Page 2 - Best Outdoor activities in Downtown Boston

Local Recommendations from our My Guide Boston team

Book Top Experiences and Tours in Boston:

If youʻre booking your trip to Boston last minute, we have you covered. Below are some of the top tours and experiences!

Filter Outdoor activities in Downtown Boston

Best Seller

Boston: Guided Walking Tour of the Freedom Trail

1679 Reviews

Boston: Guided Walking Tour of the Freedom Trail

Experience the American Revolution on Boston's iconic Freedom Trail through a guided walking tour of all 16 official sites. Pass by Faneuil Hall, the USS Constitution, and the Boston Massacre Site.

$31.00

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Boston Harbor: Winter Holiday Weekend Brunch Cruise

24 Reviews

Boston Harbor: Winter Holiday Weekend Brunch Cruise

Step aboard a 1920s-style classic yacht decked out in winter Christmas holiday decor with a heated main observation cabin. Enjoy a buffet brunch and relax as the boat cruises Boston Harbor.

$97.68

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Boston: Freedom Trail Tour

149 Reviews

Boston: Freedom Trail Tour

Explore the most famous historic trail in America with a colonial-costumed historical interpreter. See the famous locations while you relive Boston's history and learn about the American Revolution.

$26.00

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Boston: Boston Harbor Sunset Cruise

598 Reviews

Boston: Boston Harbor Sunset Cruise

Relax on a guided sunset cruise and enjoy amazing views from Boston Harbor of Boston's skyline as the sun sets and the lights of the city come to life.

$29.15

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Best Seller

Boston: Historical Sightseeing Cruise

1530 Reviews

Boston: Historical Sightseeing Cruise

Discover the historic and contemporary milestones of Boston’s inner and outer harbors during this fun, informative, fully narrated sightseeing cruise.

$46.00

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Boston CityPASS®: Save 45% at 4 Top Attractions

93 Reviews

Boston CityPASS®: Save 45% at 4 Top Attractions

Experience 4 must-see attractions, handpicked and packaged together at a 45% savings, with Boston CityPASS® tickets that are valid for 9 consecutive days including the first day of use.

$74.00

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Boston: Downtown Harbor Sailing Cruise

199 Reviews

Boston: Downtown Harbor Sailing Cruise

Discover the beauty of Boston Harbor on board a classic sailing schooner. Have an experienced crew to take care of your needs as you cruise past the Inner Harbor Islands and enjoy complimentary soda.

$61.05

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Boston: Freedom Trail History and Architecture Walking Tour

18 Reviews

Boston: Freedom Trail History and Architecture Walking Tour

Hear stories that highlight Boston’s history and culture as you walk the Freedom Trail from Faneuil Hall to Boston Common. This tour puts it all in context for you, from the time Boston was first settled to today’s quirky streets and mixed architecture.

$30.00

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Best Seller

From NYC: Boston and the Freedom Trail Full-Day Tour

475 Reviews

From NYC: Boston and the Freedom Trail Full-Day Tour

Experience the diversity of Boston, from Bunker Hill and the Boston Common to the campuses of Harvard and MIT. Walk the Freedom Trail and see Boston Harbor, site of the Boston Tea Party – one of the major events leading up to the American Revolution.

$179.00

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Boston: VIP Freedom Trail Tour with Old North Church Crypt

11 Reviews

Boston: VIP Freedom Trail Tour with Old North Church Crypt

Join the only guided tour exploring Old North Church from top to bottom—including the bell chamber, sanctuary, and crypt—as you dive deep into American history along Boston's Freedom Trail.

$59.00

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Boston Harbor Fall Foliage Weekend Brunch Cruise

18 Reviews

Boston Harbor Fall Foliage Weekend Brunch Cruise

Enjoy a freshly-made gourmet brunch buffet aboard a classic 1920s-style yacht on this cruise around Boston Harbor.

$77.70

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