Plan a trip to see Courageous Sailing Center

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Boston Harbor Hotel

North End

per person

Sep 18 - Sep 21

found 1 day ago

Roundtrip flight included

Buffalo (BUF) to Boston (BOS)

9.8/10 Exceptional! (1,001 reviews)

Wonderful high end hotel in a fantastic area. Loved being able to walk to the north end!

Reviewed on Aug. 3, 2025

Four Seasons Hotel Boston

Bay Village

per person

Sep 6 - Sep 9

found 14 hours ago

Roundtrip flight included

Toronto (YTZ) to Boston (BOS)

9.4/10 Exceptional! (435 reviews)

Not my favorite Four Seasons. I requested that they remove any alcohol from my room and they didn’t accommodate that simple request. They seemed hurried. B-

Reviewed on Jun. 22, 2025

Raffles Boston

Back Bay

per person

Sep 18 - Sep 21

found 1 day ago

Roundtrip flight included

Buffalo (BUF) to Boston (BOS)

9.6/10 Exceptional! (132 reviews)

I had high expectations since we have been to Raffles Singapore before and after the recent renovations and it is one of our favorite hotels in the world! Glad to say that Raffles Boston did not disappoint. The hotel decor is gorgeous, thoughtfully luxurious in every detail. Location is great. Service is professional but friendly. The room butler is a convenience that cannot be overstated. Also, the first hotel that actually kept the room temperature at 66 F during the whole night. Adios, Four Seasons! Raffles is my new home in Boston.

Reviewed on Aug. 5, 2025

Tours & day trips

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Boston Old Town Trolley Hop-on Hop-Off City Tour

Free cancellation available

Private & custom tours

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North End Boston Mafia Exploration Game and Tour

Free cancellation available

Food, drink & nightlife

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Boston to Martha's Vineyard with Optional Island Tour

Free cancellation available

Attractions

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Boston CityPASS®: Admission to Top 4 Attractions

Free cancellation available

Adventure & outdoor

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Go City: Boston Explorer Pass - Choose 2 to 5 Attractions

Popular places to visit

Charlestown Navy Yard

You can find out about the history of Boston with a visit to Charlestown Navy Yard. Experience the fascinating museums or attend a sporting event in this vibrant area.

USS Constitution Museum

4.5/5(101 reviews)

Play sailor and learn even more about the U.S. Navy’s oldest ship at a museum just across from “Old Ironsides.”

The Freedom Trail

4.5/5(79 reviews)

Discover Boston’s best-known historic landmarks on this walking tour.

All Saints Way

Learn about the local history of Boston with a stop at All Saints Way. Stroll along the waterfront or experience the fascinating museums in this vibrant area.

Copp's Hill Burying Ground

4.5/5(2 reviews)

Learn about the local history of Boston when you take a trip to Copp's Hill Burying Ground. Discover the fascinating museums in this vibrant area, or seek out the local tours.

Old North Church

4.5/5(3 reviews)

Learn about the local history of Boston when you take a trip to Old North Church. Attend a sporting event or visit the notable monuments in this vibrant area.