In 1513, Spanish explorer Ponce de Leon sailed the waters around Key West in search of the legendary Fountain of Youth. She is named after the famous Code Rum cocktail drink. We offer day sailing, snorkeling, island hopping, and sunset cruise (upon request). Enjoy our captained sailing/ snorkeling or sunset sails, both bayside and oceanside. Enjoy an exciting Keys sailing adventure and watch us hoist her red sails on a true tall ship.. She can accommodate intimate private parties or large groups up to 38 people for day charters or 24 overnight. Enjoy the beauty of the Florida Keys. Groups of … From Key Largo to Key West many good anchorages can be found. Breezin the Keys with Captain Dees - Private sailing charters, sailing lessons, snorkeling, weddings and memorials. Bay and the fascinating coral … WHAT TO BRING Bring your own alcohol, beer or wine if … Danger Charters sets sail where others can't, and without the huge crowds. Sail Charters. Explore our trusted fleet and 25 worldwide destinations. The Florida Keys run approximately 120 from just north of Key Largo down to Key West. Get inspired with our most popular trips! Experience unforgettable sailing yacht charters in some of the world's greatest destinations. Dine aboard under the stars…or ashore at our island’s favorite Tiki Huts. “MORNING STAR CHARTERS” Florida Keys, Key Largo Sailing-Snorkeling-Kayaking-Sunsets 2 to 6 individual passengers or single groups of up to 6. Sailing in the Florida Keys … Charters Read More » Interested in a longer trip? We look forward to planning your customized itinerary so that we can share with you our passion for sailing as well as the stunning waters, reefs, and wildlife of the Florida Keys. Excite yourself with the starburst blaze of colors that is the Key West sunset on a luxurious sunset sail. Our 4+ night trips are actually more popular than the shorter trips! Florida Keys Charters: A cruise through the Florida Keys is an attractive alternative to an extended cruise in the Bahama's. Complete with Sailing Lessons! Check out our 4-7 night SAILING TRIPS on Viator, such as Key Largo TO Key West, IDEALLY DONE IN 5-6 nights. We sail where others don't. Have the sea to yourself with Sunset Sail Key West—chartered sailing trips led by us, tailored to you. Calypso Sailing charters day, sunset and overnight sailing adventures in the Florida Keys. More time exploring, more islands, reefs, and shore excursions! TripAdvisor. Private Sunset Sail. Sail to the Marquesas Keys Anchor for three hours near the mangrove Take a guided tour aboard the 12 ft inflatable boat to see the abandoned Cuban “chug” boats Drive through the inside harbor on the return to the boat. According to Paul Keever of Key Largo, Florida, there are islands out in the Everglades that are great destinations, as well as jungle tours that cruisers can make via kayak or—if their draft is shallow enough and their sense of adventure strong enough—sailboat. Check out the video made by our dear guests, the Carlson family. Calypso Sailing was established in 1988 with locations in both Key Largo and Key West that specialize in luxury sailing vacations on Leopard catamarans. Our daily sunset sails, sail/snorkel/kayak trips are limited to 25 guests, and our captains and staff go above and beyond to make sure your trip is the highlight of your Key West adventure. Captained and Bareboat Keys Yachts Charters Available! Cooler & Ice 1/2 Day – 4hours 9am-1 or 1-5 $330 + tax Full Day 9 … Daysailing Read More » Harness the wind with a sailing vacation aboard an innovative catamaran or sleek monohull in one of over 20 idyllic destinations. Private & Shared Sailing Charters Sunset Sail Key West. Learn the fundamentals of sailing! If you're new to sailing, an expert Moorings Skipper can take the helm for an amazing adventure of discovery on the water like no other. Key West Sailing Charters. Explore Trips. 3 Day / 2 Night Packages Sailing Vacations are so easy with us in the Florida Keys! Bay Side sailing conditions are characterized by 5 to 15 knot breezes and small seas that usually run a foot or less. Enjoy our Captained sailing/ snorkeling or sunset Sails, both Bayside & Oceanside. 1-888-579-4782 5 Blocks from the Cruise Ship Docks • The Historic Seaport • Pier D • Downtown Key West, Florida. We have a full schedule of sailing trips from January 2021 to the end of July 2021 in St Vincent & The Grenadines. The Keys are easy to get to. Completely personal. Sail Away Key West is your source for the most luxurious private catamaran charters in Key West. Laid back relaxed fun atmosphere. At the end of a 110-mile-long chain of islands, stretched like a string of pearls across a Caribbean blue sea lies charmed Key West, it is here you will find Florida Yachts Charters. We have many unforgettable sailing trips around the Caribbean for singles, solo travellers, couples, and small groups.. Our cabin charters range from day sails to 7 or 9-night adventure sails. View Sailing Charters Our sailing trips provide the ideal way to check out the Keys, from the water! Whether it is a sunset cruise or day sailing adventure, Catamaran ECHO is the best choice! The Bloody Pirate is a beautiful schooner sailing in the beautiful Florida Keys. Danger Charters: Snorkel and kayak Key West's mangrove islands and shallow backcountry on a full-day or half-day sail with Danger Charters. Learn More Learn to sail, immerse yourself in the live-aboard lifestyle, and explore Key West aboard a Rogue Angel, Kaimana, Southern Crosser, and more. Southernmost Sunset Sail with Full Bar and Hors d’Oeuvres. Loved the relaxed atmosphere, the family feeling at the tiki, and being able to use the water toys was a big plus. Daysailing Trips and Rentals Daysailing Trips Daysailing Rentals Sunset Sailing Private Day Sailing Trips – USCG Captain Onboard – No Sailing Experience Needed –Reservations may be made 1 week prior to Sailing based on availability. Take one of our gorgeous sunset cruises, set sail for fun day on the water or let us help you plan a custom sailing vacation in The Keys. PLEASE ASK ABOUT OUT 4-5-6 night SAILING TRIPS, OUR MOST POPULAR TRIP IS Key Largo TO Key West, IDEALLY DONE IN 5-6 nights. Nearly 500 years later, Key West sailing charters follow in his wake, offering the same promise of exploration and youthful rejuvenation. From our marina you are minutes from sailing . Quite comfortable. Their schooners also offer a popular Wind & Wine sunset sail where guests sample fine wines from around the world while the sun sets. We are owner operated and can accommodate a wide variety of sailing experiences from sunset cruises, family day sails, overnight excursions and beyond. (813) 601-5243. For those with a yearning to experience more adventure, a trip to the Marquesas Islands or the Dry Tortugas and Fort Jefferson will give you some great offshore experience. Avg. Give our love to Captain G, Irene, James and CJ! Additionally, a Florida sailing vacation or Florida Keys sailing vacation from Sailing Ship Adventures provides access to a wide range of water sports not commonly found on larger cruise lines. key west boat tours Free Spirit Sailing Charters Come and Enjoy an afternoon in the sun on board the Sailing Vessel Free Spirit! The best destinations are in our backyard. Yacht Charters, Sales & Management - 1 (800) 327-0228 Enjoy private day sailing charters in Key West, Florida. 2 to 6 individual passengers or single groups up to 12. We offer full service sailing charters aboard our beautiful 45 foot sloop, Griffin. 4.89/5. Our 4+ night trips are actually more popular than the shorter trips! Sunny Sail Charters - Marathon, Florida Keys, Florida - Monroe County - Come sail with us on the beautiful, clear waters of the Florida Keys. While enjoying one of our Florida sailing vacations, you can spend your time wind surfing off of Miami, snorkeling off the Florida Keys, or even fishing for marlin and other big game fish. 40 ratings. We had an amazing vacation at the Key Lime Club and so much fun sailing in the Keys! Answer 31 of 50: We'll be visiting Key West in October and have heard good things about some of the nude sailing charters that they have. Sailing the Keys Whether you charter a boat and crew, or bare-boat your own cruise, the gin clear water of the Atlantic is your playground and expressway from island to island. We provide sailing classes from basic sailing to advanced cruising and coastal navigation. Sunshine Coast Adventures is an award-winning American Sailing Association (ASA) sailing school offering live-aboard sailing lessons and sailing charters in the beautiful Florida Keys and Bahamas. after 800+ ratings. You can enjoy these Florida Keys activities here at Key Lime Sailing Club and Cottages in Key Largo. They won our 2020 Video Contest where they'll get a … Owner-operated. Laid back relaxed fun atmosphere. BAREBOAT Charters Come enjoy our Islands in Paradise! You can sail, snorkel & explore. 2 Hrs. Sailing, kayaking, paddle boarding, fishing, snorkeling, and more! She is moored in Garrison Bight at the Key West Municipal Marina. Let 30 years of experience on the reefs and waters around Key Largo set you free to discover. Definitely spacious. Or just sit back, … Skip to content. Our Key West sailing charter destination is located minutes from all the downtown Key West attractions and Duval Street night life, yet a short sail away from pristine reefs, underwater nature preserves, and uninhabited island locations such as the stunning and secluded Marquesas. Experience the beauty and wonder of an unspoiled tropical paradise without ever leaving the Continental United States. More time exploring, more islands, reefs, and shore excursions! This location is minutes from the airport, and is a convenient 'jumping off point' for Sailing Charters to the Florida Keys or across the Gulf Stream to The Bimini Island Chain in the Bahamas. The staff were MORE than helpful and so fun to talk with. Explore the Florida Keys with Fun in the Sun Yachts - Florida Keys Sailing Charter. 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