10 Best Boston Multiday Tours in Fall

Treasures Of Cape Cod & The Islands - Fall Tours

13% OFF TODAY

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Treasures of Cape Cod & the Islands - Fall tours

4.9

(23 reviews )

No booking fees

Best price guaranteed

Everything about the trip was excellent. The hotels were very comfortable with superb food and service. The sights and venues were interesting with enough time a)lottery to see and enjoy them. The your director was great. She was creative in solving minor glitches. The driver was fantastic guiding the very comfortable but big bus through the narrow New England streets. The patrons were the most congenial group I have ever risen with. Top notch in every aspect.

ExplorerAdventure

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Boston

13% OFF TODAY

Duration8 days

From

USD 5,188

USD 4,529

Saving

USD 659

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17% OFF TODAY

Eastern USA & Canada Escape - Fall tours

4.4

(18 reviews )

No booking fees

Best price guaranteed

I enjoyed this tour as it was nicely managed. I will certainly opt for next tour thru Expt Explorer.

Natural landmarks sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

New York, Boston, Washington D.C

New York, Boston, Washington D.C., Quebec City, Ottawa, Toronto, Niagara Falls, Detroit, Pittsburgh

17% OFF TODAY

Duration12 days

From

USD 4,245

USD 3,535

Saving

USD 710

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15% OFF TODAY

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New England's Fall Foliage - Fall tours

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Best price guaranteed

Embrace the beauty of New England during this 8-Day guided tour. Behold Boston, one of the oldest cities in the U.S. and where much of the country was formed; here, you will traverse part of the red-brick Freedom Trail, where you will see the hall that housed the country’s first-ever town meeting and many more historic sites. Admire the bronzing leaves of Vermont’s lush trees as you travel to Stowe, where the real Von Trapp family of ‘The Sound of Music’ chose to live — and where you will stay. In Montpelier, visit a maple syrup farm where you can taste the sweet golden liquid tapped straight from the trees. Ride a gondola at Loon Mountain Resort into New Hampshire’s White Mountains and see as far as Canada. See Maine’s oldest lighthouse in Portland, then celebrate your trip with a decadent fresh lobster dinner.

Adventure

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Boston, Saratoga Springs, Stowe

Boston, Saratoga Springs, Stowe, North Conway, Portland, ME

15% OFF TODAY

Duration8 days

From

USD 4,414

USD 3,767

Saving

USD 647

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11% OFF TODAY

Eastern USA & Canada Escape (incl. New York) - Fall tours

4.2

(12 reviews )

No booking fees

Best price guaranteed

It's my 2nd Expat Explore experirnce. Had a great fun time with the tour. Our tour leader, Larry, always make it a point to address our concerns, and he's very informative. The driver, Leo, also did a great job. Fantastic tourmates as well with no issues. Such an ultimate experience of a lifetime. Highly recommended!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

New York, Philadelphia, Niagara

New York, Philadelphia, Niagara Falls, Detroit, Pittsburgh, Washington D.C., Boston, Quebec City, Ottawa, Toronto

11% OFF TODAY

Duration15 days

From

USD 5,015

USD 4,465

Saving

USD 550

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Essential East Coast, Niagara and Chicago - Fall tours

No booking fees

Best price guaranteed

From the bright lights of New York to the architectural wonders of Chicago, the 'Essential East Coast, Niagara and Chicago' tour is a 14-day city sightseeing trip designed for seniors. This guided journey covers Detroit, Toronto, and other key destinations, with all logistics managed for your ease. The highlight is its comprehensive route, encompassing both historic and modern marvels in an itinerary that balances excitement with comfort.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, Chicago, Niagara Falls

New York, Chicago, Niagara Falls, Detroit, Boston, Montreal, Quebec City, Ottawa, Toronto

Duration14 days

From

USD 2,845

USD 2,760

Saving

USD 85

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Colors of New England - Fall tours

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Best price guaranteed

Be charmed by the colors of New England from the heart of historic Boston to the farms, mountains, and coast of the North. Begin your journey in historic Boston. Explore Woodstock, Vermont, a quintessential New England village. Watch apples transform into cider before your eyes at Cold Hollow Cider Mill. Learn about the maple sugaring industry of New England on a farm tour of the Rocks Estate. Relax as you cruise along Lake Winnipesaukee and admire the splendid views. Dig in at a traditional New England lobster dinner. Travel up the winding Auto Road to see the stunning views from the summit of Mount Washington. Marvel at Maine’s dramatic coast and discover the seaside communities of Portland and Kennebunkport. This is New England at its finest.

Art and architecture

Tour Type

Group Tour

Accommodation

Resort, Lodge, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Boston, Portland, OR, Stowe, North Conway, Portland, ME

Duration8 days

From

USD 3,949

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Fall Colours Of New England - Fall Tours

22% OFF TODAY

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Fall Colours of New England - Fall tours

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Best price guaranteed

If the idea of New England brings images of picture perfect villages, sleepy fishing towns, vast swathes of golden beaches and presidential summer homes into your mind’s eye, this trip will not disappoint. Starting in historic Boston you’ll visit lovely Cape Cod, stunning Stowe and sea swept Maine, all adorned in vibrant fall foliage.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Boston, Plymouth, Cape Cod, Prov

Boston, Plymouth, Cape Cod, Providence, Killington, Vermont, North Conway

22% OFF TODAY

Duration10 days

From

USD 2,775

USD 2,155

Saving

USD 620

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18% OFF TODAY

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Essence of Eastern Canada - Fall tours

4.8

(5 reviews )

No booking fees

Best price guaranteed

Very well planned service. Our Tour Director was very knowledgable and very accommodating. She really made us feel at home and gave tremendous information. Our drive was excellent and made us feel very safe. The tour covers a lot of interesting sites and at the same time gives you free time to explore on your own, should you wish. All the hotels we stayed in were very good. Whole of the tour is well planned and every day, next day's itinerary, was given in good time so that we can decode how we want to utilise the day. The coach is very comfortable. Everyday cleaned the coach so that everyone can get the best view while travelling. Sufficient comfort breaks are already built-in to ensure that everyone can travel without any anxiety. Local guides were very knowledgable and helpful and gave valuable details that make you appreciate the local history, community, architecture and customs. In all the hotels we stayed the staff were very polite and went out of their way to help. Overall the tour was way nicer beyond our expectations. We can say with certainty that we will be using Costsavers in future. really makes any tour with her very entertaining and informative. I do not have enough words to describe how effective she is as a tour director. I look forward to join her in other tours in future.

AdventureCity sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Toronto, Boston, Ottawa, Quebec

Toronto, Boston, Ottawa, Quebec City, Montreal

18% OFF TODAY

Duration8 days

From

USD 1,650

USD 1,355

Saving

USD 295

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Washington, NY and Boston - Fall tours

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Best price guaranteed

Enjoy a classic journey along the US East Coast with the "Washington, NY and Boston" tour. Perfect for seniors, this 6-day sightseeing trip highlights the best of Washington D.C., New York, and Boston. With all accommodations, transport, and meals arranged, you can focus on soaking up each city’s unique personality and historic landmarks. The tour’s easy pace and expert guidance ensure a comfortable, worry-free experience. Its USP lies in the seamless access to three of America’s most storied cities within one concise, well-organized itinerary.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Washington D.C., Boston, New York

Duration6 days

From

USD 1,197

USD 1,161

Saving

USD 36

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Best Of Eastern Canada And Usa - Fall Tours

13% OFF TODAY

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Best of Eastern Canada and USA - Fall tours

(5 reviews )

No booking fees

Best price guaranteed

Great tour itinerary with 2 x night accommodation at quality, well-located, hotels. Daily schedules included stops at highlights both en-route or at designated city stopovers, as well as sufficient “at leisure” time to explore independently. Our excellent Tour Director, provided insightful knowledge of destinations and recommendations throughout the tour. The coach transport was first-class as was our Driver. Availability of the on-board Wi-Fi and electronic device re-charging was particularly convenient. The Local Guides were engaging and professional.

ExplorerAdventure

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

New York, Toronto, Washington D.

New York, Toronto, Washington D.C., Niagara Falls, Ottawa, Montreal, Quebec City, Boston

13% OFF TODAY

Duration14 days

From

USD 8,190

USD 7,150

Saving

USD 1,040

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Eastern Round ends Chicago - Fall tours

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Best price guaranteed

Journey through the heart of America’s eastern region with the 16-day 'Eastern Round ends Chicago' tour. Perfect for seniors who seek a blend of history and culture at an easy pace, this trip weaves together Toronto, Chicago, Detroit, and more. The itinerary is packed with visits to cultural, historic, and religious landmarks, all with group guidance, comfortable accommodation, and all meals included. The unique draw of this package is its comprehensive sweep of the eastern USA, allowing travelers to immerse themselves in a variety of cityscapes and traditions with complete peace of mind.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Washington D.C., Chicago, Toront

Washington D.C., Chicago, Toronto, Niagara Falls, Detroit, New York, Boston, Montreal, Quebec City, Ottawa

Duration16 days

From

USD 3,251

USD 3,153

Saving

USD 98

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Treasures of Cape Cod & the Islands, a Women-Only Tour - Fall tours

No booking fees

Best price guaranteed

Embrace history and glamour on this 8-Day women-only tour as you travel with a small group from Massachusetts to Rhode Island. Follow the red-brick Freedom Trail in Boston to see where the U.S. took shape. On the shores of Cape Cod Bay, see Plymouth, a coastal town famous for its rich history as the landing site of the Pilgrims in 1620; visit the living history museum at Plimoth Patuxet. At Martha's Vineyard, pass the former home of Jacqueline Kennedy Onassis and to Oak Bluffs, an idyllic town with gingerbread-like cottages. Indulge in a Sea-to-Table feast filled with fish caught from local fishermen, fresh produce from nearby farms and delicacies picked by foragers. In the seaside city of Newport, board an 80-foot schooner to cruise the coastline, taking in views of historical buildings and the homes of the rich and famous — and learn about the area’s past as a pirates’ haven.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Boston, Sandwich, Martha's Viney

Boston, Sandwich, Martha's Vineyard, Newport, RI

Duration8 days

From

USD 5,944

USD 5,766

Saving

USD 178

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New England's Fall Foliage, a Women-Only Tour - Fall tours

No booking fees

Best price guaranteed

With a tapestry of vibrantly coloured leaves at every turn, New England in the autumn is a sight to behold. On this eight-day guided women-only tour, explore Boston, one of the oldest cities in the U.S., walking part of the red-brick Freedom Trail and seeing the hall that housed the country’s first-ever town meeting. Marvel at the bronzing leaves of Vermont’s trees as you travel to Stowe and visit the women-owned and -managed Bread and Butter Farm. In Montpelier, delight in a visit to a maple syrup farm where you can taste the sweet golden liquid tapped straight from the trees. Ascend a gondola at Loon Mountain Resort into New Hampshire’s White Mountains and join a MAKE TRAVEL MATTER® Experience for an insightful talk by a woman who is an expert on the North Woods' wildlife and ecology. With your small group of like-minded travellers, celebrate your trip with a decadent lobster dinner.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Boston, Saratoga Springs, Stowe

Boston, Saratoga Springs, Stowe, North Conway, Portland, ME

Duration7 days

From

USD 5,774

USD 5,601

Saving

USD 173

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Whashington, NY with Capites Canadienses end NY - Fall tours

No booking fees

Best price guaranteed

Venture through North America’s historic capitals on the "Whashington, NY with Capites Canadienses end NY" sightseeing tour. Spanning 14 days, this journey is tailored for seniors who appreciate a relaxed pace and comprehensive exploration. Starting in Washington D.C. and ending in New York, the itinerary includes stops in Quebec City, Montreal, and several US destinations. With comfortable hotels, seamless transport, and meals included, you’ll travel in ease and style. The tour’s unique draw is its cross-border experience, offering a blend of American and Canadian culture and history in one thoughtfully designed package.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, Washington D.C., Toron

New York, Washington D.C., Toronto, Niagara Falls, Boston, Montreal, Quebec City, Ottawa

Duration14 days

From

USD 2,845

USD 2,760

Saving

USD 85

View Tour

All Boston Tours in Fall

28 Trips in Boston with 64 Reviews

Treasures of Cape Cod & the Islands - Fall tours

Eastern USA & Canada Escape - Fall tours

New England's Fall Foliage - Fall tours

Eastern USA & Canada Escape (incl. New York) - Fall tours

Essential East Coast, Niagara and Chicago - Fall tours

Colors of New England - Fall tours

Fall Colours of New England - Fall tours

Essence of Eastern Canada - Fall tours

Washington, NY and Boston - Fall tours

Best of Eastern Canada and USA - Fall tours

Eastern Round ends Chicago - Fall tours

Treasures of Cape Cod & the Islands, a Women-Only Tour - Fall tours

New England's Fall Foliage, a Women-Only Tour - Fall tours

Whashington, NY with Capites Canadienses end NY - Fall tours

28 Trips in Boston with 64 Reviews

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Boston Tours in Fall

28 Trips in Boston with 64 Reviews

28 Trips in Boston with 64 Reviews