Set sail on a private Windjammer Champagne Sunset Sail in Key West and witness the stunning Florida Keys sunset while sipping champagne. Discover why this sunset cruise is a must-do experience when visiting Key West.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for all fitness levels with minimal physical exertion required.
Wildlife
History
Key West has a rich maritime history with the Windjammer originally representing the classic sailing ships that supported trade and fishing in the area.
Conservation
Appledore and Key West promote eco-friendly marine practices, ensuring the health of coral reefs and local wildlife by adhering to responsible sailing guidelines.
Appledore - Key West
Set sail on a private Windjammer Champagne Sunset Sail in Key West and witness the stunning Florida Keys sunset while sipping champagne. Discover why this sunset cruise is a must-do experience when visiting Key West.
Appledore - Key West operates traditional schooner sails and themed cruises from Key West, Florida. The company features two primary vessels, the Appledore II and the Appledore Star, offering a range of departures that include champagne sunset sails, classic day sails, morning Bloody Mary sails, and specialized eco excursions.
Trips combine authentic sailing traditions with modern comfort: guests can help raise sails, enjoy roomy seating, and watch coastal wildlife like dolphins and pelicans. The fleet’s scheduled experiences range from relaxing evening cruises with gourmet hors d'oeuvres and premium beverages to active backcountry adventures that include kayaking through mangrove islands and snorkeling at sponge gardens as part of the Bugeye Backcountry Eco Tour.
Appledore - Key West lists limited-capacity departures and small-group options to preserve an intimate onboard experience and provide personalized attention. Event participation includes seasonal evenings such as the Lighted Boat Parade, offered on select dates with reserved seating and curated beverage selections. Crews are trained to guide sailing activities and support snorkeling and kayaking components where included.
All itineraries are presented with clear descriptions so visitors can choose the appropriate trip—whether seeking a romantic sunset, a family-friendly day sail, or an eco-focused exploration of Key West waters. Operating from Key West, Florida, the Appledore offerings highlight regional maritime heritage through historic schooner sailing and curated coastal experiences.
Location
Key West, FL
Sails depart from Key West harbors.
Tours Offered
6 tours
Sunset, day, morning, and eco options.
Vessels
Appledore II & Appledore Star
Historic two-masted schooners in operation.
Special Events
Lighted Parade Participation
Seasonal boat parade event seating available.
Reserve limited seats for champagne sunsets, day sails, or the backcountry eco tour and secure a memorable Key West experience.
Arrive Early for Best Seating
Arriving 15 minutes early ensures you get your preferred spot onboard to fully enjoy the sunset views.
Bring a Light Jacket
Evenings on the water can get breezy, especially after the sun sets, so pack a light jacket or sweater.
Use Reef-Safe Sunscreen
Protect the ocean environment by applying reef-safe sunscreen before boarding to minimize ecological impact.
Limit Footwear to Non-Marking Shoes
Wear soft-soled shoes or go barefoot to avoid damaging the boat’s deck and for better safety onboard.
Light Jacket
Keeps you warm against the cool evening breeze after sunset.
fall
Reef-Safe Sunscreen
Protects your skin and the marine environment during daytime embarkation.
summer
Sunglasses
Helps reduce glare from water and enhances comfort while sailing.
summer
Non-Marking Boat Shoes
Provides better footing and protects the boat’s deck.