Best Experiences in South Boston

Local Recommendations from our My Guide Boston team

Explore unique and authentic experiences in Boston curated by local experts. From hidden gems to popular landmarks, uncover the best of the city.

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!

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Best Seller

Downtown Boston Harbor Weekend Cruise with Brunch

49 Reviews

Downtown Boston Harbor Weekend Cruise with Brunch

Enjoy a relaxing morning cruise around Boston Harbor with a moderately narrated tour of the main sights. Savor brunch as you sail in style aboard a classic 1920's style boat.

$92.40

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Best Seller

Boston: Hop-on Hop-off Old Town Trolley Tour

1321 Reviews

Boston: Hop-on Hop-off Old Town Trolley Tour

Climb aboard a hop-on hop-off trolley and discover the wonders of Boston as you tour around the city. Hop off at 14 stops throughout Boston with over 100 points of interest with a 1 or 2-day ticket.

$52.45

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Boston: Harbor Sunset Yacht Cruise

266 Reviews

Boston: Harbor Sunset Yacht Cruise

See Boston Harbor from a 1920s-style yacht and admire the sun setting behind Boston's skyline. Buy a drink from the onboard bar and look out for city highlights, including Fort Independence.

$47.25

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Boston: Downtown Harbor Sailing Cruise

171 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.

$68.25

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Boston: Harbor Champagne Sunset Sail from Rowes Wharf

199 Reviews

Boston: Harbor Champagne Sunset Sail from Rowes Wharf

Experience a beautiful Boston harbor sunset on the water and see some of the city's waterfront landmarks as the sun dips below the horizon!

$71.40

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Boston: TV and Movie Filming Sites Private Tour

Experience Boston’s movie magic at over 40 filming locations for famous TV shows and movies. Join your private guide for a driving tour of attractions like Fenway Park and the New England Aquarium.

$270.00

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Boston: New England Harbor Cruise

184 Reviews

Boston: New England Harbor Cruise

Step on-board for a 1.5-hour sightseeing cruise to discover the history and mystery of the New England Harbor town, Boston.

$44.10

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