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USA Sailing Trips

USA Sailing Trips

Cruises, Sailing & Water Tours See all

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

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Nighttime Sailing Trip from San Diego

Come aboard a 36-foot (11-meter) yacht for a nightcap on this 2-hour sailing trip from San Diego! Your knowledgeable captain and crew will take you past the ...  Read more

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

From USD $324.79

Private Sailing Excursion from San Diego

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 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

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 $16.25

New York Sailboat Cruise with Wine, Cheese and Charcuterie

4 star rating: Recommended 3 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

Boston Tall Ship Evening Cruise

Spend a scenic, relaxing evening on the water on this Boston sightseeing cruise, the best way to see the waterfront sights. Travel back in time as you board a ...  Read more

Location: Boston, Massachusetts
Duration: 1.5 or 2 hours

From USD $39.90

Fall Schooner Sailing Tour around Boston Harbor Islands

Get a jump on the 2014 fall foliage and pre-book this popular foliage sailing tour! The 3-hour sailing trip takes place aboard a classic schooner, the ...  Read more

Location: Boston, Massachusetts
Duration: 3 hours (approx.)

From USD $76.00

Boston Tall Ship Day Cruise

Admire the sights of Boston from an amazing vantage point – from the water! On a morning or afternoon cruise, travel back in time as you sail smoothly along ...  Read more

Location: Boston, Massachusetts
Duration: 1.5 or 2 hours

From USD $44.10

Champagne Brunch Sail in New York City

3 star rating: Worth doing 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

Semi-Private Tour: Waikiki Luxury Yacht Snorkel and Sail

5 star rating: Highly Recommended 10 Reviews

Bask in the sunshine and feel the warm breeze on your face as you sail along the Waikiki coast on a private luxury yacht! On this private excursion with no ...  Read more

Location: Kewalo Basin, Oahu
Duration: 3 hours (approx.)

From USD $174.99

Tall Ship Sunset Cruise in Key West

5 star rating: Highly Recommended 4 Reviews

Enjoy an exquisite 2-hour sunset sailing adventure in Key West aboard a stunning tall ship! Take in great views of Mallory Square, Sunset Pier, Sand Key Light ...  Read more

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

From USD $68.54

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

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