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Sailing in Westchester County
Real sailing in Westchester County — live ratings, prices, and booking links.
Real sailing in Westchester County
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Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses
★ 4.9(997 reviews)· 2 hrs
From €97
Newport Afternoon Sightseeing Sail on Classic Sailboat
★ 4.9(170 reviews)· 1h 30m
From €51
Key West Parasailing - Next to Cruise Port with Amazing Views
★ 4.8(433 reviews)· 50 min
From €58
Sightseeing Day Sail around Boston Harbor
★ 4.8(591 reviews)· 2 hrs
From €59
Parasailing in Key West at Smathers Beach
★ 4.7(149 reviews)· 1 hr
From €54
Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres
★ 4.7(3,794 reviews)· 2 hrs
From €71
Key West Sunset Sail: Dolphin Watching, Wine, and Tapas
★ 4.6(757 reviews)· 2h 30m
From €79
Key West Afternoon Snorkel Sail with Unlimited Cocktails!
★ 4.4(1,610 reviews)· 3 hrs
From €53
Real listings from Viator, including live ratings and prices — clicking through takes you to book directly.
What to check before you book
- Compare what's actually included (guide, food, transport, entry fees) rather than just the headline price.
- Check the cancellation policy before booking, especially for weather-dependent or timed experiences.
- Read the meeting point details carefully — some tours start away from the main attraction.
Good to know
Westchester County is in United States. The local currency is the United States dollar ($).
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FAQs — Sailing in Westchester County
Based on real current ratings, "Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses" is the highest-rated option we found (4.9 stars) — see the listings above.