Harbor. The first is on a 65’ Catamaran, with capacity up to 48 passengers. The second cruise on the Paragon is limited to 25 passengers. 

On both, you can enjoy pupus as well as an open bar with cocktails, wine, and beer. 

Note: Due to the damage to Lahaina Harbor during the fires, Sail Maui is no longer operating from Lahaina Harbor. Book their Molokini Snorkel Tour from Ma’alaea Harbor in Central Maui to support their crew!

4. Adventure Sunset Sail

Staying in Wailea or Kihei? This is the sunset cruise you want to be on. This Adventure Sunset Sail departs from Maluaka Beach , a very convenient South Maui location. The adventure part of this sunset sail is that you get to enjoy a beach loading, which means you should expect to get wet! We happened to go out on an evening when the south swell was particularly large, so we were in for even more of an adventure! (You can see the video of our experience below). 

Once aboard the 65’ catamaran, you’ll enjoy two hours of sail time, 3 appetizer courses from The Market Maui (a great Wailea deli/restaurant), and an open bar featuring local brand like MauiWine and Ocean Vodka. 

If you haven’t rented a car or you don’t want to drive, they do offer shuttle service from Wailea hotels. But book early as this option tends to fill up! 

We loved this sunset cruise experience and we were able to go out for a great night in Wailea after it ended. Here’s a list of our favorite Wailea restaurants .

5. Lahaina, Ka’anapali, or Ma’alaea Sunset Sail

Another stellar option is this 2 hour sunset cruise which departs from three different locations on the island: Lahaina Harbor, Ma’alaea Harbor, or Ka’anapali (beach loading). 

A standout feature here is that they offer private tables for two, which makes this a great option for a romantic evening on the sea. They serve plated appetizers and there is a premium open bar with beer, wine, and cocktails. 

If you’ve taken the cruise from Lahaina Harbor, it’s just a short walk to their family-owned pizza restaurant, Kapena’s , which we highly recommend!

6. Champagne Sunset Sail

If you’re looking for a smaller group, this is the sunset sail for you. This is a sailing experience, not just a sunset cruise on their Santa Cruz 50 sailing yacht. With a capacity of only 22 people, this is a fun small group experience. 

While you won’t find as much food on this sail as you will on the others, you’ll enjoy champagne and chocolate. Guests must be 13 years or older to enjoy this experience. 

7. Premium Sunset Dinner Cruise

If you’re looking for something more than a cocktail and pupu cruise, consider a dinner cruise . Hop aboard this 65’ luxury catamaran for 2.5 hours, relax, and enjoy the spectacular scenery and service. 

You’ll depart from the beach in Ka’anapali — very convenient if you’re staying in Ka’anapali. But if you’re not, don’t worry! They give you a 4 hour parking validation for Whalers Village . Once aboard, you’ll have an open bar and a buffet dinner to enjoy. There’s something for nearly everyone when it comes to the food selection. 

Kids of all ages are welcome. But don’t wear long dresses or pants. This is a beach loading boat, which means you’ll get a bit wet while getting on and off. The convenience of this beach loading cruise can’t be beat. 

8. Luxury Sunset Sail from Ma’alaea Harbor (10% off!)

Keep it simple and luxurious with this 2 hour sunset sail. This is arguably one of the best sunset sails for spotting whales in the winter as you’ll cruise through the ‘Au’Au channel. This is the area between Lana’i and West Maui and its warm, shallow waters are a favorite of humpback whales and their calfs!

An open bar and appetizers are included in the price. While this isn’t a small tour (it welcomes up to 48 passengers), it’s a great option for families with small children because kids under 3 sail for free! Plus you’ll save 10% with our discount code!

Maui Sunset Cruise FAQs

Can you see whales on a maui sunset cruise.

You sure can! While these aren’t whale watching tours, if they come across a whale during whale season, they will absolutely stop to watch them. Whale season runs December – April , and these sunset cruises all cruise in prime whale watching locations. So the odds of seeing whales during your cruise is pretty good! 

What is the best place to watch the sunset on Maui?

Head to West or South Maui for spectacular sunset views. You’ll get amazing views both from land or from sea. What we love about a sunset cruise is that you not only get to appreciate the sunset over the water, you get to see the island lit up in the glow of the setting sun. 

What do you wear on a Maui sunset cruise?

Pretty much anything you want! Bring a light jacket or sweater, especially during the winter if you tend to get cold in the evening. There is usually a light wind and after a day of fun in the sun, it can feel a little cool. 

If you’re doing one of the beach loading tours, don’t wear long dresses or pants. Expect that your knees and below will get wet. But that’s part of the adventure of beach loading!

How long is a sunset sail on Maui?

Most sunset sails on Maui are two hours, though you will find some that run a bit longer, at 2.5 hours. But they are quick tours that will usually get you back in time for any dinner plans you have that evening.

Find a great place to stay on Maui: The 7 Best Vacation Rentals in Wailea and Makena The 12 Best Maui Beach Hotels (+ 5 awesome beachfront condos) Where to Stay in Hana Maui for One Night: 4 Great Options

There’s More to See Than Sunsets

Maui is a dream destination and there is so much to see and do. If you want to make your trip planning easy, our itineraries are here to help . With carefully thought-out excursion days, we take you around the island, seeing the best sights, stopping at the best beaches, and eating at the best restaurants. We’ve done the homework for you, now you get to download and enjoy!

My twin sister and I just returned from an amazing birthday in Maui.  I ordered your itinerary for Maui and we relied on it heavily. I just wanted you to know your itinerary was spot on and your recommendations were the best. Thank you so so much. Kate R.

Maui Wayfinder Itinerary

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The step-by-step itinerary takes you to all the best beaches, snorkeling spots, restaurants, and sights. You’ll get six carefully planned excursion days to help you see the can’t miss stops no matter how limited your time is.

Get all the details on our itinerary and download it for a memorable and easily planned trip to Maui.

I'm the co-founder, with my husband Jordan, of The Hawaii Vacation Guide. We have lived on Maui and Oahu and continue to travel, experience, and learn about the Hawaiian Islands. We travel with our kids, Henry and Edith. I am a planner! I love to plan trips from the mainland and island-hopping adventures, excursion days, and everything in-between. I spend a lot of my time in Hawai'i on a SUP and my favorite time of year in Hawai'i is whale season!

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Trilogy's Maui sunset safe and comfortable ocean sailing catamaran provides the most romantic way to experience the beauty of a Maui sunset cruise while enjoying Maui at sunset. Our chefs prepare an assortment of hot and cold appetizers that are guaranteed to satisfy the most discriminating gourmet. With breathtaking views of Moloka‘i and Lana‘i, spinner dolphins and flying fish, this two-hour Maui sunset sail is relaxing, delicious, and fun for the whole family! So, join Maui's oldest and most experienced sailing company for a personalized Deluxe Maui Sunset Sail that leaves direct from world famous Ka‘anapali Beach.

Call (808) TRILOGY (874-5649) or click here to Book Now!

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Deluxe Kaanapali Sunset Sail

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Take a Deluxe Kaanapali Sunset Sail with Trilogy Excursions.

THIS CRUISE IS ONE OF THE FEW  BOATS LEFT AFTER THE FIRES. PLEASE BOOK  WAY IN ADVANCE

Experience a romantic Deluxe Kaanapali Sunset Sail on board Trilogy Excursions.   This Kaanapali Sunset Sail departs from the world-famous Kaanapali Beach on the island of Maui.

Besides enjoying the sunset, you will take in panoramic views of the West Maui Mountains and Maui Coastline.  You will also experience breathtaking views of the islands of Molokai and Lanai.  You will also have a good chance of seeing Spinner Dolphins and Flying Fish.  This two-hour Maui sunset sail is relaxing, and so much fun!

Listen while Trilogy’s crew members share their knowledge of Maui history and marine life.  A sunset cruise is a perfect way to share a romantic evening out on the water.

Relax and indulge in the premium open bar which includes: Molokai Mule, Lanai Tai, Maui Brew Co.’s Bikini Blonde Lager, Kona Brewing Co.’s Big Wave Golden Ale, Prosecco, Sauvignon Blanc, & Pinot Noir.

Appetizers include Lobster Mango Summer Rolls, Kalua Pork Sliders, Teriyaki Chicken Sliders, Chocolate Brownies, and a few more tasty pupu’s (appetizers).

Sail with Maui’s oldest and most experienced sailing company and discover for yourself why Trilogy has been voted the #one sailing company on Maui for over 43 years and chosen the #5 Tour in America by TripAdvisor 2015

Staff Note: Please be aware you must wade in the water, with the help of the crew, up 5-10 stairs to get aboard. Trilogy has 2 Bathrooms on board and a large shaded cabin and sun deck. Trilogy’s Crew is top-notch, you can expect the best…

Additional information

What to Bring: This is a bareboat charter and footwear will be collected prior to Departure. Bring your camera, non-aerosol sun protection, and a light jacket.

Food: Trilogy’s crew will serve a Chef’s’ assortment of deluxe hot and cold appetizers as well as a variety of soft drinks and filtered water.

Adult beverages are included. Beer, Wine, Champagne, Mai Tais, Margaritas.

Maui Sights & Treasures Cancellation Policy: NO refunds or changes within 48 hours of activity unless otherwise stated. A 10% cancellation fee will be applied to all cancellations made outside of 48 hours of the activity.

Please note: We require all bookings to be made at least 48 hours in advance of the event so that we can guarantee your reservation. If you would like to book an event within the next 48 hours, please call us toll free at 1-888-841-9155 and we would be happy to assist you.

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Deluxe Dinner Sail - Kaanapali Beach

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Those who have already been to Maui and experienced our unique sunsets can attest to the fact it gets actually better when you get to enjoy it from a boat, as you sail the serene Maui waters in awe of majestic views, no matter which directions you look at. You'll not only enjoy the views, but will delight your taste buds on a delicious gourmet dinner, refresh yourself with your favorite cocktail and listen to beautiful Hawaiian and contemporary tunes.   

• Delicious gourmet dinner by award winning chef Paris Nabavi
• Hawaiian and contemporary music
• Departs from Kaanapali Beach
• Beautiful views of Maui, Molokai & Lanai islands
• Whale watching in season
• Cruise for 2.5 hours

Available daily Departure time changes according to the season (please check your activity voucher)

Duration: 2.5 hours

Location: whalers village, kaanapali maui hi

Get ready to enjoy what will most likely be one of your best evenings of your Maui vacation. You'll embark on a sleek sailing catamaran from the beach at Kaanapali. You'll experience great aloha service from your crew, who will pamper you to make sure you enjoy every minute of your cruise. Pick your favorite cocktail to enjoy while viewing some of the most beautiful sites from a prospective only available from the water. You'll be in awe of the colors ever changing over the West Maui Mountains, as the sun goes down. Look west and spot Lanai and further north Molokai; the sun will set and soon the Lahaina city lights will appear. Have we mentioned you'll be delighting your taste buds on a delicious gourmet dinner? Yeah...one thing is for sure...you'll not leave hungry! Award winning chef Paris Nabavi will showcase a wonderful dinner buffet that will definitely be one of the best dinners you'll enjoy on Maui. Your cruise will last 2.5 hours, so you won't have to rush anything. Relax, take it all in and keep memories that will be with you forever!

BUFFET STYLE MENU INCLUDES:

Want to enjoy a sunset sail but don't want to have a full dinner?  Check out the  Sunset Cocktail Sail from Kaanapali

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MAUI SUNSET SAILING TOURS

Welcome the night with sails out, sail maui sunset tours, current sunset sail tours.

Experience what makes Sail Maui’s sunset tours so dynamic and memorable. We currently offer two unique sunset tours that depart daily from Lahaina Harbor. Choose your tour below or chart your own on a private sailing charter .

Experience what makes Sail Maui’s sunset tours so dynamic and memorable. We currently offer two unique sunset tours that depart daily from Lahaina Harbor. Choose your tour below or chart your own on a private sailing charter.

Paragon Sunset Sail

‘alihilani sunset catamaran sail, ‘alihilani sunset catamaran sail, what to expect on a sunset sail maui cruise.

OUR CHARTER BOATS

Come aboard Maui’s fastest, high-performance sailing catamarans for a fun-filled, authentic experience. Our Paragon catamaran sailing vessel has been operating on Maui for over 25 years, while our brand new 65′ Gold Coast catamaran, ‘Alihilani, features a more spacious and modern layout. No matter which Sail Maui sunset tour you choose, we always cap guest limits below our boats’ maximum for the most intimate experience.

WHAT’S INCLUDED

Each Sail Maui sunset sail cruise not only provides amazing sights, but also offers complimentary drinks and hors d’oeuvres. Experience relaxation and fun with an open bar serving alcoholic beverages including mai tais, locally brewed beer, champagne, and wine. Nonalcoholic beverages are also available. If you’re joining us on a sunset sail, you may want to bring a light jacket for when the wind picks up.

THE SAIL MAUI DIFFERENCE

At Sail Maui, we love what we do. Our friendly and knowledgeable crew enjoys getting to know you while showing you the very best destinations of Maui. Your unique sunset cruising experience will be like no other as you bask in the beauty — we can’t wait to spend it with you!

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KA'ANAPALI SUNSET DINNER SAIL

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Embark on luxury with Teralani sailing and indulge in an unforgettable dinner at sea. Leave the loud, crowded restaurants of Ka’anapali behind as you step into a world of relaxation and luxury. Our Teralani catamarans conveniently leave directly from Ka’anapali Beach.

Upon boarding, you will be warmly greeted by our team and presented with signature cocktails, skillfully crafted to delight your taste buds. As you settle in, our attentive crew will pamper you with a selection of delectable, passed appetizers and dinner that has been thoughtfully prepared by local chefs using the freshest ingredients. Chef inspired gourmet meal featuring Curry Marinated Fresh Hawaiian Fish, Panko Crusted Hawaiian Chicken, or Miso Tofu (vegetarian, upon request), ensuring a delightful culinary experience.

DEPARTURE TIME

(Feb.1 – Apr 15 departure time is 4:00pm) (Apr.16 – Aug 31 departure time is 4:30pm) (Sept.1 – Sept 30 departure time is 4:00pm) (Oct. 1 – Jan 31 departure time is 3:30pm)

Our Adult menu features our very own “Teralani Sunset Cocktail”, White Wine, Sparkling Rose, Beer on tap, and Local favorite “Humpback Lager” from Hilo Brewing Company, Mai Tai, Vodka, Rum and Mixers. Non-alcoholic options include assorted 100% cane sugar Soda, Tropical Juices and filtered water. Please have all guests 21 and over bring a valid picture ID.

CHECK-IN DETAILS

* Children 5 and under are free per paying adult

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• Sunset Dinner Cruises (8)
• Sunset Cocktail Cruises (7)
• Holiday Cruises (5)

What to expect

Traveler's photos, activity provider, payment / cancellation policy, 2.5-hour sea maui sunset dinner cruise with open bar from kaanapali beach.

Such a great sunset cruise dinner! We loved it!

Margaret griffith, best trip ever, available daily, pick-up not available, why do travelers choose this tour.

• This is one of Maui's most popular sunset cruises and for good reason! Guests can enjoy a fun and laid-back atmosphere while dining on a Hawaiian-style dinner buffet featuring short ribs, fish, chicken, and vegetarian stir-fry.
• A great value for families: Maui is a great place to vacation with the whole family. With very competitive rates, Sea Maui not only offers the lowest sunset dinner prices but also provides a unique and high-quality experience that everyone will love. Discounted rates are available for guests aged 3-20 years old.
• Seasonal Whale Watching! During the winter months of December through April, humpback whales migrate to the warm, shallow waters of Maui to calve and raise their young and can often be spotted playing just off the coast of the island. Every winter, you'll have the opportunity to see whales during your sunset dinner sail!
• Open bar: This top-rated Maui sunset booze cruise has a premium open bar with unlimited drinks for guests 21+. A variety of non-alcoholic beverages are also included.
• Comfortable and spacious boat: Sea Maui catamarans are designed for comfort, with both indoor and outdoor seating options as well as tables. You'll have plenty of space to relax as you take in the beauty of Kaanapali Beach.
• Convenient location: Sea Maui is the only dinner cruise departing from Kaanapali Beach. And they also offer validation for guests parking at Whaler’s Village.

Boat Information

Sunset Dinner Sail

Price per Adult :

Sunset Dinner Sail with Live Music (Wed & Sat)

Transportation add-ons

Pick-up/check-in time & location.

Drop-off/Check-out Time & Location

Start time :

• Located between Leilani's and Hula Grill along the beach walk at Whaler's Village Shopping Center.

Parking information

Important activity information

Restrictions.

• Children of all ages can participate in this activity.
• This is a "Beach Loading Catamaran". We do not recommend our trips for those with mobility issues or anyone who may have trouble walking on their own/unassisted.

Other requirements

• Guests who will be consuming alcohol will be required to present a valid, government-issued photo ID.

Booking requirements (# of participants, vehicles, hours, etc.)

• You can book a maximum of 11.

Required items to bring & attire

• Long dresses, skirts, and long pants are not recommended.
• All trips are barefoot, we will collect your shoes during the boarding process. We recommend wearing flip flops or sandals as your footwear will be placed together in a bin for storage during the trip.
• Guests who are prone to being cold may want to bring a sweatshirt or light jacket, as the temperature tends to be lower at night on the open water.

Additional notes

• The activity schedule is subject to change or cancellation due to weather or traffic conditions.
• The menu is subject to change without notice.
• Gratuity is not included in the price.
• Parking validation available.
• This is a "Beach Loading Catamaran". vessels load directly from the sands of Kaanapali Beach, not at a dock or harbor. This means you will need to walk down into the wet sand and into the water a few steps before reaching our dropdown staircase to board our boats.

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Overall rating

It was a fabulous cruise with a great crew, food, music snd drinks!

Im sorry but this was the best American boat experience ever. When they say open bar they mean it! Great staff, great experience, food icing on the cake this should be 200 per person!!!!!!

Incredible views, incredible crew!

Absolute must do while in Maui. We saw several whale pods, mama whales showing their young how to wave, and excellent views of the coastline and Molokai. The crew and captain were fantastic, high energy, knowledgeable, a ... nd kept the drinks flowing. Food was pretty good, definitely go with the short rib! The catamaran was pristine and well maintained. Instructions for boarding and exiting were easy to understand. I cannot express enough how much the 3 of us enjoyed this tour. We keep saying it was an epic day. So memorable and enjoyable.

Activity Provider Sea Maui

• Credit card payment

• Any cancellations made after 15:00 local time, 3 business days prior to the activity will be subject to a charge of 100% of the total amount.
• Any changes made after 15:00 local time, 3 business days prior to the activity will be subject to a charge of 100% of the total amount. This includes, but not limited to, change of the activity date/ time, package, the number of participants, etc.

Payment Methods

Cancellation Policy

Change policy, is parking available.

Validated parking is available for 4 hours at Whaler's Village. If your tour lasts longer than 3-4 hours, you will need to pay an additional $3 per half hour. Free parking is also available at the beach on a first-come, first-served basis.

Please visit VELTRA Support page to send an inquiry about this activity.

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Kaanapali Deluxe Sunset Sail

Trilogy – Kaanapali Deluxe Sunset Sail

$ 115.00 BOOK NOW

Sail into the Kaanapali Sunset with Trilogy Excursions

Trilogy Excursions has been sailing the coast of Maui and Lanai since 1973 and the Trilogy Kaanapali Deluxe Sunset Sail is their marquee trip. They are the longest-running sailing charter on Maui and that’s because they do it right. The Trilogy Kaanapali Deluxe Sunset Sail is a perfectly imagined evening sailing off the coast of Kaanapali enjoying the famous Maui sunsets. Food and drinks are included and have been carefully considered as well. On a brilliant evening, the colors of the sky will reflect on the water, bringing to life a sea of colors. Sunsets on Maui are truly magical – and from a boat on the Pacific Ocean – they are absolutely EPIC!

Trilogy is owned by the Coon Family. They have shaped Maui sea activities into what it represents today. Since founded, Trilogy has expanded its offering to include just about everything you can imagine. From whale watches, Lanai and Molokini snorkeling , and Maui sunset cruises , Trilogy has an adventure for everyone. Trilogy has the largest fleet of sailing catamarans on Maui, each one represents their name – excellence.

Trilogy Excursions regularly gives back to our local Maui County community. Each year they sponsor events on Lanai and Maui for the less fortunate and ocean clean up. Through the years they have demonstrated a standard of excellence that few other companies can live up to.

During the whale-watching season, Trilogy will lower its sails to provide a Maui whale-watching tour for its passengers. The whale watching season on Maui runs from December 15th to April 15th. It’s a treat to be out on the water during sunset and have a whale watch at the same time. The photos are priceless!

Our agents on Front Stree in Lahaina regularly schedule Trilogy’s sunset sail. Our guests always seem to enjoy it. After experiencing a Maui sunset sail with Trilogy Excursions ourselves, we would have to agree with them!

What to Bring on the Day of the Sunset Sail

• Ladies should wear a wrap for after-dark in the winter months
• Boarding is from the beach it’s a barefoot sail

Sunset Sail Menu

Chef prepared appetizers

• Juice, soda, and chilled filtered water

Trilogy Bar

• Molokai Mule, Lanai Tai, Maui Brew Co.’s Bikini Blonde Lager, Kona Brewing Company’s Big Wave Golden Ale, Prosecco, Sauvignon Blanc, & Pinot Noir.
• A valid photo ID is required to consume alcohol

Maui Sunset Sail Tour Restrictions

We’re sorry. We do not have handicapped access.

Other Activity Options by  Trilogy :  Trilogy – Captain’S Sunset Dinner Sail,   Trilogy – Discover Lanai ,  Trilogy – Discover Molokini

TRILOGY DELUXE KAANAPALI SUNSET SAIL

• Best Price Guarantee
• E-Ticket Delivery
• Free Cancellation

Ages 18 and Up (6.27 Fuel Charge Applied in - OSF Fee n Checkout)

Ages 13-17 (6.27 Fuel Charge Applied in - OSF Fee n Checkout)

Ages 3-12 ((4.41 Fuel Charge Applied in - OSF Fee n Checkout)

Ages 0-2 (1.00 OSF Fee Applied in Checkout)

Meet on Kaanapali Beach – Dig Me Beach In front of the Hula Grill Restaurant beachside at Whalers Village GPS: 2365 Kaanapali Park Way, Lahaina Hawaii 96761

Days Available: Tuesday, Thursday, Saturday Only Closed on 4th of July, Halloween, Thanksgiving, Christmas Eve & Day, New Year’s Night & Day

Times: April 16th – August 31st: Check-in 4:30pm. Departs at 5:00pm. Return 7:00pm September 1st – September 30th : Check-in 4:00pm. Departs at 4:30pm. Return 6:30pm October 1st – January 31st : Check-in 3:30pm. Departs at 4:00pm. Return 6:00pm February 1st – April 15th : Check-in 4:00pm. Departs at 4:30pm. Return 6:30pm

Check-in 30 minutes prior to activity start time.

Total Duration: 2 hours.

Maui Tickets For Less Cancelation Policy: A 72 hours notice is required for a refund. Only exception is a note from a local doctor. No-shows” will be charged full.

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(808) 856-3500

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Contact Us About Your Activities

Gemini is now open for tours 7 days a week and currently in our famous whale season. We are running our regular Snorkel Sail Adventure as well as two Whale Watches (AM & PM) per day at reduced capacity to ensure proper social distancing. We are once again offering our delicious catering from the chefs of the Westin Ka’anapali Beach. Space is limited so please book your tour early. Click HERE to reserve your spot!

• About the Vessel
• Morning Snorkel Adventure
• Snorkel Sail Adventure
• Maui’s Premier Sunset Dinner Sail
• Morning Whale Watches
• Afternoon Whale Watches
• Exclusive Private Charters
• 4th of July Fireworks Cruise
• Private Charters
• FAQ’s

Premier Sunset Dinner Sail

Tour length and time.

• April 16 - August 31 5:00pm - 7:00pm (2hrs)
• September 4:30pm - 6:30pm (2hrs)
• October 1 - December 14 4:00pm - 6:00pm (2hrs)
• 24-hour cancellation policy 72-hours for groups of 10 & over and 15-days for Private Charters

Description

Relax as Gemini’s crew set sail for two hours of smooth and exciting Tradewind sailing with phenomenal views of West Maui’s mountains, Molokai and Lanai. Sip a Mai Tai or a Maui Brewed Beer, and lounge on Gemini’s decks or trampolines, as the sun sets on another perfect day in paradise.

* Gemini loads and unloads our guests directly from the sand of Kaanapali Beach. Beach loading is perfectly safe and often time adds an element of fun and adventure to the tour! However, during days with rougher seas and high winds there is a chance you may get a little wet up to your knees. We recommend only wearing pants that you can roll up and avoiding long dresses and jeans when joining us for a sail! Our captains always ensure the sea and conditions are safe for beach loading and if there is any uncertainty we are forced to cancel the tour to ensure the safety of our guests. MAHALO from the Gemini Ohana!

Reserve your Maui Sunset & Dinner Sail today!

Your Adventure Includes:

• Dinner catered by the Westin Maui Resort & Spa
• Complimentary Bar includes Mai Tais, Chardonnay & Maui Brewing Co. Beers

Hawaiian Style Teriyaki Chicken (Gluten Free) Rice and Quinoa Pilaf (Gluten Free) Crudite Platter with Mediterranean Hummus (Gluten Free) Freshly Baked Rolls Maui Style Potato Chips House Made Chocolate Chip Cookies

Pepsi Diet Pepsi Sierra Mist Root Beer Ginger Ale Lemonade Cranberry Juice Filtered Water Soda Tonic and Passion-Orange-Guava POG – Maui’s favorite!

Complimentary Bar

Gemini Mai Tais Ketel One Vodka Bacardi Silver Rum Bacardi Black Rum Maui Brew Co. Bikini Blonde Maui Brew Co. Big Swell IPA Maui Hard Seltzer Bud Light Stone Cellars Chardonnay Gemini Mai Tais Ketel One Vodka Bacardi Silver Rum Bacardi Black Rum Maui Brew Co. Bikini Blonde Maui Brew Co. Big Swell IPA Maui Hard Seltzer Bud Light Stone Cellars Chardonnay Mont Gravet Rose La Marca Prosseco

Where to Meet & What to Bring:

• Check-in beachside of the Westin Maui Resort & Spa by the Gemini Check-in Sign
• Shorts recommended
• Bring a light jacket
• Cash or Credit Card for Ship’s Store

Save $13-$23 from our usual trips price! All prices listed before taxes and fees.