USA Sailing Trips

USA Sailing Trips

Cruises, Sailing & Water Tours See all

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Champagne Brunch Sail in New York City

4 star rating: Recommended 6 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

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

Sunset Champagne Dinner Cruise

3.5 star rating: Worth doing 6 Reviews

Let our expert captain and crew steer you into the sunset for your special evening. Enjoy gourmet appetizers & a full open bar on this incredible champagne ...  Read more

Location: Kawaihae, Hawaii
Duration: 2 hours (approx.)

From USD $129.00

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

Shipwreck Snorkel and Wild Dolphin Encounter

4.5 star rating: Recommended 21 Reviews

Spend a beautiful Florida day out in the clear, blue waters off Key West. On the Key West Shipwreck Snorkel and Wild Dolphin Encounter cruise, you’ll spot ...  Read more

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

From USD $95.59

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

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 $75.00

Dennis Conner's Sailing Experience Aboard America's Cup Yachts

4 star rating: Recommended 2 Reviews

Sail away on San Diego Bay on a thrilling sailing adventure aboard an America's Cup racing yacht owned by Dennis Conner. With a maximum of 20 people per boat, ...  Read more

Location: San Diego, California
Duration: 2 hours 30 minutes (approx.)

From USD $98.99

Key West Schooner Sailing

5 star rating: Highly Recommended 3 Reviews

Take to the sea aboard an 1890s-style schooner from Key West and admire its beauty on the clear, calm Caribbean waters! As you sail through the turquoise ...  Read more

Location: Key West, Florida
Duration: 1 hour 30 minutes (approx.)

From USD $45.00

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 $79.80

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: Honolulu, Oahu
Duration: 3 hours (approx.)

From USD $174.99

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

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