Step aboard one of our classic wooden schooners and embrace the rhythm of the sea for a true Key West bucket-list experience. Whether you’re gliding into golden hour on our award-winning Key West Sunset Sail, feeling the breeze on a daytime Key West Windjammer Day Sail, exploring quiet mangrove channels on a Key West Eco-Tour, or kicking off the morning with our signature Key West Bloody Mary Sail, every trip invites you to see the island’s beauty from a new perspective.
The Appledore II, a hand-built two-masted schooner that circumnavigated the globe on her maiden voyage, now splits her seasons between Camden and Key West—sailing Maine’s rocky coast in summer and Key West’s tropical waters in winter. The Appledore Star, the last known Chesapeake Bugeye ever built, was designed with a shallow draft that lets her slip easily through Key West’s backcountry for daily eco-tours among the mangrove islands.
Private charters aboard Schooner Valora offer a beautiful, relaxed way to celebrate life’s moments at sea. From weddings and anniversaries to birthdays, family gatherings, and corporate events, Valora provides an intimate setting with classic lines, open decks, and attentive crew. Each charter is customized to your vision, with thoughtfully curated food and drinks, optional music, and sailing routes designed to make your time on the water effortless, memorable, and uniquely yours.
The Schooner Appledore II spends her summers sailing the stunning waters of Camden, Maine. If your travels take you north, be sure to join us for a memorable day sail or sunset cruise aboard this beloved historic vessel.
Sebago Key West is proud to be one of the island’s most trusted watersports and tour companies. We keep things simple—exceptional tours, fresh food, an incredible crew, and an unwavering commitment to our ships and your safety.
