Sail On Charters is designed for sailors who want to enjoy the open waters of the Florida Keys.. Sail On’s cruising grounds span the Florida Keys from Miami and Biscayne Bay to Key West and the Dry Tortugas. No one else except YOUR Party is ever on-board. We left from Jupiter, Florida and it took us three days to get there (short relaxing sails). We enjoyed our very first charter without a Captain on our recent trip to the British Virgin Islands. We couldn’t have asked for a better experience. Enjoy the freedom of a self-captained vacation. It was a long ride home, but all went well. Take in the former residence of Ernest Hemingway, enjoy the sunset celebrations in Mallory Square, visit Smathers Beach and tour the Key West Lighthouse. Sail The Florida Keys Sailing the Keys is like living in a Jimmy Buffet song. Our seasoned and knowledgeable captain and tour guide knows his way around and can take you to some amazing spots! The Florida Keys are some of the best sailing waters in the East Coast US. "I HIGHLY recommend anyone looking to learn the ropes (I mean lines!) Prior sailing experience before enrolling is advised. Only $2,039 per student! The Dry Tortugas, a US national park made mostly of … Explore & Sail The Florida Keys Read More » The best destinations are in our backyard. SAIL THE FLORIDA KEYS 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. At Florida Keys Sailing ALL of our Sailing Classes, Day Sailing Trips, and Private Charters are exactly that…PRIVATE. We'd recommend you to anyone. The new and spacious Moorings 4800 catamaran will be available for both bareboat sailing charters in select destinations throughout the Caribbean and Mediterranean beginning Spring 2013. The unspoiled coral reefs of the Lower Keys have many sites where you can tie up to a mooring ball and snorkel or dive. At Florida Keys Sailing our specialty is: Private Live Aboard Sailing Classes and Sailing Vacations with just you and your spouse or friends. Joe Dyll of the western Florida Keys, which have long been one of his favorite cruising grounds. The Florida Keys is a place with a rich history; and in this warm tropical paradise, culture is abundant. Sailing Vacations are so easy with us in the Florida Keys! Though the winds very pretty stiff at 20-30 knots most days, we were able to manage the boat without a hitch and had a wonderful time. Be ready for sailing, kayaking, snorkeling, fishing and anything else you can think of – all in one trip! Copyright© 2020 Florida Keys Sailing™, LLC. 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. And better yet…a second student enrolls for FREE! In fact, we’re looking forward to taking the bareboat course (105) some time in the near future. A Captain will happily take you and your family on a Day Sailing Trip if you need one. We appreciated your patient, knowledgeable instruction. It gave us more time to spend at the reef, etc that would have been wasted if we were trying to plot a trip based on what we’d read online, etc. Dine aboard under the stars…or ashore at our island’s favorite Tiki Huts. Charter a Catamaran with no crew and drive yourself or hire professional crew for your catamaran trip. Keep in Touch! “Learn to Sail” or take an Advanced Class to develop your skills. of sailing attend any of the courses offered by Gdub at Florida Keys Sailing! You might want to start by exploring Key West, the most southern point in the continental USA. Have a great holiday season. Hawks Channel provides fantastic sailing, as there is protection from the ocean swells but still great wind. The Bahama islands offer warm crystal clear waters, small islands and beaches all to yourself. May you both enjoy a prosperous and healthy new year. Hopefully I’ll be able to bring the family the next time and possibly charter the C&C. We offer private sailing instruction for couples, families and women's groups. It’s the fastest and least expensive way to get these 3 - ASA Certifications. Thanks for making everything so easy while we were chartering the Catalina. Florida Keys Sailing The Spanish first found the Keys during Ponce de Leon's expedition in 1513. I appreciate you involving our two sons who quickly got the hang of docking the boat, navigating and reading the tell tales. 3 Days and 3 Nights…Privately Living Aboard, Charter a cruising sailboat during daylight hours in most wind and sea conditions. Both combined into a 3 Day / 2 Night Live aboard Class. We hope to return to the Keys and sail with you again some time soon. Prior sailing experience before enrolling is advised. Students will learn to responsibly skipper and crew an auxiliary powered cruising sailboat during daylight hours within sight of land in moderate wind conditions. From visiting underwater or land based state/national parks to local beach bars and restaurants, you have it all sailing in the Florida Keys. You can sail, snorkel & explore. A Florida Keys itinerary wouldn’t be complete without spending at least … This Private Live Aboard Class is taught aboard our Catalina 30' or Irwin 34 Offered all year on demand based on your travel plans. It’s too bad that the Key’s are so far away or we’d be down more frequently. We are glad you took time to ensure that we understood the difficulties associated with navigating in the Keys. Sailing from Marathon Key you will experience the many pleasures and sites of the Florida Keys. Beginner students will learn to responsibly be the Skipper of a Day Sailing Keelboat in familiar waters in moderate wind and sea conditions. They … Florida Keys. This means you will learn more by having more time DOING, not WATCHING someone else sail. Our catamaran, 'Sailing SummerCamp', starts in Key Largo & can sail to Key West, or closer (Marathon or Plantation). Next stop in July is San Diego for some day sailing while visiting our daughter with trips to St Vincent and Vancouver already being planned for next year. Offered all year on demand based on your travel plans. We appreciate you taking the time to review the GPS and navigation. Adventure Charters: Adventure charters are multi-day trips on a luxury catamaran with a licensed captain, taking you through the Florida Keys or a 2 week trip to the Bahamas or Virgin Islands. We have been convinced that sailing is for us. And better yet…a second student enrolls for FREE! They will leave as very competent Crew Members. Have the most amazing vacation of your life onboard our luxury catamaran. Check them out in Viator as well! Classes available are year round on demand based on your travel plans. Up to 3 full en-suite bedrooms with bathrooms, means this catamaran can comfortably sleep up to 6 guests (or more with children). Explore sailing in calm, turquoise waters of the Florida Keys. … Offered all year long on demand based on your travel plans. Stay in good health Bruce and keep watching those tell-tails! 3 DAY BASIC KEELBOAT “LEARN TO SAIL CLASS”, 5 DAY BASIC COASTAL CRUISING OR 101 & 103, 3 DAY FAST TACK TO CRUISING ASA 101 & 103, 5 - DAY FAST TACK TO BAREBOAT CRUISING ASA 101, 103 & 104, Rebecca, Anthony, Harry and George ("Cobra"! Qualified sailors can Charter our boats. Only $60 per person per hour (minimum of 2 hours) for the first two hours and $42 thereafter (plus tax) for a maximum of 4 people. About Florida Keys Sailing S/V Island Rose is a 41' Morgan sailing out of Smugglers Cove Marina offering private half or full day trips, sunset sails, weekend and week long trips include meals. My dad, uncle, and I had such a blast during the six-day course while we were down in the Keys. Qualified sailors can Charter our boats. A Private Live Aboard Class is held aboard our Catalina 30 or Irwin 34. The Florida Keys $1200-2400 per night Set sail from the beautiful Florida Keys as we take you on a trip tailored to exactly the things you’d like to do. Charter a cruising sailboat during daylight hours in most wind and sea conditions. happy Thanksgiving and a joyous Christmas season to you and Marcie. Our 4+ night trips are actually more popular than the shorter trips! It is a very protected anchorage right by the inlet. We look forward to hearing from you sometime. For any boat enthusiast, sailing through the Florida Keys will give you an experience like none other and it will be a dream come true. Thank you GDub!! ), SAILING LOCATION: Keys Fisheries & Marina 35th St Gulfside, MM 49 Marathon, FL 33050, By Mail: Florida Keys Sailing 5171 Overseas Hwy #504407 Marathon, FL 33050, Sombrero Lighthouse Data and Marine Forecast. Sailing the Florida Keys is full of wonders if you take the time to explore. My buddy and I got back on Sunday from our charter with Florida Keys Sailing. Just finished a week of sailing with Captain GDub ASA10,103,104. Activities can include sailing, snorkeling, fishing and kayaking. It's an opportunity to feel the wind in your face, the sun on your back, and taste the sea spray in the air as you cruise the crystal blue waters of the Atlantic Ocean and Gulf of Mexico under billowing sails. The Keys are a boating paradise with a subtropical climate and SE winds most of the year. 2 to 6 individual passengers or single groups up to 12. Seriously though - thank you Bruce for helping us to make it happen. As such, the area offers plenty of breathtaking sailing opportunities for you and your friends or loved ones to indulge in. We can make that happen. While Captains can be great and frequently very entertaining, being able to be on the boat by ourselves and go wherever we wanted to go, whenever we wanted to go there, or just stay in one spot for 2 days was a feeling we can’t compare. 5 Days and 4 Nights…Privately Living aboard at our Dock, Cruise a sailboat during nighttime hours in most wind and sea conditions. Offered all year on demand based on your travel plans. We truly wanted to learn sailing as we are considering a life style change, my husband did some research and found captain GDub we drove from Charleston SC to Florida Keys. Our base location already puts you in our cruising grounds. We took the courses to gain some sailing experience and to make a decision about whether we should switch from power boating to sailing. The Florida Keys begin in our back yard: Biscayne Bay, (just a short few hours sail) and stretch 200 miles all the way to Key West, with lots of safe, protected anchorage along the way. Sailing to the Florida Keys and back with some snorkeling and birdwatching along the way. There are various sizes and types of boats available if you want to try out Key West on brooch sailing. Tender included on longer trips. From Catalina 22’s to Morgan O/I 33, our boats are well-equipped for their chosen usage. After your six day course in January, and no previous experience of sailing, we were able to join a flotilla in the B.V.I. All to yourselves with a great captain and guide. Florida Yachts Charters is boutique owner-oriented charter company specializing in bareboat and crewed charter in the Florida Keys. This Private Live Aboard Class is taught aboard our Irwin 34. They mapped and named the Keys principally as an aid to their ships, which, full of gold and silver, used the Florida Straits to go from the New World back to the Old. A Captain will happily take you and your family on a Day Sailing Trip if you need one. Laid back relaxed fun atmosphere. We were comfortable and confident thanks to the excellent training we had with GDub and Florida Keys Sailing. The winds were great and I can’t say enough how easy you made the chartering process. But it wasn't all play - the swimming, snorkeling, and lobster dinner at sunset were absolutely unforgettable! Periodically, Sail On can be found in the protected waters of Tampa Bay and in satellite bases in the Abacos. Students will receive a good understanding of all the “Basic Fundamentals of Sailing”. Bikini Sailing - Miami, Florida to Florida Keys - Sail from the beautiful city of Miami and the lovely warm waters of Biscayne Bay to the crystal clear waters of the Florida Keys. Our first stop was Lake Boca. (We've attached a few pictures of our sailing experience.) The Florida Keys is sandwiched between the Caribbean, Cuba and the Gulf of Mexico. Catamaran Sailing Vacations in Florida Keys: Upper and Lower Florida Keys - Dry Tortugas - Fort Lauderdale, Miami, Marathon and many different stops along the way! At Florida Keys Sailing our specialty is: Private Live Aboard Sailing Classes and Sailing Vacations with just you and your spouse or friends. To learn more about the liveaboard classes we offer, visit our classes page. Thank you for teaching us so much. Just wanted to thank you so much for an absolutely brilliant 5 day sailing experience in the Keys. We are passionate about sailing and cruising in the Florida Keys and Key West and look forward to sharing that experience with you. Key West Activities. There are wonderful fishing, snorkeling, and diving destinations all within a day’s sail. Your patience, experience and knowledge made it a truly wonderful vacation for my family and has given us all a love for being out on the water and sailing. The snorkeling trip to the reef was a real highlight, and mooring to a tiki bar for a delicious lunch each day was a such a memorable experience. We are a boutique yacht charter company that specializes in Bareboat and Crewed Charter, ASA Sailing Instruction and Yacht Management. The amazing weather, the fantastic sailing conditions, and your excellent teaching gave us a wonderful vacation that we will always remember. Enjoy our Captained sailing/ snorkeling or sunset Sails, both Bayside & Oceanside. Dollar for dollar you will find more VALUE in taking your Sailing Courses at Florida Keys Sailing. Enjoy the beauty of the Florida Keys. Our catamaran, 'Sailing SummerCamp', starts in Key Largo & can sail to Key West, or closer (Marathon or Plantation). A Florida sailing vacation or Florida Keys sailing vacation from Sailing Ship adventures is more that just a cruise. It’s the fastest and least expensive way to get the first 2 – ASA Certifications. It really made the trip a lot of fun while being able to soak up critical knowledge and gain the hands on experience needed to skipper a bareboat. All 3 are combined into a 5 Day / 4 Night – Live aboard Class. This is truly a one of a kind experience that you can’t get from a cruise ship outing, or stuck in a crowded resort on a main island. Want to get out and experience the ocean lifestyle? In fact, while driving home, we both agreed that the week at your sailing school was one of the best vacations that we have had. She sailed well and was nicer than I had expected from a frequently chartered boat. Thanks again for a wonderful week in the Florida Keys. Up to 3 full en-suite bedrooms with bathrooms, means this catamaran can comfortably sleep up to 6 guests (or more with children). Check out our 4-7 night SAILING TRIPS on Viator, such as Key Largo TO Key West, IDEALLY DONE IN 5-6 nights. We travelled all the way from the UK and it was well worth it for all the pleasure it has given us. Built on the success of our popular Moorings 4600 catamaran, the all-new Moorings 4800 was designed in collaboration between The Moorings, architects Simonis-Voogd and builders … More time exploring, more islands, reefs, and shore excursions! We also appreciate you assisting us with plotting destinations. Can't wait for the next sailing adventure!". It offers the perfect gateway for sailing the southeast Florida coast and the renowned Florida Keys. Florida: West Side of the Florida Keys “I always put the fear of God into people that this is the world’s third-largest barrier reef,” says Capt. Sailing the Keys is like living in a Jimmy Buffet song. We had a great time. Sunset Sailing Come sunset, sail the pristine waters of the Keys on a sailboat with a Captain. We really appreciated the calm and cool learning environment Gdub created for three sailing newbies with ocean size aspirations. 7 Days and 6 Nights…Privately Living Aboard at our Dock. Throughout the six-day course, Gdub focused on covering all the knowledge areas of ASA curriculum and even allowed for some extra practice on those nerve racking docking exercises! We'll keep in touch and plan to take another course sometime next year. Many sailing classes offered elsewhere crowd you on a boat with a group of total strangers. We recently took a sailing trip to the Florida Keys. The staff at the charter company was impressed with our knowledge of the various boat systems, how they worked and their purpose and utility, again, all thanks to GDub’s course. Designed for beginners who want the best introduction to the exciting sport of sailing. We are already planning our next sailing trip and feel confident after 5 days with you having no prior experience. This Private Live Aboard Class is taught aboard our Irwin 34 This is the Class the Bareboat Charter Companies want you to have. I stop in the Dry Tortugas, Key West & Boca Grande Key. “Learn to Sail” or take an Advanced Class to develop your skills. We wish you the best of luck for the summer sailing season. Florida Sailing: Check out Viator's reviews and photos of Florida tours The yacht is new, great outdoor living space, and is equipped for the perfect sailing vacation. Starting in Key West (easily accessible via plane) you can begin a circumnavigation of this alluring archipelago, or simply head out for more remote shores like the westernmost … It kept us from having any issues with shallow areas. Only $3,599 per student! Let 30 years of experience on the reefs and waters around Key Largo set you free to discover. 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