Key West’s Award Winning Schooner Cruises

Adventure Awaits you

Day Sails

Day Sails

Key West's #1 Rated Day Sail
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Sunset Sails

Sunset Sails

Key West's Award Winning Sunset Sails
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Bugeye Backcountry Eco Tour

Bugeye Backcountry Eco Tour

Eco Tour
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Private Charters

Private Charters

Charter Our Historic Schooners
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Historic Schooners

That Honor The Waters Of Key West

Schooner Appledore II circumnavigated the world on her first journey. She continues to prove her seaworthiness as she makes the twice-a-year journey between Key West and Camden for daily sailing adventures.

Appledore Star is the last known Chesapeake Bugeye ever built. This unique shallow draft design allows her to navigate Key West’s backcountry with ease on daily eco-tours exploring mangrove islands.

Experience a Key West bucket list experience on one of our historic Schooners.  Choose from our award winning Key West Sunset Sail, Key West Windjammer Day Sail, Key West Eco-Tour or start your vacation with our Key West Bloody Mary Sail.

Discover These Great Key West

Wooden Schooners

Step aboard the Appledore II for a true sailing adventure. This two-masted hand-built wooden schooner calls both Camden, Maine and Key West, Florida home. During warm weather months enjoy a scenic sail along Maine’s magnificent rocky coast. When the weather turns cold, the Appledore II heads south and sails Key West’s tropical waters.

see the schooners

 

Welcome back!  We are pleased to announce our official re-opening on June 5th with reduced capacities and additional safety protocols to ensure a safe and enjoyable experience for both passengers and crew.  Advanced reservations (book Online or Call) are required. No walk ups are permitted per the City of Key West at this time.