Backcountry Eco Tour-Sail, Snorkel, Kayak

Backcountry Adventure Eco Tour 🌴

Sail, kayak, and snorkel through the protected backcountry waters of Key West on this laid-back half-day eco adventure aboard a historic wooden schooner.

Limited to just 20 guests, this intimate tour explores the mangrove islands and calm waters of the Key West National Wildlife Refuge with guided kayaking and snorkeling along sponge gardens teeming with tropical marine life. Keep an eye out for dolphins, sea turtles, rays, and native birds along the way.

Relax on deck between adventures with complimentary beer, wine, homemade sangria, sodas, and water while enjoying a fresh island-style lunch buffet and afternoon snacks.
Perfect for nature lovers, first-time kayakers, and anyone looking to experience a quieter side of Key West.

• Adults (Ages 12+): Starting at $119.95
• Child (Ages 4-11): $89.95
• Young Child (Ages 3 & under): No Charge

Windjammer Classic Day Sail

Windjammer Classic Day Sail 🌅

Step aboard this historic schooner for an unforgettable Key West sailing experience aboard a classic 2-masted schooner. With spacious decks and a limited capacity of just 49 passengers, this relaxed sail combines old-world adventure with modern comfort.

Departing from the Historic Seaport, you’ll cruise past iconic Key West landmarks including Mallory Square, Sunset Key, and Fort Zachary Taylor while enjoying warm ocean breezes and panoramic waterfront views.

Guests are invited to help raise the sails, take a turn at the wheel, or simply relax with unlimited drinks including premium beers, boutique wines, homemade sangria, cocktails, soft drinks, and water.

Keep an eye out for dolphins, sea turtles, pelicans, and other marine wildlife as you enjoy one of the most authentic sailing experiences in Key West.

• Adults (Ages 12+): Starting at $49.95
• Child (Ages 4-11): $29.95
• Young Child (Ages 3 & under): No Charge

Schooner Sunset Sail

Schooner Sunset Sail 🌅

Sail into the sunset aboard the the only bugeye schooner in Key West. This relaxed evening cruise combines tropical ocean views, warm breezes, and one of the island’s most memorable sunset experiences.

Enjoy unlimited cocktails, premium beer, wine, champagne, Sebago’s famous homemade sangria, hors d’oeuvres, and shrimp cocktail while sailing past Mallory Square, Fort Zachary Taylor, and the Key West Harbor.

Help raise the sails, take a turn at the wheel, or simply sit back and enjoy the view as the sun sets over the Atlantic. Limited to just 22 passengers-this is the best in class for sunset sails in Key West.

• All Ages: Starting at $109.95

Windjammer Sunset Sail

Windjammer Sunset Sail 🌅

Experience a classic Key West sunset aboard this beautiful 2-masted schooner departing from the Historic Seaport. Enjoy panoramic ocean views, tropical breezes, and one of the island’s most iconic sunsets from the water.

Your sail includes premium beer, wine, prosecco, cocktails, shrimp cocktail, and chef’s selection hors d’oeuvres. Help raise the sails, take a turn at the wheel, or simply relax and enjoy the view as the sun sinks into the Atlantic.

• Adults (Ages 12+): Starting at $79.95
• Child (Ages 4-11): $49.95
• Young Child (Ages 3 & under): No Charge