boston harbor fall foliage cruise

• Tours & Activities

Boston Harbor Fall Foliage Brunch Cruise

Enjoy a three-course gourmet brunch on this scenic Fall Foliage cruise around Boston Harbor and Harbor Islands. Set sail aboard the Northern Lights at Rowes Wharf and settle in for a buffet filled with eggs Benedict, waffles, bacon, fresh fruit, dessert and more. View popular Boston highlights such as Bunker Hill Monument, the USS Constitution, Old North Church, and Castle Island. This brunch cruise offers a great overview of Boston and a lovely morning on the water. Your party will be assigned seating at a table for your size, please contact us if your party is larger than 6 persons We are dedicated to stopping the spread of Covid-19 and have taken many precautions to keep our guests and crew safe. Plexiglass barriers are now installed in front of the buffet and an employee will serve guests. In addition our HVAC system has been upgraded with MERV filters. Guests will be required to don face coverings until they are seated. All tables are separated with 6 feet of clearance.

About this ticket

What's included, additional info.

• Infants and small children can ride in a pram or stroller
• Service animals allowed
• Public transportation options are available nearby
• Suitable for all physical fitness levels
• Children must be accompanied by an adult
• Outside food and beverages will not be permitted
• Dress for weather
• Please advise of any dietary requirements at time of booking. Please note that not all requests can be met, but we will do our best to accommodate them.
• A full bar is available. Drinks can be purchased by credit card only.
• Not wheelchair accessible; Please let us know in advance if assistance is required for boarding.
• Service animals are permitted; Pets and emotional support animals are not permitted.
• Hand sanitiser available to travellers and staff
• Regularly sanitised high-traffic areas
• Contactless payments for gratuities and add-ons

Cancellation Policy

• For a full refund, cancel at least 24 hours before the scheduled departure time.
• Cut-off times are based on the experience's local time.

Customer reviews

5 best fall foliage cruises in New England, Canada and beyond

If your social media feeds are blowing up with beautiful pictures of fall foliage, you're likely feeling the urge to set out on your own leaf-peeping trip. Sure, you could plan an epic road trip, complete with traffic jams and overpriced, overcrowded tourist traps. Or, you could take a fall foliage cruise.

From a cruise ship, you can enjoy the autumnal hues of the Canada and New England coastline as you sail between northeastern U.S. homeports like New York and Boston and Canada's Montreal or Quebec City. Book shore excursions for a more relaxing day out; the bus driver will navigate the traffic along tree-lined byways to scenic vistas, and your mealtimes will be pre-arranged (or held on board your ship's multiple dining venues).

If you'd rather explore fall's colors outside of the Northeast, a few cruise lines will take you to fall foliage destinations in other parts of the U.S., too.

For cruise news, reviews and tips, sign up for TPG's cruise newsletter .

It's likely too late to arrange a 2023 Canada and New England cruise, but channel your FOMO and book your 2024 getaway so next year you can be the one inspiring jealousy with your gorgeous scenic photography. Here, we present the five best fall foliage cruises you should consider in New England, Canada and beyond.

7-day Canada and New England Discovery cruise on Holland America

Holland America 's 1,964-passenger Zuiderdam is a delightfully midsize ship, so you don't have to worry about crowds as you sail between Boston and Quebec City. The ship starts sailing this route in late August, but for the best leaf peeping you'll want to book one of the two October departures.

Ports of call include Charlottetown, Prince Edward Island; Sydney and Halifax, Nova Scotia; and Portland or Bar Harbor, Maine. Take your pick of scenic drives or strolls through gardens or along hiking paths, camera at the ready. On board, spend your evenings rocking out to live music or enjoying a leisurely meal of steak or seafood at the Pinnacle Grill.

Best for: Holland America attracts mainly retirees and couples who appreciate the line's focus on fine dining and live performances. Zuiderdam's itinerary is ideal for anyone who doesn't mind flying in and out of different cities in order to travel farther north into Canada than the one-way sailings.

Related: 12 best cruises to Canada and New England

7-day Canada and New England cruise on Princess Cruises

For an easy round-trip New York cruise that leans more into New England than Canada, consider Princess Cruises ' weeklong October sailings on the 3,660-passenger Enchanted Princess. Choose from itineraries with four or five ports, including Newport, Rhode Island; Boston; Bar Harbor; Halifax; and (only on certain sailings) Saint John, New Brunswick.

If seascapes are your thing, don't miss the beautiful coastal landscape by the Bay of Fundy (from Saint John) or Peggy's Cove in Nova Scotia. Head to the hills in Bar Harbor for elevated views or escape to sea with a harbor cruise from Newport.

Best for: Princess Cruises also attracts mature couples and lovers of classic cruising, but the 2019-debuted Enchanted Princess is much larger and bigger than Holland America's Zuiderdam. Kick back with the line's signature Movies Under the Stars (complete with blankets for fall nights in New England) or enjoy multiple specialty restaurants devoted to Italian specialties, steakhouse fare and seafood. Bundle up for a romantic breakfast on your balcony while the colorful coastline passes by.

Related: The best time for a Canada and New England cruise

7-night Canada cruise on Royal Caribbean

Combine an easy Boston round-trip sailing with a fall foliage cruise focused more on Canadian than New England ports with Royal Caribbean 's seven-night voyages on the 1,992-passenger Grandeur of the Seas, setting sail throughout October 2024. Most itineraries call in Portland, Maine; Saint John; Sydney; and Halifax.

Grandeur of the Seas is one of Royal Caribbean's older and smaller ships, so don't go in expecting a humongous megaship with wild top-deck amenities (a good thing or not, depending on your style). You'll still find plenty of dining options (including sushi and teppanyaki hijinks at Izumi), the line's signature circular Viking Crown Lounge and – perfect for fall weather — an indoor, adults-only solarium.

Best for: Royal Caribbean fans seeking a midsize ship experience with fewer children on board should book this cruise. Anyone looking for a round-trip cruise to Canada that doesn't require a passport will appreciate the convenient Boston departure port (with plenty of beautiful fall foliage on its own) and three ports calls in Nova Scotia and New Brunswick.

Related: Canada and New England cruise packing list

7-night Puget Sound and San Juan Islands cruise on American Cruise Lines

Canada and New England aren't the only regions of the U.S. known for their fall foliage. American Cruise Lines offers several small-ship sailings in October to other leaf-peeping regions, including the Hudson River Valley, the Upper Mississippi and the Chesapeake Bay.

But for something completely different, why not try the line's seven-night Puget Sound and San Juan Islands cruise, round-trip from Seattle on the 90-passenger American Spirit and 170-passenger American Constellation?

Your itinerary will take you to Anacortes, Friday Harbor, Port Angeles (gateway to Victoria, British Columbia, and Olympic National Park), Port Townsend and Poulsbo, Washington, with a day spent cruising around the San Juan Islands. Take advantage of the Fidalgo Island walking trails near Anacortes and don't miss the photogenic Deception Pass nearby. Gaze at the Olympic and Cascade mountains in their fall glory and enjoy the fall weather in historic waterfront towns.

Best for: Travelers looking for a different destination for their fall foliage cruise, but also cruisers who prioritize time on shore over time on the ship. American Cruise Lines' ships are tiny, just four to six decks, with amenities limited to a restaurant, a couple of lounges, small fitness areas and sun deck, perhaps with a putting green. Be prepared to entertain yourself in the evenings — or go to bed early so you're energized for a full day in port nearly every day. Also, know that these ships generally draw an older, retiree crowd.

12-day Canada and New England Fall Foliage cruise on Seabourn

Smaller ships can visit more off-the-beaten-path ports than their big-ship counterparts. Seabourn 's 458-passenger Seabourn Quest sails 12-day cruises between New York and Montreal, stopping in Trois-Rivieres and Saguenay, Quebec, with scenic cruising along the Saguenay Fjord. The ship also visits Quebec City, Charlottetown, Halifax, Boston and Provincetown, Massachusetts.

This is also one of the best fall foliage cruises if you're looking for an all-inclusive voyage in luxurious surroundings. On Seabourn Quest, every cabin is a suite with a view (not to mention a walk-in closet and spacious bathroom with tub). You can enjoy gourmet cuisine by Thomas Keller, complimentary wine and cocktails, and a friendly crew that will go above and beyond for you.

Best for: Luxury lovers who wish to be pampered on their leaf-peeping vacation will enjoy this nearly two-week cruise around Canada and New England. The extended itinerary features several days at sea to enjoy the ship's spa or delicious afternoon tea service, as well as some lesser-visited ports and an overnight in Halifax. It's ideal for travelers who want to make the most of their fall Northeast trip.

Bottom line

You might be surprised how much choice you have for late-September and October fall foliage cruises. In addition to Seabourn, all the major luxury cruise lines dedicate a few cruises to this region — including such lines as Silversea Cruises , Regent Seven Seas Cruises , Windstar Cruises , Oceania Cruises and Crystal . Big ships like NCL's Norwegian Breakaway also get into the leaf-peeping action.

Here, we've picked the best fall foliage cruises for different itinerary configurations and ship styles. They might be our favorites, but only you know which combination of ports and onboard experience is the perfect match for your travel style.

Planning a cruise? Start with these stories:

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Fall Foliage Cruises

Embark on a 90 minute scenic cruise along the Charles River, where you’ll have the opportunity to admire the stunning foliage along the Esplanade and take in the picturesque views of both Boston and Cambridge. Tour departs from the CambridgeSide Mall.

MEETING LOCATION

Cruises depart from the Lechmere Canal behind the CambridgeSide Mall, located directly outside the food court. Validated parking available for $4 at the CambridgeSide Mall. The CambridgeSide Mall Parking Garage is located at 100 CambridgeSide Place, Cambridge, MA 02141.

2023 FALL FOLIAGE CRUISES SCHEDULE

Friday october 6th, 13th, 27th, november 3rd @ 2:30 pm saturday and sunday: oct. 7, 8, 14, 15, 28, 29, november 4th and 5th @ 12:30 pm and 2:30 pm, ticket rates.

• Adult $30.00
• Senior / Student $27.00
• Child Under 12 Years $23.00
• Child Under 3 Years $6.00

*Excludes 5% MA Convention & Facilities Surcharge 

Ticketed Tours & Cruises

Events & charters.

New England Fall Foliage Lunch Cruise in Boston Harbor

• Beverages are not included, but are available for purchase by credit card from the bar
• 60 Rowes Wharf, Boston, MA 02110, USA The boats depart from Rowes Wharf, located directly behind the Boston Harbor Hotel, located at (for GPS) 400 Atlantic Avenue, Boston (02110). Check-in at Rowes Wharf is located in the Ferry Terminal, a climate controlled public space, located on the wharf only steps away from our dock. If you are lost or running late, please call us.
• Not wheelchair accessible
• Stroller accessible
• Service animals allowed
• Near public transportation
• Confirmation will be received at time of booking
• Children must be accompanied by an adult
• Dress for the weather and wear comfortable shoes. There is a heated main observation cabin and open bow
• Drinks are available for purchase by credit card only at the bar
• Please arrive 15-30 minutes prior to the scheduled departure time to check-in at the ticket booth and obtain boarding passes
• Most travelers can participate
• Service animals are permitted; pets and emotional support animals are not permitted
• Not Wheelchair accessible. Please let us know in advance if assistance is required for boarding
• Seating is assigned and guests may be assigned a shared table experience before boarding
• Please let the operator know if booking separately from other guests in your party
• This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
• This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
• This tour/activity will have a maximum of 65 travelers
• For a full refund, cancel at least 24 hours in advance of the start date of the experience.
• Castle Island
• You'll start at 60 Rowes Wharf 60 Rowes Wharf, Boston, MA 02110, USA The boats depart from Rowes Wharf, located directly behind the Boston Harbor Hotel, located at (for GPS) 400 Atlantic Avenue, Boston (02110). Check-in at Rowes Wharf is located in the Ferry Terminal, a climate controlled public space, located on the wharf only steps away from our dock. If you are lost or running late, please call us. See address & details
• Pass by Boston Harbor Islands State Park Thompson Island Castle Island
• You'll return to the starting point

• tamis548 0 contributions 5.0 of 5 bubbles Wonderful relaxing sightseeing cruise It was a very relaxing and wonderful cruise. Staff were very pleasant. Would highly recommend for anyone wanting to see Boston from the water. Read more Written April 22, 2024
• D1489HHmichelleg 0 contributions 5.0 of 5 bubbles Beautiful ship, great staff, loved the brunch cruise Excellent cruise, service, staff! Had a birthday party on the Sunday Brunch Cruise and everyone had a wonderful time. Originally reserved the Spirit of Boston brunch cruise, but they canceled 4 days before the event—had to scramble for a replacement venue. Did a google search and found Northern Lights, which ended up being even better! Much smaller, cozier ship, beautiful woodwork interior, great staff. Allissa (food service manager) took very good care of us and makes the best Bloody Marys! Can’t say enough good things about our experience, everyone loved it and wants a redo in the summer. Highly recommend! Read more Written April 9, 2024
• Jennifer E 0 contributions 5.0 of 5 bubbles Beautiful tour. Beautiful boat. Boat was beautiful and well taken care of and clean! The crew is friendly and welcoming. It was fun to see the harbor at Sunset, and then in the dark with all the lights on. Read more Written April 8, 2024
• Adam D 0 contributions 5.0 of 5 bubbles Cruise was nice Nice people. Good experience. Cost appropriate. Drinks at sunset very nice. Time was 6 to 8. Enjoyed the time. Saw a cannon. Saw no animal life Read more Written April 1, 2024
• James R 0 contributions 5.0 of 5 bubbles Great experience Was in Boston for my Fiancées birthday over the St Patrick’s Day weekend and got the opportunity to take the brunch trip. It was fantastic. The boat was great, the crew and captain were so friendly and the group playing were brilliant and not to mention the delicious food! Read more Written March 20, 2024
• maurah428 0 contributions 5.0 of 5 bubbles Great Time on the Water with Family Visiting Time Great way to cruise for the evening and be able to talk with friends and family. Enclosed and a great bar selection available. Read more Written March 16, 2024
• Sunshine63403570663 0 contributions 5.0 of 5 bubbles Great experience for family or couples Amazing view, brunch menu was delicious and the staff was very friendly and waited for my husband that was having issues with parking to take off. Very grateful they waited. My family and I had a great time! Read more Written March 12, 2024
• Daniel W 0 contributions 5.0 of 5 bubbles Great Cruise Our family took a sunset cruise on the Northern Lights in Boston Harbor, and it was a highlight of our trip. The boat was lovely, the crew were friendly and helpful, and it was a relaxing way to see the waterfront colored by the setting sun. We enjoyed the drinks we selected, as well, and there was a nice variety of options. We would recommend this as an activity for anyone visiting Boston or even a local looking for a relaxing evening. Read more Written February 25, 2024
• lindalB2409OS 0 contributions 5.0 of 5 bubbles Not to be missed! This was a fantastic and very special holiday activity. The setting was elegant and atmosphere was festive. This is not a large boat, so it is very intimate. You do not feel like just a number. Terrific jazz band that did a lovely combination of holiday classics. We preordered champagne and cheese plates. They were beautifully set up at our table when we arrived. Each table had a decorative berry arrangement, so all tables looked lovely and inviting. There was not a bad table on this boat. There is one smaller table that is a short level above the main floor, opposite the bar. My husband questioned it, but I pointed out that the bar being so festive and the table being a bit higher than the others gave it a sense of privacy, as well as a nice view of the whole boat. He agreed. Lastly, the crew was incredible. Nothing was too much to ask and we observed that all were made to feel welcome. And! The cocoa was delicious. I can't believe I had two cups of it. Time for a diet! We purchased our tickets directly through Classic Harbor Line. Read more Written December 28, 2023
• sharonr607 0 contributions 3.0 of 5 bubbles Nothing special Lovely boat and competent and courteous crew. But the sailing was average and really expected information to be shared about the area and history of sailing for a part of our sail. Very little was shared and that was disappointing. Read more Written November 11, 2023
• jtkoehler2 0 contributions 5.0 of 5 bubbles Great cruise worth the money Great day to go, we had very unusual weather 60. We had a great time the guide was very informative. The views are really great. The traffic in Boston is the only problem. But what else is new. Read more Written November 9, 2023
• D5830TDsandrar 0 contributions 5.0 of 5 bubbles Relaxing and beautiful views We did a sunset cruise and it was beautiful! We were blessed with amazing weather, sunny and 80* in October. Beautiful view of Boston from the water. Read more Written November 1, 2023
• dustinf564 0 contributions 5.0 of 5 bubbles The best views of Boston! My wife, two pre-teens, and myself had an blast on our cruise. It was the highlight of our trip to Boston! The sunset from the harbor is beautiful! The Northern lights is a very nice boat and the staff were very friendly. Will definitely be on our must do’s list for future trips to Boston! Read more Written October 28, 2023
• 829kristar 0 contributions 4.0 of 5 bubbles Overall beautiful It was lovely. The sky was beautiful. My only critique was that we were informed ahead of time that the cruise would start 30 minutes later at 5:30 which was fine except we only caught the end of the sunset out on the water. Would have appreciated the 5 pm departure so we could have had the full sunset experience. Read more Written October 27, 2023
• dancK1753CK 0 contributions 5.0 of 5 bubbles The best thing since sliced bread. great cruise, very informative had a great time very relaxing great staff lots of scenery and would do it again next time in boston Read more Written October 22, 2023

More to explore in Boston

Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as wait time, length of visit, general tips, and location information.

New England Fall Foliage Lunch Cruise in Boston Harbor provided by Classic Harbor Line Boston MA Day Tours

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Best Fall Foliage Cruise Destinations

By Sue Bryant

Last updated: February 22nd, 2024

• Find a Cruise

One of the best ways to enjoy the breathtaking hues of the changing of the seasons is on a fall foliage cruise across New England and Canada. Aside from the crisp air and the cozy sweater weather, the colorful transformation of the trees is one of the top reasons why fall is so magical.

Board either Celebrity Silhouette or Celebrity Eclipse in August or September when both cruise along the Northeast coast. You’ll be able to spot the vivid greens and, later in September, the stunning reds, brilliant oranges, and mustard yellows that decorate the landscape.

Aside from giving you a prime seat to enjoy the beautiful scenery (which is especially gorgeous when it’s reflected in the water below), our fall foliage cruises visit a number of fascinating destinations along the way.

Boston, Massachusetts

Your fall foliage cruise kicks off in Boston , an exciting city packed with culture, famed for its world-class universities, colorful history, and diverse neighborhoods.

Spending one day in Boston is enough to explore America’s past by visiting Revolutionary War battlefields and learning about Paul Revere’s daring midnight ride.

Immerse yourself in American history by following the two-and-a-half-mile Freedom Trail, marked by a red line on the sidewalk. You’ll pass Boston Common, Bunker Hill Monument, and Paul Revere’s house. Head to the waterfront to see the old Boston Tea Party ships.

Quincy Market in Boston, Massachusetts

Shop for gifts at the legendary Quincy Market in downtown Boston and make time to explore the different neighborhoods, from swanky Beacon Hill to North End, famed for its Italian food scene.

Cross the Charles River and arrive in Cambridge, where the fall weather and the Ivy League students mingling in Harvard Square will make you nostalgic for your college days.

Read: What Is Boston Known For?  

Rockland, Maine

Pretty Rockland calls itself the “lobster capital of the world,” and justifiably so. You’ll find fresh lobster everywhere from fine dining restaurants to food trucks, and you can even join a local fishing boat to see how the tasty crustaceans are caught.

Or perhaps embark on a guided foodie walking tour on which you’ll sample artisanal cheeses and pastries, as well as seafood and locally brewed craft beer.

Rockland itself is a quintessential New England town set around a protected harbor that’s framed by rocky headlands and old-growth forest.

This is an especially artistic community, and there are some excellent galleries to check out. The Farnsworth Art Museum is one, showcasing the work of Maine-based artists.

Rockland Breakwater Lighthouse

There are plenty of things to do in Rockland to enjoy the great outdoors, too. The Rockland Harbor Trail traces the shoreline, with sweeping views of the coast and those vast Maine skies. Stroll along the almost mile-long granite breakwater to the old Rockland Breakwater Lighthouse, which has stood here since 1902, looking out for seals.

Rockland is a great base from which to explore the wooded countryside and coastline. Take a trip to the exquisite little coastal town of Camden, packed with quaint shops and galleries, and head up to the summit of Mount Battie for spectacular views down over Penobscot Bay. When the trees are sporting their fall colors, this vista is even more magnificent.

Halifax, Nova Scotia

Peggy’s Cove in Halifax, Nova Scotia

In Halifax , the capital of Nova Scotia, you’ll be surrounded by spectacular views of the changing leaves as fall sets in. But at any time of year, this is a fascinating port to visit, with a rich cultural scene.

There’s a strong Scottish influence here, as thousands of Scots emigrated to the New World, bringing their culture with them, including their brewing skills.

There are museums and galleries to explore; check out the fascinating and often moving Museum of Immigration at Pier 21 and the Maritime Museum of The Atlantic.

This houses an important collection of Titanic artifacts and memorabilia; Halifax is where the survivors of the disaster were brought, and where several of the victims are buried.

Restaurant in Halifax, Nova Scotia

Halifax has a buzzing culinary scene, too. Try crab cakes, fish and chips, and creamy East Coast Chowder, as well as poutine, Canada’s famous comfort food of fries topped with cheese curds and gravy.

Head for the Saturday farmer’s market on Lower Water Street to pick up authentic souvenirs, from sea glass jewelry to maple syrup, local art, and even lobster-shaped gummies.

If you’d like to explore the surrounding countryside, one of the best things to do in Halifax is to go on a drive through the city’s scenic lighthouse route towards Peggy’s Cove, a tiny fishing village that is the site of Canada’s most photographed lighthouse.

Sydney, Nova Scotia

Cabot Trail in Sydney, Nova Scotia

The small port city of Sydney is full of beautiful coastal vistas, historic sites, and vibrant nature walks. Learn all about its famous landmarks and culture during a walking tour of Old Sydney.

Check out the Cape Breton Miners’ Museum to learn how coal mining shaped this community. You can even head down the old mine to gain a sense of what it was like to work there.

For an undeniably picturesque view of the city, drive through the countryside, where you’ll pass by Cabot Trail’s lush hills, the Louisbourg Lighthouse, and St. Ann’s Bay.

If you’re looking for something a little more relaxed, head to the quaint town of Baddeck, the former summer home of Scottish scientist Alexander Graham Bell, who invented the telephone.

From there, admire the serene view of the surrounding Bras d’Or Lake. You can learn more about Bell in the Alexander Graham Bell Museum, which is full of artifacts relating to his great invention.

Quebec City, Quebec

Chateau Frontenac, Old Quebec City

Brush up on your French skills in Quebec City , the captivating capital of Quebec, lying on the St. Lawrence River. Feel as though you’ve stepped back in time as you walk through the cobbled lanes of Old Quebec and enjoy delectable French cuisine, from crepes to crusty baguettes.

One of the best things to do in Quebec City is to head up Cape Diamond to admire the iconic Chateau Frontenac. Built in 1893, it’s said to be the most photographed hotel in the world, thanks to its intricate beauty. Nearby is the massive Citadel, with wonderful views over the city.

Rue du Petit-Champlain, Quebec City

Shop for souvenirs in the 400-year-old Place Royale and explore the Rue du Petit-Champlain for crafts and local fashions. Remember to pick up some maple syrup as a memento of your time in Canada.

To best experience the warm colors of Quebec City in the fall , journey down the St. Lawrence River and marvel at the scenery awash in autumn hues on your way to Canyon Sainte-Anne, a verdant gorge that really comes alive during the fall.

Check out the thundering Montmorency Falls, where you can tackle a via ferrata trail and a zipline.

Charlottetown, Prince Edward Island

Wander through the seaside cliffs and expansive green hills of Charlottetown . This small, picturesque town is located on Prince Edward Island amid a landscape of vast beaches, craggy cliffs, and rolling farmland.

On a panoramic drive through Charlottetown, you won’t be able to stop taking pictures of all the wonderful sights, including the town’s signature red and white lighthouses and the unspoiled beauty of Prince Edward Island National Park.

Look out for the adorable Anne of Green Gables House, the place that inspired the story of the red-haired heroine. A great way to do this city tour is by wagon, pulled by two majestic draft horses.

Stop to refuel on some of Prince Edward Island’s specialties, lobster and oysters. Because this is a rural farming community, you’ll find delicious farm-to-table cuisine wherever you go.

Portland, Maine

Portland Head Light, Maine

A fishing port since 1632, Portland, Maine has a rich history. The city perches on a peninsula with views of Casco Bay, dotted with rocky islands.

The famous Portland Head Light guards the shoreline from Fort Williams Park and has protected ships and their crews since 1791. Today, you can tour the old keepers’ quarters and learn about the vital role played by Maine’s lighthouses.

Portland’s downtown area is characterized by 19th-century warehouses and old brick buildings, many of them repurposed as cool restaurants and bars. Join a culinary walking tour to sample fresh lobster as well as cider and Maine wines.

Eastern Promenade Trail in Portland, Maine

Experience the rugged coastline of Portland on a biking shore excursion. Pedal along the Eastern Promenade Trail, a waterfront path with stunning harbor and ocean views.

Pass by Bug Light, a 26-foot-tall lighthouse, and Fort Gorges, a former military fort located on Casco Bay. End your journey at Mackworth Island, where you’ll get to admire Maine’s fall foliage and its beautiful views.

Can’t wait to see the stunning autumn scenery for yourself? Book your cruise to New England and Canada on one of our sleek, contemporary ships. Start planning your fall color cruise today.

Sue has been writing about cruising for 20 years and is lucky enough to have sailed all seven continents. She lives in London, where she is cruise editor of The Times and The Sunday Times newspapers, as well as a freelance contributor to magazines and websites worldwide.

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Fall in Boston: Where to Go & What to Do in 2023

• Latest Posts

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• 33 Best Beach Towns in New England to Visit in 2024 🌊 - January 28, 2024

For fall lovers, there’s hardly anything more exciting than those first few days after the sultry summer has faded and the blustery breezes of autumn come blowing in.

Everyone knows what that means… time to engage in some seriously fun fall traditions like apple-picking , pumpkin-picking , leaf-peeping , and corn-mazing!

Whether your idea of a perfect Boston day includes a solo day trip visiting museums or diving in deep for some romance with your favorite date , fall in Boston has a lot to offer visitors and Bostonians alike!

Table of Contents

Fall Foliage in Boston: What to Expect

Yes, Boston is a very urban city, but you might be surprised to learn how much spectacular leaf peeping is found throughout!

You’ve got oaks, maples, chestnuts, beech, and more that absolutely explode with fall color in Boston beginning in late September.

Typically, you can expect to find peak fall foliage in Boston around the second week of October, so if you’re planning your fall Boston trip around vibrant autumn colors, aim for that.

Boston fall foliage typically stretches into early November, so there’s a pretty wide window for when to see this town awash in autumn hues. Follow a fall foliage tracker like this one to get real time info for what’s happening this season!

Fall in Boston: Where to Go and What to Do

Take a walking tour.

Summer in Boston is hot and humid, winter in Boston is chilly as chilly can be, but autumn?

Autumn is absolutely glorious weather-wise and is the perfect time to go for one of the city’s spectacular walking tours.

There are walking tours for architecture, for food, for museums, for history, for culture, and on and on. Walking tours are a great way to get to know the city – and see some spectacular Boston fall colors along the way!

Following the Freedom Trail is always a classic walking tour option, and it puts you in the neighborhood of some of the finest cannoli in the country. Hard to beat that.

Check out this guide for walking tours in Boston to pick which one is best for you!

Enjoy the Views at The Boston Public Garden

The first botanical garden in America, The Public Garden is a lovely outdoor space that is great to visit any time of year, but as the colors change on the trees it becomes especially stunning.

The iconic Swan Boats take their last swim around the lagoon in early September, but this is still a scenic area to visit. There’s something about the way the late-afternoon autumn sunlight cascades across the water that just begs to be photographed, isn’t there?

The beautiful fall foliage just makes an already lovely spot even better.

Go Whale-Watching

September and October are two of the best months for whale-watching in Massachusetts, and Boston Harbor Cruises just happens to be one of the best whale-watching tours in the Bay State !

Not only does an outing with Boston Harbor Cruises get you out to prime whale-watching locations with great educational info along the way, but the views of Boston’s skyline from the water while the leaves are changing are always a sight to see, too.

Spend an Autumn Afternoon Apple-Picking

About as quintessentially New England as an autumn afternoon can be, apple-picking at a local orchard like Honey Pot Hill Orchards is a fantastic way to spend a fall day!

Honey Pot Hill Orchards is about a 45-minute drive out of the city, giving you the perfect amount of time to decompress from the hustle and bustle before pulling in at this gorgeous orchard.

Pick your own apples, visit the farm animals, take a hayride, and basically do all the fun fall farm things in just one autumn afternoon!

Read Next: 13 Great Places to Go Apple Picking in Massachusetts

Watch the Head of the Charles Regatta

The biggest 2-day rowing race/event in the world, the Head of the Charles Regatta happens on the 3 rd weekend in October and is an incredible competition to witness!

The race is fun to watch from any of the spots along the 3-mile course and the festivities among the spectators are a big part of the amusement, with expos and displays from boat builders and lots of available concessions.

Just as a little added bonus, the views of the Boston fall foliage along the Charles River are seriously STUNNING!

Get Spooked with a Ghost and Gravestones Tour

The so-called Trolley of the Doomed takes participants on a nightly 1.5-hour tour of some of Boston’s best haunts and the history behind them, so come prepared for a scare!

Some notable highlights include visits to two of Boston’s most infamously haunted burial grounds, the old stomping grounds of the Boston Strangler, and graves of some of Boston’s famous figures in history, like Samuel Adams and Paul Revere.

If you’re looking to be spooked, this could be perfect for you!

There are a ton of fantastic ghost tours in Boston to check out. This is always a fun way to get in the Halloween spirit!

Stroll the Esplanade

You don’t have to wait for the regatta to head to this beautiful outdoor space!

This popular park becomes absolutely stunning as the fall colors emerge, and the paths along the Charles River offer the perfect place to admire this gorgeous color show.

Take a Fall Foliage Brunch Cruise

Northern Lights departs from Boston Harbor for a 1.5-hour cruise around the Boston Harbor Islands, with views and info about the historic landmarks, wildlife, and lighthouses you’ll be cruising by.

A gourmet 3-course brunch is served and a bar is available so you can have your favorite adult beverage as you enjoy the expansive views of the harbor and the fabulous fall foliage that dots and decorates its shores.

Delicious food, drink, and views… what more could you ask for in a fall scenic cruise?

Walk Beacon Hill

One of the most beautiful neighborhoods in Boston, Beacon Hill offers that quintessential fall look as the autumn leaves create dazzling color displays that arch over the roads.

This historic neighborhood is one of Boston’s oldest!

Take the Kids to the Fall-o-Ween Children’s Festival

Held at the Frog Pond at Boston Common, the Fall-o-Ween Children’s Festival is such a cute fall thing to do with kids in Boston!

Dress up in costume and head on down to enjoy music, arts and crafts, and other fun kids activities. The best part about this fall in Boston kids event? It’s FREE!

Pick the Perfect Pumpkin at Pakeen Farm

Pakeen Farm is just 35 minutes southwest of the city and well worth the drive to experience their autumn offerings of hot cider, fresh mini cider donuts, and of course, pumpkin picking at their pumpkin patch!

Find your perfect pumpkin for carving and soak in the peaceful farm vibes. There’s something about getting out of the city and taking in a bit of that fresh farm air that makes for a perfect fall day.

Read Next: 16 Best Pumpkin Patches in Massachusetts

Take a Trolley Tour

What could be a better way to get around Boston and see some of its most iconic attractions than to take a trolley tour?

There are several great hop on and hop off trolley tours in Boston to choose from!

Keep an Eye Out for Indigenous People’s Day Activities

Switching off between the North End and East End neighborhoods, the city of Boston Columbus Day Parade was a major city event for decades.

Today, the second Monday of October has been renamed Indigenous People’s Day in honor of the native people who were here long before colonization.

This is still a new holiday and the city of Boston is still working to establish new celebrations commemorating the Wampanoag Tribe who have lived in Massachusetts for over 12,000 years.

Head to Salem for a Spooky Day Trip

With Salem being only 45 minutes up the road and offering so much haunted history and spooky-fun activities around Halloween , you really can’t miss it!

Check out the most haunted places in Salem and some of the spots Hocus Pocus filmed before going on a ghost tour or two to get in the Halloween spirit.

There’s even plenty of free fun in this little haunted town!

There are also lots of great restaurants and awesome places to stay in Salem (including cute little Airbnb options ) if you want to make an overnight out of it, too.

Book a room at one of these haunted hotels , if you dare !

Take a Fall in Boston’s Emerald Necklace Guided Bicycle Tour

This Boston bicycle tour is the perfect way to get out and enjoy fall colors.

Boston’s Emerald Necklace Guided Bicycle Tour is four hours of touring North End parks and the famed Emerald Necklace, with notable sights like Jamaica Pond and Arnold Arboretum along the way!

Book a Full Day Guided New England Fall Foliage from Boston

This New England Fall Foliage Tour from Boston includes a pick up and drop off at several of the most popular hotels in town, then it’s off to some of the region’s best leaf peeping spots!

There are stops in quaint and historic Massachusetts towns like Concord and Lexington, and the Monadnock Region of New Hampshire, with fantastic fall foliage photo ops.

A lunch stop is included in this fall foliage tour from Boston itinerary, but it’s not included in the price. Snacks are, though!

Click Here to Check Prices & Book!

Bid Adieu to Autumn at the Christopher Columbus Park Annual Trellis Lighting

Every year in late November, Boston kicks off the winter holiday season with a festive event at Christopher Columbus Park that includes entertainment, treats, giveaways, and the lighting of the iconic trellis!

The Annual Trellis Lighting takes place the last week of November, ushering in the winter holiday season with over 50,000 twinkling lights.

Yes, it’s still technically fall, but twinkle lights going up all around the city will have you bidding a fond farewell to fall fun as you look forward to warm winter coziness to come!

Boston is always a cool spot to visit with tons of awesome things to do and great places to stay . You can find Boston hotels with jacuzzis, pet friendly hotels , family friendly hotels , and vacation rentals.

You’ve got cool coffee shops , great kid-friendly activities , and Boston is even one of those places you can find plenty to do for free .

Whenever you visit and wherever you stay in Boston, you won’t be bored, that’s for sure! But if it’s fall foliage you’re after, aim for mid October and you should be good!

Boston in the fall is always a great choice.

Read these next:

• How to Spend One Day in Boston: 24 Hours of Boston Fun!
• Weekend in Boston: A Perfect 2 Day Itinerary
• Your Ultimate Guide to New England Fall Foliage
• 11 Can’t-Miss Food Tours in Boston Massachusetts

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Boston lighthouses highlighted on harbor cruises ahead of whale watching season.

Whale watching excursions pushed back to protect endangered right whales in Mass. waters

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Boston’s treasured lighthouses are being highlighted on harbor cruises while an endangered species is given space to feed in the waters off Massachusetts.

“Everyone loves a lighthouse!” said David Coffin, the narrator of the Boston Harbor City Cruise lighthouse tour. “How can you not like a lighthouse?”

The two-hour tour is a limited-edition cruise meant to highlight the historic structures and Boston history. Visitors onboard can opt for indoor or outdoor seating, where they get a view of the U.S.S. Constitution, the Boston Light, Graves Light and other notable points in these waters.

And during the journey, Coffin, a noted sea chantey singer, who’s made a name for himself on TikTok, will treat visitors to a rendition of a locally inspired chantey.

In addition to relying on interest in lighthouses, the tour also replaces a traditional whale-watching excursion.

“We used to start whale watches at the end of March,” said Coffin. “But now, as of last year at least, there’s a speed restriction out on Stellwagen Bank where the whales feed, and our boats will take you. So a whale watch today with a speed restriction would be about eight hours.”

Video below: How scientists identify and track right whales

That speed restriction on these waters is meant to protect one of the most endangered animals on the planet - the North Atlantic right whale.

“We’ve created this problem, we’ve caused this population to decrease significantly,” said Dr. Sarah Sharp, an animal rescue veterinarian with the International Fund for Animal Welfare. “But the good side of that is that it’s also in our hands to help save this population and really be a part of that solution for these animals.”

Watch the video above to learn more about conservation efforts to protect the North Atlantic right whale.

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Admire the natural beauty and colorful autumn hues of Canada and New England. Learn about the rich history and lively culture of the province of Quebec. Discover the Scottish heritage and seafaring ways of the Canadian Maritimes, and immerse yourself in the striking landscapes surrounding Bar Harbor. Sail the scenic St. Lawrence River and the remarkable Cape Cod Canal, and experience the charm of Newport, one of the oldest cities in the US.

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Our heavily narrated tours will give you the history of this amazing Harbor.  But also many of our guests like to come out to just relax and cruise through the Harbor while taking in the Boston skyline. Our Boston schooner sailing and our late night Boston cruises are the best for a passive tourism excursion.  There is little to no narration is included but you are able to enjoy some Boston sightseeing.

-->Boston Brunch Cruise aboard Northern Lights -->

Weekends are a time for relaxing and getting your days started the right way. Join us for a Mimosa and Bloody Mary Cruise aboard the elegant Northern Lights to jump start your relaxation mode on this Boston Brunch Cruise. While aboard choose from a variety of Mimosas and Bloody Mary’s. Enjoy our gourmet brunch buffet and select a cozy seat aboard Northern Lights as we cruise around Boston Harbor to capture panoramic views of Boston.  This is the perfect event for groups looking to entertain guests from out of town. You can see the sites without giving up a relaxing weekend. We can accommodate small bridal parties or even morning after wedding parties.  The Brunch Cruise offers the perfect event for the individual or the group looking to celebrate and relax.

-->Boston Harbor Cruise on Northern Lights -->

Step aboard Northern Lights for a 1.5-hour sightseeing  cruise  of  Boston   Harbor .  The  harbor  is full of rich and unique history that will keep your attention throughout the trip. Grab a hot beverage or small bite from the bar.   Sit back, and relax aboard the warm and cozy Northern Lights!

-->U.S.S. Constitution Turnaround Brunch on Northern Lights -->

Join us for the July 4th turnaround cruise of the U.S.S. Constitution, the oldest (1797) actively commissioned naval vessel in the world . You won’t want to miss this truly unique and special event! The turnaround takes place once a year to celebrate our nation’s birthday. During the turnaround cruise the U.S.S. Constitution will sail out into Boston Harbor where she’ll exchange a 21-gun salute with Castle Island’s Fort Independence. After he salute, she will head back into the inner harbor and exchange cannon fire with the sector Boston’s United States Coast Guard base located in the North End. During our excursion please enjoy a three course brunch made fresh aboard the vessel. 

-->Boston Fall Foliage Brunch Cruise -->

Weekends are a time for relaxing and getting your days started the right way. Join us for a Mimosa and Bloody Mary Cruise aboard the elegant Northern Lights to jump start your relaxation mode. Enjoy our gourmet brunch buffet and select a cozy seat aboard Northern Lights as we cruise around Boston Harbor to capture panoramic views of Boston. This is the perfect event for groups looking to entertain guests from out of town. You can see the sites without giving up a relaxing weekend. We can accommodate small bridal parties or even morning after wedding parties. The Brunch Cruise offers the perfect event for the individual or the group looking to celebrate and relax.

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