USA Sailing Trips
Key West Wind & Wine Sunset Sail
The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Trip Advisor three years running.
... Read More2 Hours (approx.)Best RateDetails
$85Best RateDetails
$85Key West Sail, Snorkel, Kayak with Sunset Option
Enjoy an unforgettable morning or afternoon of sailing, kayaking and snorkeling in the pristine marine wilderness of the Key West National Wildlife Refuge.
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$80Best RateDetails
$80Private Sunset Sailing Adventure in Orange Beach
We are a true sailing experience.
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$333.342 hour Private day sailing and sightseeing cruise
We are a locally owned and operated business.
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$282.06Boston to Martha's Vineyard Day Trip with Optional Island Tour
Don't be fooled by copycats.
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$105- Best RateDetails
$75 Key West Backcountry Safari
Spend an unforgettable day sailing emerald waters, kayaking mangrove-shaded channels and snorkeling coral gardens in an unspoiled marine wilderness.
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$120Best RateDetails
$120Miami Bus Tour + Miami Boat Tour Combo
Get the total Miami experience with a bus tour of the city’s top interest points and icons followed by a Biscayne Bay cruise along Millionaire’s Row.
... Read MoreDetails$99
$75Details$99
$75Key West Morning Mimosa Private Charter
This exclusive experience is for 1 to 40 persons as a private charter and includes unlimited pastries, juices, coffee and mimosas for your group!
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$450Best RateDetails
$450Sunset Sail in Key West
CRUISE Each cruise is different.
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$75San Diego Whale Watching Cruise
Jump on board the world-famous America sailing schooner for a once-in-a-lifetime whale watching experience.
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$79Small-Group San Diego Afternoon Sailing Excursion
Set sail from San Diego on this small-group sailing tour!
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$95Luxury Private Sailing Charter
There is no other tour in Key West like this!
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$800Overnight Sailing Excursion anchoring at night safely inside the reef by islands
Your wishes will be carried out.
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$1,195Small-Group San Diego Sunset Sailing Excursion
Set sail from San Diego on this small-group sailing tour on a sunset sail on the open ocean.
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$95Classic Sailboat Sunset Sail
We offer a premium sailing experience aboard the vintage sailing yacht “Liberty”.
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$110Sailing Charters/Downtown Key West - Half day with snorkeling, up to 6 persons
We have learned from our years of operation what most people like to do but are open for your requests
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$585Harbor Sailing Tour in San Diego --> Private Yacht for Small Groups!
Meet your skipper at H & M Landing on Shelter Island, a well-known area of San Diego where some of the best seafood restaurants are located.
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$3502-Hour Sunset Sail on the San Francisco Bay
Whether you want to kick off a fabulous date night or wrap up an enjoyable afternoon, this two-hour sunset sail is just the ticket.
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$65fromDetails
$65Key West Full-Day Island T'ing Eco-Tour: Sail, Snorkel and Kayak Adventure
Beautiful Key West is surrounded by sparkling blue waters of the Gulf of Mexico, making kayaking and snorkeling the perfect way to spend a fun day in the sun.
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$114.95Alcatraz Tour and San Francisco Bay Sailing Cruise Combo
Double your fun on the Bay with this Sail ‘n Jail package!
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$96fromDetails
$96