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Sailing Trips

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All Inclusive Water Adventure Excursion in Key West

All Inclusive Water Adventure Excursion in Key West

This full day excursion from Key West includes all the fun things to do in the ocean - kayaking, snorkeling…



All-In-One Sail, Kayak, Snorkel aboard 32' Java Cat

All-In-One Sail, Kayak, Snorkel aboard 32' Java Cat

Dolphins, sea turtles or "flyin" rays may cross your path as you enter "The Lake", jewel of the Key West…



America's Cup Sailing Adventure on San Francisco Bay: Day Sail

America's Cup Sailing Adventure on San Francisco Bay: Day Sail

Welcome aboard for a thrilling 2.5 hour sailing adventure aboard USA 76, an International America’s Cup Class racing yacht that…



America's Cup Sailing Adventure on San Francisco Bay: Express Sail

America's Cup Sailing Adventure on San Francisco Bay: Express Sail

Welcome aboard for a family friendly 2 hour San Francisco Bay sailing tour aboard USA 76, an International America’s Cup…



Baltimore Inner Harbor Sailing Experience

Baltimore Inner Harbor Sailing Experience

Enjoy the beautiful Inner Harbor of Baltimore on this 1.5-hour sailing experience. Relax on an authentic schooner and see the…



Catamaran Sailing and Snorkel Adventure on Kane'ohe Bay

Catamaran Sailing and Snorkel Adventure on Kane'ohe Bay

Sail and snorkel in Oahu's Kaneohe Bay during a 3-hour cruise aboard a small catamaran. Set sail from He’eia State…



Chicago Skyline Sightseeing Cruise

Chicago Skyline Sightseeing Cruise

Leave the hustle and bustle behind! Explore Chicago's shores with a leisurely trip around Lake Michigan. Take in the world-famous…



Classic Sailboat Sunset Sail

Classic Sailboat Sunset Sail

This unforgettable 2.5 hour tour will circle you around the San Diego harbor during the most dramatic part of a…



Coastal Sailing Adventure in Wrightsville Beach

Coastal Sailing Adventure in Wrightsville Beach

Take a 2.5 hour sailing cruise on a Sparkman and Stephens Sailing Yacht. With your small-group, engage on this classic…



Craft Beer Sailing Cruise in New York City

Craft Beer Sailing Cruise in New York City

Step aboard one of the largest sailing ships in the US and cruise along New York Harbor while tasting some…



Friday Night Fireworks Cruise!

Friday Night Fireworks Cruise!

Relax and enjoy the views as you cruise along the beautiful coast of Waikiki. You'll enjoy the view of the…



Full Moon Sail on the San Francisco Bay

Full Moon Sail on the San Francisco Bay

Step aboard the Schooner Freda B for a distinctive once-a-month sail in honor of the full moon! Underway for a…



Half-Day Cruise with Kayaking and Snorkeling

Half-Day Cruise with Kayaking and Snorkeling

Don't miss one of the top things to do in Key West—a half-day sailing tour where you can explore the…



History of Chesapeake Bay Sailing Tour

History of Chesapeake Bay Sailing Tour

Learn about the maritime history of Baltimore and the Chesapeake Bay on this 1.5-hour sailing tour. Enjoy being on the…



Ketchikan Peddle Kayaks

Ketchikan Peddle Kayaks

Alaska on Peddle / Paddle / Sail Kayaks.Makes for an amazing trip.We will try and get you some whale watching…



Key West Backcountry Schooner Eco-Tour

Key West Backcountry Schooner Eco-Tour

Set sail aboard our classically-styled schooner as she departs Key West's Historic Seaport for a full day of sailing and…



Key West Sunset Snorkel Sail

Key West Sunset Snorkel Sail

3 Hour Sunset Snorkel SailSee the Living Coral Reefwatch the World Famous Key West SunsetHave a cool beverage.…



Kona-Kohala Coast Sunset Sail by Catamaran

Kona-Kohala Coast Sunset Sail by Catamaran

Explore the Waikoloa and Kohala-Kona coastline aboard The Spirit of Aloha, a 54-foot sailing catamaran. Catch the moment the sun…



Lahaina Champagne and Sunset Sail

Lahaina Champagne and Sunset Sail

A perfect Maui experience is not complete without witnessing the beauty of a sunset out on the ocean. Join us…



Lake George Steamboat Islands of the Narrows Cruise

Lake George Steamboat Islands of the Narrows Cruise

Offered daily, the 2 1/2 hour Islands of the Narrows Cruise is one of our most popular afternoon cruises. Take…



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