Enjoy the beauty of the Florida Keys. You can sail, snorkel & explore. Calypso Sailing charters day, sunset and overnight sailing adventures in the Florida Keys. 2 to 6 individual passengers or single groups up to 12. 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. key west boat tours Free Spirit Sailing Charters Come and Enjoy an afternoon in the sun on board the Sailing Vessel Free Spirit! From our marina you are minutes from sailing . Give our love to Captain G, Irene, James and CJ! Florida Keys Charters: A cruise through the Florida Keys is an attractive alternative to an extended cruise in the Bahama's. Nearly 500 years later, Key West sailing charters follow in his wake, offering the same promise of exploration and youthful rejuvenation. Learn More Check out the video made by our dear guests, the Carlson family. Enjoy our captained sailing/ snorkeling or sunset sails, both bayside and oceanside. Our 4+ night trips are actually more popular than the shorter trips! Yacht Charters, Sales & Management - 1 (800) 327-0228 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. The staff were MORE than helpful and so fun to talk with. 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. Check out our 4-7 night SAILING TRIPS on Viator, such as Key Largo TO Key West, IDEALLY DONE IN 5-6 nights. Bay Side sailing conditions are characterized by 5 to 15 knot breezes and small seas that usually run a foot or less. We offer full service sailing charters aboard our beautiful 45 foot sloop, Griffin. Dine aboard under the stars…or ashore at our island’s favorite Tiki Huts. We are owner operated and can accommodate a wide variety of sailing experiences from sunset cruises, family day sails, overnight excursions and beyond. Breezin the Keys with Captain Dees - Private sailing charters, sailing lessons, snorkeling, weddings and memorials. We sail where others don't. Complete with Sailing Lessons! Skip to content. 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. (813) 601-5243. 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. Sailing, kayaking, paddle boarding, fishing, snorkeling, and more! 1-888-579-4782 5 Blocks from the Cruise Ship Docks • The Historic Seaport • Pier D • Downtown Key West, Florida. Explore the Florida Keys with Fun in the Sun Yachts - Florida Keys Sailing Charter. Have the sea to yourself with Sunset Sail Key West—chartered sailing trips led by us, tailored to you. Experience unforgettable sailing yacht charters in some of the world's greatest destinations. Learn to sail, immerse yourself in the live-aboard lifestyle, and explore Key West aboard a Rogue Angel, Kaimana, Southern Crosser, and more. Experience the beauty and wonder of an unspoiled tropical paradise without ever leaving the Continental United States. Calypso Sailing was established in 1988 with locations in both Key Largo and Key West that specialize in luxury sailing vacations on Leopard catamarans. Excite yourself with the starburst blaze of colors that is the Key West sunset on a luxurious sunset sail. View Sailing Charters You can enjoy these Florida Keys activities here at Key Lime Sailing Club and Cottages in Key Largo. “MORNING STAR CHARTERS” Florida Keys, Key Largo Sailing-Snorkeling-Kayaking-Sunsets 2 to 6 individual passengers or single groups of up to 6. Laid back relaxed fun atmosphere. Harness the wind with a sailing vacation aboard an innovative catamaran or sleek monohull in one of over 20 idyllic destinations. All-Inclusive Private Sailing Charter Key West and Cape Cod. She is moored in Garrison Bight at the Key West Municipal Marina. Cooler & Ice 1/2 Day – 4hours 9am-1 or 1-5 $330 + tax Full Day 9 … Daysailing Read More » Danger Charters: Snorkel and kayak Key West's mangrove islands and shallow backcountry on a full-day or half-day sail with Danger Charters. Let 30 … Loved the relaxed atmosphere, the family feeling at the tiki, and being able to use the water toys was a big plus. Enjoy private day sailing charters in Key West, Florida. 3 Day / 2 Night Packages Sailing Vacations are so easy with us in the Florida Keys! 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. 40 ratings. Learn the fundamentals of sailing! Southernmost Sunset Sail with Full Bar and Hors d’Oeuvres. 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. The Keys are easy to get to. Let 30 years of experience on the reefs and waters around Key Largo set you free to discover. Sail Charters. Owner-operated. 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. 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. 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. 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. Private Sunset Sail. They won our 2020 Video Contest where they'll get a … 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. We provide sailing classes from basic sailing to advanced cruising and coastal navigation. Our sailing trips provide the ideal way to check out the Keys, from the water! Or just sit back, … The Florida Keys run approximately 120 from just north of Key Largo down to Key West. Completely personal. We offer day sailing, snorkeling, island hopping, and sunset cruise (upon request). Private & Shared Sailing Charters Sunset Sail Key West. Explore our trusted fleet and 25 worldwide destinations. after 800+ ratings. Bay and the fascinating coral … We had an amazing vacation at the Key Lime Club and so much fun sailing in the Keys! Groups of … 4.89/5. Enjoy our Captained sailing/ snorkeling or sunset Sails, both Bayside & Oceanside. The Bloody Pirate is a beautiful schooner sailing in the beautiful Florida Keys. We are a boutique yacht charter company that specializes in Bareboat and Crewed Charter, ASA Sailing … WHAT TO BRING Bring your own alcohol, beer or wine if … In 1513, Spanish explorer Ponce de Leon sailed the waters around Key West in search of the legendary Fountain of Youth. 2 Hrs. 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. Captained and Bareboat Keys Yachts Charters Available! We have a full schedule of sailing trips from January 2021 to the end of July 2021 in St Vincent & The Grenadines. BAREBOAT Charters Come enjoy our Islands in Paradise! Sailing in the Florida Keys … Charters Read More » Get inspired with our most popular trips! Their schooners also offer a popular Wind & Wine sunset sail where guests sample fine wines from around the world while the sun sets. Definitely spacious. The best destinations are in our backyard. She is named after the famous Code Rum cocktail drink. Sail Away Key West is your source for the most luxurious private catamaran charters in Key West. Sunny Sail Charters - Marathon, Florida Keys, Florida - Monroe County - Come sail with us on the beautiful, clear waters of the Florida Keys. Other Key West Boat Tours & Adventures. More time exploring, more islands, reefs, and shore excursions! From Key Largo to Key West many good anchorages can be found. Avg. More time exploring, more islands, reefs, and shore excursions! Interested in a longer trip? Whether it is a sunset cruise or day sailing adventure, Catamaran ECHO is the best choice! 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. 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. Quite comfortable. A world leader in yacht charters and experts in bareboat and flotilla yacht sailing vacations. 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. Laid back relaxed fun atmosphere. 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. TripAdvisor. 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