Cruises aren't the only way to have fun on the water while on vacation! Arrange some lessons at Courageous Sailing Center.

To visit this water activities complex, make your way to Charlestown. You'll find lots of other things to see in the area, like Fenway Park, Boston Common, and Faneuil Hall Marketplace.

Plan a trip to see Courageous Sailing Center

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By the Sea Guests Bed & Breakfast & Suites

Save 100% on your flight

$920

per person

Aug 21 - Aug 25

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

9.4/10 Exceptional! (193 reviews)

Loved it here! Everyone was friendly and helpful.

Reviewed on Jul 1, 2026

Boston Harbor Hotel

North End

Save 100% on your flight

$1,378

per person

Sep 3 - Sep 7

found 1 day ago

Roundtrip flight included

Burbank (BUR) to Boston (BOS)

9.8/10 Exceptional! (1,002 reviews)

We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on Jun 15, 2026