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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DoubleTree by Hilton Boston North Shore

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per person

Aug 23 - Aug 30

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

8/10 Very Good! (2,039 reviews)

Great room, friendly staff

Reviewed on Jul 16, 2025

Josiah Keith House

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per person

Aug 23 - Aug 30

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

9.8/10 Exceptional! (21 reviews)

The inn keeper was available at all times and very attentive to our stay. The history of the home given by the inn keeper was interesting and informative. Highly recommend.

Reviewed on Jun 24, 2025

The Windsor Inn

Central Square

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per person

Aug 23 - Aug 30

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

9.6/10 Exceptional! (5 reviews)

The property is like a home, in fact it is a home. The owner runs the hotel, he is a food lover himself and makes different dishes for his guests. Further lots of food options for self service at any time of the day are available. And most importantly, the price is relatively low for this area. And there is no compromise on quality at all.

Reviewed on Oct 3, 2022

Browse tours and tickets to explore Courageous Sailing Center

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

Classes & workshops

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Boston: Sunset Tall Ship Harbor Cruise

Free cancellation available

Attractions

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Boston CityPASS®: Admission to Top 4 Attractions

Free cancellation available

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