10 Best Tours and Trips in Boston in 2025/2026 - Compare Prices

New England Holiday

No booking fees

Best price guaranteed

Celebrate the holiday season across New England, from Boston's historic charm and New Hampshire's winter magic to the seaside beauty of Newport, Rhode Island. Get into the holiday spirit at Snowport, a cozy European-style Christmas market in Boston’s lively Seaport District. Cozy up with carriage rides, cookies, and breathtaking mountain views at the Omni Mount Washington Resort. Stroll through Newport’s grand Gilded Age mansions and take in its famous ocean views. Discover culture, history, and seasonal cheer on a festive adventure celebrating New England’s iconic holiday traditions.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

1-99 yrs

Operated in

english

Destinations

Boston, New England, Bretton Woo

Boston, New England, Bretton Woods, NH, Newport, RI

Duration7 days

From

USD 3,349

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Usa and Canada Panorama

No booking fees

Best price guaranteed

From the glamour of Los Angeles to cosmopolitan Toronto, the "USA and Canada Panorama" tour is crafted for seniors who appreciate a gentle pace and comprehensive sightseeing. This 16-day journey whisks you through the continent’s iconic cities, scenic wonders, and cultural gems—seamlessly blending comfortable transport, quality hotels, and expertly guided excursions. Whether marveling at natural beauty or soaking in vibrant urban life, this trip ensures an easygoing yet enriching experience. Its distinctive appeal: a relaxed yet complete panorama of North America’s highlights, making it perfect for mature travelers seeking both comfort and variety.

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Los Angeles, Toronto, Quebec Cit

Los Angeles, Toronto, Quebec City, Ottawa, Bakersfield, Fresno, CA, New York, Boston, Montreal

Duration16 days

From

USD 3,953

USD 3,834

Saving

USD 119

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America's 250th

No booking fees

Best price guaranteed

In honor of America’s 250th anniversary, trace the story of the nation’s rise on a journey through Boston, New York, Philadelphia, and Washington, D.C. Begin in Boston, where the American Revolution took root and venture to nearby Lexington and Concord, where the “shot heard ’round the world” was fired. Explore historic New York City on a panoramic tour and sit down for lunch in an 18th century tavern. In Philadelphia, see the Liberty Bell and reflect on the nation’s founding at the Museum of the American Revolution. Explore Washington, D.C., from the U.S. Capitol Building to the city’s iconic monuments and memorials, and visit George Washington’s estate, Mount Vernon. Be immersed in the history of a country found on the ideals of “Life, Liberty and the pursuit of Happiness” in 1776.

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Washington D.C., Boston, New Yor

Washington D.C., Boston, New York, Philadelphia

Duration9 days

From

USD 3,899

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Autumn Colours

4.8

(5 reviews )

No booking fees

Best price guaranteed

There is a free bus from the airport to the hotel the bb bus in bnostion.

National parksBeach

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Boston, Burlington, North Conway

Boston, Burlington, North Conway, Bar Harbor, Rockport, ME

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Duration9 days

From

USD 4,152

USD 3,544

Saving

USD 608

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Usa and Canada Panorama with Chicago

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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From Washington to San Francisco

No booking fees

Best price guaranteed

From the historic streets of Washington D.C. to the iconic hills of San Francisco, the "From Washington to San Francisco" guided city sightseeing tour delivers an 18-day journey ideal for seniors. With stops in Montreal, San Francisco, and a range of vibrant American cities, this group adventure ensures comfortable accommodations, seamless transport, and included meals. The relaxed pace and varied itinerary make it an excellent choice for travelers seeking a thorough cross-country experience. Its USP is the rare opportunity to traverse the breadth of the USA while enjoying expert guidance and camaraderie.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Washington D.C., San Francisco

Washington D.C., San Francisco, Toronto, Los Angeles, Bakersfield, Fresno, CA, New York, Boston, Montreal, Quebec City, Ottawa

Duration18 days

From

USD 4,194

USD 4,068

Saving

USD 126

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Essential East Coast and Western Classics

No booking fees

Best price guaranteed

Explore the cultural treasures of North America on the 16-day 'Essential East Coast and Western Classics' tour, starting in New York and concluding in San Francisco. Designed with seniors in mind, this guided journey takes you through Montreal, Los Angeles, Bakersfield, and other vibrant cities. Enjoy leisurely sightseeing of historic and religious landmarks, all while staying in comfortable hotels and enjoying inclusive meals and transportation. What makes this tour stand out is its seamless blend of cultural heritage and modern cityscapes, ideal for those who appreciate both history and the comforts of well-organized group travel.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, San Francisco, Los Ang

New York, San Francisco, Los Angeles, Bakersfield, Fresno, CA, Boston, Montreal, Quebec City, Ottawa, Toronto

Duration16 days

From

USD 3,740

USD 3,628

Saving

USD 112

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Touring the East Coast end Toronto

No booking fees

Best price guaranteed

Picture yourself journeying from the heart of the USA to Canada’s cosmopolitan hub on the 'Touring the East Coast end Toronto' trip. Over 12 days, this guided city sightseeing tour leads you from Washington D.C. through Ottawa and Toronto, as well as several other key cities. Created for seniors, the pace is gentle and the logistics seamless: comfortable hotels, included meals, and group transport ensure a smooth experience. The unique advantage of this tour is its focus on both American and Canadian highlights—offering a cross-border adventure packed with cultural discovery and relaxation.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Toronto, Washington D.C., New Yo

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

Duration13 days

From

USD 2,641

USD 2,562

Saving

USD 79

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Essential East Coast

No booking fees

Best price guaranteed

Discover the best of the East Coast on a 7-day journey from New York to Quebec City with the 'Essential East Coast' city sightseeing tour. Travelers will enjoy stops in Boston, Quebec City, and New York, with all hotels, meals, and transport handled. This trip is especially suitable for seniors, with a relaxed pace and well-planned itinerary. The special feature is its concise yet thorough exploration of the region’s cultural highlights.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, Quebec City, Boston, Montreal

Duration7 days

From

USD 1,389

USD 1,347

Saving

USD 42

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Colours of New England

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 and Trips

Page 3 of 38 Trips in Boston with 93 Reviews

New England Holiday

Usa and Canada Panorama

America's 250th

Autumn Colours

Usa and Canada Panorama with Chicago

From Washington to San Francisco

Essential East Coast and Western Classics

Touring the East Coast end Toronto

Essential East Coast

Colours of New England

Page 3 of 38 Trips in Boston with 93 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 and Trips

Page 3 of 38 Trips in Boston with 93 Reviews

Page 3 of 38 Trips in Boston with 93 Reviews