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:

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

Luxury Catamaran Cruise from Oahu

4 star rating: Recommended 22 Reviews

Take a 2-hour sail through the waters of Hawaii on one of the fastest & most luxurious catamarans in Honolulu. Cruise the coast and open water alongside ...  Read more

Location: Waikiki, Oahu
Duration: 2 hours (approx.)

From USD $79.00

Monterey Bay Sailing Family Cruise

Bring your loved ones, 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 $39.00

Shipwreck Snorkel and Wild Dolphin Encounter

4.5 star rating: Recommended 20 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

New York Sailboat Cruise with Wine, Cheese and Charcuterie

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

Sunset Champagne Dinner Cruise

4 star rating: Recommended 11 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

Wind and Wine Sunset Sail

5 star rating: Highly Recommended 3 Reviews

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

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

Key West Sail and Snorkel Day Trip from Fort Lauderdale

Whether you’re an experienced snorkeler or you want to try something new and exciting, you’ll find Key West to be the perfect destination for fun in the ocean. ...  Read more

Location: Fort Lauderdale, Florida
Duration: 15 hours (approx.)

From USD $164.99

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

America's Cup Sailing Adventure on San Francisco Bay

USA 76 is a unique opportunity to participate in the sailing of an International America’s Cup Class yacht. Sail the official race course from the 2013 ...  Read more

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

From USD $140.00

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 $275.00

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

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

Monterey Bay Sunset Appetizer Cruise

Our most-popular and romantic cruise with or without hors d’oeuvres. The appetizer option includes two hors d’oeuvres beginning with brie cheese, sliced pear, ...  Read more

Location: Monterey, California
Duration: 2 hours (approx.)

From USD $89.00

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