FL, Key West > Sailing Charters
10/19/2019 ~ 10/25/2019
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FL, Key West > Sailing Charters
10/19/2019 ~ 10/25/2019
wishlist
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Key West Sailing Charters

Morning Reef Snorkel and Sail in Key West
Begin the day in the lap of luxury on an expansive 69’ sailing catamaran with Sebago Watersports. First, you’ll sail...
Key West Full Day Power Adventure
The All Day Power Adventure is 6 hours of Key West awesome. This all-inclusive package includes everything you need to...
Land's End Sunset Sail with Hors d’Oeuvres
Excite yourself with the starburst blaze of colors that is the Key West sunset on a luxurious sunset sail. See the local...
Private Snorkel and Sunset Sail for up to Six Guests
Climb aboard and set out on a private snorkel and sunset sail. You'll get the best of both worlds as you glide across...
Private Harbor Day Sail Aboard the High Tide
Cruise the scenic waters of America's southernmost city on a day sail adventure with the professionals at Sunset Sail...
Private Chill Out Lily-Pad Sail - Up to Six Guests
Live the Key West lifestyle as you set sail over calm blue waters then drop anchor and chill out on a giant floating...
Sunset Sip and Sail with Open Bar and Live Music
Have you ever seen Key West at dusk on the open ocean? Just sit back and immerse yourself in the ambiance of this...
Private Sunset Sail Aboard the High Tide
Cruise the picturesque waters of Key West at sunset aboard the 33' High Tide yacht of Sunset Sail Key West. Among the...
Morning Reef Snorkel Tour
Experience AM snorkeling in the sparkling waters of the Florida Keys on a Morning Reef Snorkel Tour. Climb on board a...
Afternoon Reef Snorkel and Sail
Immerse yourself in the tropical waters of Key West when you set out on a snorkel and sailing adventure. Watch swarms of...
Sunset Sail Aboard the Historic When and If
Set sail on Key West’s most elegant historic schooner, the When And If. Built in 1939 for General George Patton’s...
Key West Sunset Sail on America 2.0
Embark on a spectacular sunset sailing adventure off the coast of Key West in search of the famed "Green Flash"....
Day Sail Aboard Schooner America 2.0
Explore the high seas in style on the Schooner America 2.0, namesake of the first sailboat to win the America's Cup in...
Mimosa Day Sail Aboard Schooner America 2.0
Take the helm and experience the majesty of sailing for yourself as you sit back and relax with a mimosa on a scenic day...
Rum & Reggae Sunset Snorkel Combo
Leave land behind for an evening of snorkeling and Reggae music on this Rum & Reggae Sunset Snorkel Combo cruise. The...
Commotion on the Ocean Sunset Cruise
Sail away with an ocean breeze for a night of music, drinks, and dancing on the Commotion on the Ocean Sunset Cruise....
Reef & Ritas Afternoon Snorkeling Trip
Experience the best afternoon on the Straights of the Florida Keys with this famous Reef & Ritas Afternoon Snorkeling...
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10/19/2019 ~ 10/25/2019