USA Sailing Trips

USA Sailing Trips

Cruises, Sailing & Water Tours See all

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New York Harbor Evening Sail with Live Jazz

5 star rating: Highly Recommended 7 Reviews

Step aboard a historic sailing ship and cruise around New York Harbor, taking in magnificent views of New York City on this entertaining evening jazz sail. ...  Read more

Location: New York City, New York
Duration: 2 hours (approx.)

From USD $58.99

New York Sailboat Cruise with Wine, Cheese and Charcuterie

4 star rating: Recommended 4 Reviews

Step aboard New York City’s only floating designated landmark and cruise along New York Harbor while tasting some of America’s best-known wines. During your ...  Read more

Location: New York City, New York
Duration: 2 hours (approx.)

From USD $94.99

Champagne Brunch Sail in New York City

5 star rating: Highly Recommended 2 Reviews

Enjoy a Sunday brunch unlike any other! From the decks of a classic schooner sailboat, enjoy breathtaking views of the Manhattan skyline, the Statue of ...  Read more

Location: New York City, New York
Duration: 2 hours (approx.)

From USD $94.99

Newport Harbor Sail Aboard Former America's Cup Yacht

Sail aboard an America's Cup 12-meter yacht for the ultimate Newport nautical experience! This 2-hour Newport Harbor cruise lets you ride in a yacht used in ...  Read more

Location: Newport, Rhode Island
Duration: 2 hours (approx.)

From USD $73.00

Craft Beer Sailing Cruise in New York City

4 star rating: Recommended 4 Reviews

Step aboard one of the largest sailing ships in the US and cruise along New York Harbor while tasting some of New York’s best craft beers. Sip crisp ales and ...  Read more

Location: New York City, New York
Duration: 1-hour and 45-minutes

From USD $67.49
$74.99 Save $7.50

Catamaran Sailing Lesson or Boat Rental in Biscayne Bay

Sailing on a sleek catamaran is the best way to explore Miami’s beautiful Biscayne Bay. Whether you want to learn how to sail or want to rent a boat to take ...  Read more

Location: Miami, Florida
Duration: Varies

From USD $16.29

Only Show: Day Cruises | Dolphin & Whale Watching | Duck Tours | Night Cruises | Sailing Trips | Submarine Tours

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