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

Sort by:

Royal Feast Dinner Sail

Come aboard Alii Nui, a luxurious sailing catamaran, and experience the Royal Feast Sunset Dinner Sail. Alii Nui and her expert crew treat you to a truly ...  Read more

Location: Maalaea, Hawaii
Duration: 2 hours 30 minutes (approx.)

From USD $179.00

Private Sailing Excursion from San Diego

5 star rating: Highly Recommended 3 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

Shipwreck Snorkel and Wild Dolphin Encounter

4.5 star rating: Recommended 19 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 $79.49

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

Teralani Sunset Maui Cocktail Sail

4.5 star rating: Recommended 7 Reviews

This relaxing Maui cocktail cruise takes you between the islands of Lanai and Molokai, for a stunning picture-perfect sunset. Unwind with your favorite ...  Read more

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

From USD $71.50

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

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

Catamaran Sailing and Snorkel Adventure on Kaneohe Bay

Sail and snorkel in Oahu's Kaneohe Bay during a 3-hour cruise aboard a small catamaran. Set sail from He’eia State Park with your expert guide and visit ...  Read more

Location: Oahu, Hawaii
Duration: 4 hours (approx.)

From USD $171.99

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 7 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

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

Romantic Sunset Sail

Come aboard Alii Nui and get the Royal Treatment. Alii Nui and her expert crew will treat you to a truly memorable evening. Heavy appetizers and a full, open ...  Read more

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

From USD $139.00

America's Cup Racing Experience in Newport

Race aboard a 12 Meter America’s Cup contender! Aboard the 12 Meter racing yachts, your professional and friendly crew will coach those interested in a ...  Read more

Location: Newport, Rhode Island
Duration: 3 hours (approx.)

From USD $115.00

Monterey Bay Sailing Family Cruises

Bring your loved one(s), small groups, and even your dog (We are pet friendly) to join us for a memorable sailing cruise within the most bio-dense, and ...  Read more

Location: Monterey, California
Duration: 1 hour (approx.)

From USD $69.00

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

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

Viator uses cookies to improve your experience on our website. Learn more about how we use cookies and how to change your cookie settings | Close message