Kickstart your day in Key West aboard the beautiful Appledore II with complimentary cocktails and stunning wildlife sightings. Ready your sea legs for an unforgettable morning sail!
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2–3 hours
Fitness Level
Suitable for most fitness levels; minimal physical exertion required with opportunities to steer if desired.
Wildlife
History
Key West’s maritime history is rich, with schooners like the Appledore II evoking the island’s legacy of trade and exploration dating back centuries.
Conservation
Appledore - Key West supports marine life protection efforts by practicing eco-friendly sailing and educating guests on minimizing environmental impact.
Appledore - Key West
Kickstart your day in Key West aboard the beautiful Appledore II with complimentary cocktails and stunning wildlife sightings. Ready your sea legs for an unforgettable morning sail!
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 to Secure Seating
Arriving 15 minutes early helps you choose your preferred spot to enjoy the views and breeze.
Bring Sunscreen and a Hat
Even in the morning, Florida sun can be strong—protect your skin to stay comfortable throughout the trip.
Motion Sickness Precaution
If you’re prone to seasickness, consider medication or ginger candy before boarding to enjoy the sail fully.
Dress in Layers
Early mornings can be cooler; lightweight layers help you adjust as the temperature rises.
Sunglasses
Protect your eyes from glare reflecting off the water during bright mornings.
summer
Light Waterproof Jacket
Stay dry if caught in an unexpected rain shower or sea spray.
fall
Reusable Water Bottle
Stay hydrated throughout your sail while minimizing plastic waste.
Non-Slip Shoes
Ensure stable footing on wet or slippery deck surfaces.