10 Best Boston Multiday Tours in Fall

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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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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Fall Colours Of New England - Fall Tours

22% OFF TODAY

Super Sales

Fall Colours of New England - Fall tours

No booking fees

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

Super Sales

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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Indulgence in Eastern Canada - Fall tours

4.5

(2 reviews )

No booking fees

Best price guaranteed

It was great. I enjoyed all of the places. Would like more time to shop.

City sightseeingFood tours

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Toronto, Boston, Ottawa, Quebec

Toronto, Boston, Ottawa, Quebec City, Montreal

Duration8 days

From

USD 5,447

USD 5,284

Saving

USD 163

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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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East Coast and Dreamed Canada - Fall tours

(1 review )

No booking fees

Best price guaranteed

Everything was well arranged

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, Niagara Falls, Boston

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

Duration12 days

From

USD 2,438

USD 2,365

Saving

USD 73

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Discover Eastern US and Canada - Fall tours

Trip customizable

Best price guaranteed

This tour takes you through the scenic villages of New England and Iconic cities of Eastern America and Canada. Start your journey in New York - “the city that never Sleeps”. Drive to the historic city of Boston, one of oldest American municipality and home to some of the most important events of America’s Freedom struggle. Walk along the freedom trail and relive the stories of American Revolution. Next, cross the border and travel to the Historic City of Quebec, traversing through scenic New England with its picturesque villages and scenic mountains. Bask in the history of World UNESCO city of Quebec, one of the oldest cities in North America. Then drive to Montreal, the French infused Canadian City, known for its penchant for festivals and enjoying life. Later continue to the Canadian capital of Ottawa, the vibrant city of Parks and flowers, before reaching the truly cosmopolitan city of Toronto. Marvel at its amazing skyline, dominated by CN tower- one of the world’s tallest free-standing structures. Then, you get to wonder at the majestic Niagara Falls, before crossing the border back to US and make your way to Pennsylvania Dutch Country and discover the unique lifestyle of the Amish people. Travel through the Appalachian Mountains and visit the Gettysburg Civil War Memorial Battleground on your way to Washington, D.C. Explore the ins and outs of this magnificent city — the capital of the United States of America. Finally, end your journey with an incredible visit to Philadelphia, the legendary birthplace of America, where you will have the chance to visit the Independence Hall, the Liberty Bell or one of its many museums before you travel back to New York.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

New York, Washington D.C., Montr

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

Duration11 days

From

USD 2,204

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East Coast Essential End Toronto - Fall tours

No booking fees

Best price guaranteed

The 'East Coast Essential End Toronto' tour invites you on a 10-day city sightseeing journey from New York to Toronto, stopping in Montreal, Quebec City, Ottawa, and more. Perfect for seniors, the trip is paced for comfort, with included accommodations, transport, and meals. Its unique selling point is the curated route through some of eastern North America’s most fascinating cities, offering both cultural depth and ease of travel.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, Toronto, Boston, Montr

New York, Toronto, Boston, Montreal, Quebec City, Ottawa

Duration11 days

From

USD 2,236

USD 2,169

Saving

USD 67

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Touring the East Coast from Washington - Fall tours

No booking fees

Best price guaranteed

For those who crave a taste of both American and Canadian capitals, the 'Touring the East Coast from Washington' trip provides a 9-day journey from Washington D.C. to Quebec City. This easy-paced sightseeing tour is especially suitable for senior travelers, with accessible activities and thoughtfully arranged accommodations, meals, and transport. Along the way, you’ll explore Washington D.C., New York, and Quebec City, enjoying guided group experiences. The real charm of this tour lies in its seamless exploration of two nations’ most storied cities, making it a memorable and comfortable adventure.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Washington D.C., Quebec City, Ne

Washington D.C., Quebec City, New York, Boston, Montreal

Duration9 days

From

USD 1,771

USD 1,718

Saving

USD 53

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The Grand East - Fall tours

Trip customizable

Best price guaranteed

Visit cosmopolitan cities and state-of-the-art places like the Kennedy Space Center which exhibits modern space-age technology. Gaze upon the many monuments and museums the American capital is famous for in Washington D.C. Stay in historic Quebec City and cosmopolitan Montreal and stop in Canada’s elegant capital Ottawa including Toronto, the largest city in Canada. Visit the musical cities of Nashville and Memphis before a stop in the jazz city of New Orleans. Travel to the Gulf Coast to Florida, stopping in Orlando, and ending in sunny Miami

AdventureCity sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

13-99 yrs

Operated in

english

Destinations

New York, Roanoke, Gatlinburg, N

New York, Roanoke, Gatlinburg, Nashville, Memphis, New Orleans, Pensacola, Orlando, Miami, Boston, Quebec City, Montreal, Toronto, Niagara, Amish Country, Mount Washington, Washington D.C.

Duration20 days

From

USD 4,224

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Super Sales

Usa and Canada Panorama with Chicago - Fall tours

No booking fees

Best price guaranteed

Embark on a sweeping journey from Los Angeles to Chicago with the "USA and Canada Panorama with Chicago" guided city sightseeing tour. This 19-day adventure is crafted for seniors who enjoy discovering new places at a comfortable, easy-going pace. The itinerary covers highlights such as Fresno, New York, and nine other destinations, with group travel, hotel accommodations, and meals included. The tour’s USP is its broad scope—offering a rare look at both American and Canadian gems on one seamless itinerary.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Los Angeles, Chicago, Quebec Cit

Los Angeles, Chicago, Quebec City, Ottawa, Toronto, Niagara Falls, Detroit, Bakersfield, Fresno, CA, New York, Boston, Montreal

Duration19 days

From

USD 4,572

USD 4,435

Saving

USD 137

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Colours of New England - Fall tours

Trip customizable

Best price guaranteed

Embarking on a New England tour from Boston is a delightful journey through history, natural beauty, and iconic landmarks. This itinerary includes Cape Cod, Acadia National Park, the White Mountains, Vermont's White Mountains, Plymouth Rock, and Boston's historic Freedom Trail. This New England tour offers a perfect blend of history, natural beauty, and seasonal delights. Immerse yourself in the charm and allure of this picturesque region during the fall foliage season on a once-in-a-lifetime adventure

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Resort

Age Range

13-99 yrs

Operated in

english

Destinations

Massachusetts, Boston, Portland

Massachusetts, Boston, Portland, ME, Bar Harbor, Bretton Woods, NH, White Mountains National Forest, Newport, RI, Cape Cod

Duration10 days

From

USD 2,290

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All Boston Tours in Fall

18 Trips in Boston with 38 Reviews

Eastern USA & Canada Escape - Fall tours

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

Essential East Coast, Niagara and Chicago - Fall tours

Fall Colours of New England - Fall tours

Essence of Eastern Canada - Fall tours

Indulgence in Eastern Canada - Fall tours

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

East Coast and Dreamed Canada - Fall tours

Discover Eastern US and Canada - Fall tours

East Coast Essential End Toronto - Fall tours

Touring the East Coast from Washington - Fall tours

The Grand East - Fall tours

Usa and Canada Panorama with Chicago - Fall tours

Colours of New England - Fall tours

18 Trips in Boston with 38 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

18 Trips in Boston with 38 Reviews

18 Trips in Boston with 38 Reviews