USA Sailing Trips

USA Sailing Trips

Cruises, Sailing & Water Tours See all

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Private Sailing Excursion from San Diego

5 star rating: Highly Recommended 2 Reviews

Set out on a private, relaxing 2-hour sailing excursion from San Diego on a fully restored, 36-foot (11-meter) Cal Jensen yacht. Sail past the Maritime Museum ...  Read more

Location: San Diego, California
Duration: 2 hours (approx.)

From USD $67.69

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

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

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 $74.99

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

Morning and Afternoon Half Day Cruise

Don't miss one of the top things to do in Key West! Come enjoy the Florida Keys on this kayaking, snorkeling and sailing adventure. You will cruise out to the ...  Read more

Location: Key West, Florida
Duration: 4 hours 30 minutes (approx.)

From USD $85.99

Wind and Wine Sunset Sail

Cruise into the sunset with wines from all around the world, Import and Domestic beers and Hors d'euvres. This cruise is great for a romantic evening or just ...  Read more

Location: Key West, Florida
Duration: 2 hours (approx.)

From USD $86.00

Premium Full Day Excursion in Key West

This full day excursion from Key West includes all the fun things to do in the ocean - kayaking, snorkeling and sailing! You will head way back into the Key ...  Read more

Location: Key West, Florida
Duration: 6 hours 30 minutes (approx.)

From USD $118.25

Private San Francisco Sailing Tour

Charter a private sailing tour on San Francisco Bay aboard the yacht Fearless . Not a tour boat, but a real sailboat, heading under the Golden Gate Bridge ...  Read more

Location: Sausalito, California
Duration: Flexible

From USD $137.50

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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