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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!
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!
Book with Appledore - Key West
Verified experiences and guided adventures in the surrounding area.
Operated by Appledore - Key West · Key West, Florida
Begin your day with an unforgettable sailing experience aboard the Appledore II in Key West, Florida. The Bloody Mary Sail offers a perfect blend of relaxation and adventure on a beautifully maintained traditional schooner. From spacious seating areas where you can take in panoramic ocean views to the unique opportunity to help steer the ship, this trip is designed for both novice sailors and casual explorers. Sip on complimentary cocktails, including the signature Bloody Mary and other refreshing drinks, as you glide through crystal-clear waters. Along the way, watch for playful dolphins and elegant pelicans in their natural habitats, adding a touch of wildlife magic to your morning. The friendly and knowledgeable crew ensures a welcoming and safe environment while sharing fascinating insights about the local marine ecosystem and sailing heritage. Whether you're looking for a romantic outing, a solo escape, or an unforgettable group activity, the Bloody Mary Sail sets a high standard for Key West morning adventures. Embrace the gentle sea breeze, stunning views, and a touch of island paradise that you’ll remember long after you return to shore.
easy.
2–3 hours.
Suitable for most fitness levels; minimal physical exertion required with opportunities to steer if desired.
No prior sailing experience is needed; the crew guides you through the experience making it accessible for everyone.
Yes, the tour includes complimentary cocktails such as Bloody Marys and a variety of other mixed drinks.
Yes, the sail is family-friendly, though children under a certain age may require supervision as per company policy.
Bring sunscreen, sunglasses, comfortable clothing, and non-slip shoes to ensure a pleasant experience.
Pets are not permitted on the sailing vessel to ensure safety and comfort for all passengers.
If weather conditions are unsafe, the company will notify you in advance and offer a reschedule or refund.
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.
Appledore - Key West supports marine life protection efforts by practicing eco-friendly sailing and educating guests on minimizing environmental impact.
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.
Book with Appledore - Key West