We recently took a sailing trip to the Florida Keys. Our cabin charters range from day sails to 7 or 9-night adventure sails. But it wasn't all play - the swimming, snorkeling, and lobster dinner at sunset were absolutely unforgettable! Tender included on longer trips. Day Trips; Liveaboard Charters; Just Sleep Aboard; Day trips are for simply enjoying a private catamaran tour with your choice of several activities. We have a full schedule of sailing trips from January 2021 to the end of July 2021 in St Vincent & The Grenadines. Sailing Trips or Sailing Cruises: "More than a cruise" Our sailing yacht trips combine authentic sailing – with no pre-planned routing – on mega yachts in classic style, with the comfort and service of a dedicated crew. We wish you the best of luck for the summer sailing season. 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. Hopefully I’ll be able to bring the family the next time and possibly charter the C&C. We also appreciate you assisting us with plotting destinations. All the boats are equipped with all necessary safety equipment and lifejackets. We appreciated your patient, knowledgeable instruction. Sailing the Florida Keys is full of wonders if you take the time to explore. At Sail The Keys we offer Florida Keys vacation package deals. Charter a cruising sailboat during daylight hours in most wind and sea conditions. We travelled all the way from the UK and it was well worth it for all the pleasure it has given us. 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. READ MORE. Explore the shallows of the Key West National Wildlife refuge aboard a beautiful sailing vessel. Laid back relaxed fun atmosphere. Welcome to Calypso Sailing. Our 4+ night trips are actually more popular than the shorter trips! Dates. Groups of up to 12 on your own private yacht. The 4.5-hour journey includes a relaxing sailing experience with snacks, wine, sodas and beer with morning or afternoon departures from downtown Key West. Food was good and the ride to and from was so enjoyable. The winds were great and I can’t say enough how easy you made the chartering process. Sail away from the island city of Key West to the beautiful blue waters off the coast on a large catamaran. We appreciate you taking the time to review the GPS and navigation. Check them out in Viator as well! Let 30 years of experience on the reefs and waters around Key Largo set you … Find 20 or more of the best Sailing Charters in Key West, Florida all in one place. The tropical, clear waters around Key West make for the perfect sailing environment year round, with both inshore calm protected areas for the beginner to blue water offshore sailing for advanced courses. Had a fantastic time, got some great photos and ended my key west trip with a bang! Key West Daysail. Echo is good to go, come social distance on the water with us! Key West Liveaboard Charters Stay on a boat in Key West and you always have the option to venture outward. 3 Days and 3 Nights…Privately Living Aboard, Charter a cruising sailboat during daylight hours in most wind and sea conditions. Day sails available in Ft. Lauderdale, multi day in S FL, Keys and Bahamas. Book Now. Have the most amazing vacation of your life onboard our luxury catamaran. Florida Keys Boy Scout High Adventure Experience This 6 day High Adventure, combines the best sailing, snorkeling, fishing, wildlife viewing and kayaking that the Florida Keys has to offer. 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 make your dream vacation come true! Spring and late fall are great months to sail while July through early November are the “Hurricane” months where rain, wind, and tropical storm conditions can come and go. Sail The Keys is the provider for overnight and multi-day Florida Keys sailing charters. Enjoy our Captained sailing/ snorkeling or sunset Sails, both Bayside & Oceanside. We hope to return to the Keys and sail with you again some time soon. It’s the fastest and least expensive way to get the first 2 – ASA Certifications. Students will learn to responsibly skipper and crew an auxiliary powered cruising sailboat during daylight hours within sight of land in moderate wind conditions. Cruise and sail Miami by day and admire the city lights across the water by night. Sailboat Rentals | Key Sailing | Watersports Rentals, Sales, and Boat Tours, Pensacola Beach FL. The Florida Keys sub-tropical climate allows sailing year round. Help me decide which one to book! Only $3,599 per student! Thanks for making everything so easy while we were chartering the Catalina. It was a long ride home, but all went well. Relaxing. Chillout Lilypad Sail. The Bahama islands offer warm crystal clear waters, small islands and beaches all to yourself. See dolphins swimming and jumping alongside the boat, then jump in for an easy shallow-water snorkel above a coral reef, shipwreck, or sponge garden, all supporting over 600 species of marine life. Just wanted to thank you so much for an absolutely brilliant 5 day sailing experience in the Keys. Classes available are year round on demand based on your travel plans. 2 to 6 individual passengers or single groups up to 12. All equipment is included. Day 1 - Our excursions offer guests the experience sailing, snorkeling, and wildlife viewing throughout the Key Largo and Key West waters. The Spanish first found the Keys during Ponce de Leon's expedition in 1513. All to yourselves with a great captain and guide. 2 hours trips departing just before sunset and returning just after dark. Complete with Sailing Lessons! The first settlement was at Key West, in 1882, a little more than two decades before Florida became a state. This Private Live Aboard Class is taught aboard our Catalina 30' or Irwin 34 Offered all year on demand based on your travel plans. Adventure Sail (12) Day Sail (1) Destinations. Up to 3 full en-suite bedrooms with bathrooms, means this catamaran can comfortably sleep up to 6 guests (or more with children). Your private luxury catamaran chartering the pristine waters of the Florida Keys and Bahamas. Sailing Trips Select From Many Unforgettable Cabin Charters. Key west sailing is the perfect activity for families, groups, families, and if you want to make new friends, come single! All 3 are combined into a 5 Day / 4 Night – Live aboard Class. Kick off your shoes (and your clothes if you choose) and sail off into famous Biscayne Bay...relax and unwind, you're here! Let 30 years of experience on the reefs and waters around Key Largo set you free to discover. Sunset cruises in Key West range from laid-back sailing trips to parties with free-flowing drinks, so choose your boat accordingly. Please see the current passenger limits and our Health and safety requirements in the shopping cart. The Spanish first found the Keys during Ponce de Leon's expedition in 1513. Our first stop was Lake Boca. Because of that, we are limiting our passengers even further and doing a complete sanitation protocol for every trip. Due to Corona Virus/Covid19 we only offer Private group charters at this time. Can't wait for the next sailing adventure!". A sunset sailing trip is the perfect way to see the end of a wonderful day here in Key West, Florida. On the Rosa Del Mar, each is trip is a private charter, with a maximum capacity of 6 persons, so there's no stumbling over bodies and gear to get off the boat. Looking for a quick getaway for your Florida Keys Vacation Package? Prices vary by length of time. Catamaran Rentals on the beach at Pensacola Beach, Florida. YEAR ROUND • $425pp and Up • Sleeps 6 People in 3B/3B • From 1 to 7 Days • Custom-Made Itinerary • Dry Tortugas & Ft. Jefferson • Scuba Diving • Fresh Gourmet Meals. Explore the patch reefs, mangrove islands, and waterways of Key West on a 6-hour cruise and snorkeling tour aboard a wooden sailing schooner. Familiarize yourself with your new cruising home for the next week. 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. DAY 1: Board your yacht at 9 AM, check-in, stow gear, breakfast, then captain's 'orientation meeting'. Savor our popular home-made meals with a French touch. Sailing the Keys is like living in a Jimmy Buffet song. Our catamaran, 'Sailing SummerCamp', starts in Key Largo & can sail to Key West, or closer (Marathon or Plantation). Our catamaran, 'Sailing SummerCamp', starts in Key Largo & can sail to Key West, or closer (Marathon or Plantation). 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. With locations in both Key Largo and Key West we specialize in luxury sailing vacations on a range of Leopard Catamarans, both bareboat and Captained. (855) 274-1023; Text Us; Live Chat; Specials; How It Works; Groups; About; Contact ; Search Key West Tours (855) 274-1023 Key West Questions? BYOB (no hard liquor please). Book Now. "I HIGHLY recommend anyone looking to learn the ropes (I mean lines!) Sailing starts here… As a part of the Key Lime Sailing Club and Cottages, the American Sailing Academy is one of the few facilities in the world to make learn-to-sail … While visiting Key West, Florida you will find a number of land and water based activities. Price Range. In fact, we’re looking forward to taking the bareboat course (105) some time in the near future. Our prices are all inclusive and some of the best in the keys! We really appreciated the calm and cool learning environment Gdub created for three sailing newbies with ocean size aspirations. My dad, uncle, and I had such a blast during the six-day course while we were down in the Keys. Both combined into a 3 Day / 2 Night Live aboard Class. Cooler & Ice 1/2 Day – 4hours 9am-1 or 1-5 $330 + tax Full Day 9 … Daysailing Read More » Our seasoned and knowledgeable captain and tour guide knows his way around and can take you to some amazing spots! Catamaran Sailing Vacations in Florida Keys: Upper and Lower Florida Keys - Dry Tortugas - Fort Lauderdale, Miami, Marathon and many different stops along the way! NANTUCKET. Savor our popular home-made meals with a French touch. Click here to Book Online. The ultimate Keys sailing and cruising vacation. A Captain will happily take you and your family on a Day Sailing Trip if you need one. Hawks Channel provides fantastic sailing, as there is protection from the ocean swells but still great wind. Sailing and snorkeling is the best fun Key West has to offer. The ultimate Keys sailing and cruising vacation. You will also find local charter companies who offer bare-boat rentals for those already certified and efficient in skills. Cape Cod Multi-Day Trips. Cruising the Keys is a great option to avoid the weather-dependent Gulf Stream crossing to the Bahamas. Up to 3 full en-suite bedrooms with bathrooms, means this catamaran can comfortably sleep up … Come see why! Our bareboat charters offer you the chance to be in charge of a beautiful yacht and create your own rewarding sailing experience in an amazing location. Florida Keys Sailing: 3 Day Sail of the Florida Keys and Snorkeling - See 63 traveler reviews, 43 candid photos, and great deals for Marathon, FL, at Tripadvisor. Florida Keys Sailing Instruction and Bare-boating. Key West Sailing Trips: Check out reviews, photos and prices of Key West tours at Tours of Key West. 7 Days and 6 Nights…Privately Living Aboard at our Dock. I really enjoyed the trip. Our Sailing Vessels are the safest and most modern vessels in the area. Hop aboard a sailing vessel that holds a maximum of 20 people for a half-day trip with Danger Charters — one of the most well-established, experienced sailing companies in Key West. Your private luxury catamaran chartering the pristine waters of the Florida Keys and Bahamas. This Private Live Aboard Class is taught aboard our Irwin 34. Take a half-day sailing adventure off the coast of Key West, Florida and observe wildlife. Private Sunset Sail. 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. We had a great time. 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. Activities can include sailing, snorkeling, fishing and kayaking. See the beauty this paradise has to offer. There are wonderful fishing, snorkeling, and diving destinations all within a day’s sail. Just a Few of The Councils That have Visited Us at Sail The Keys. It kept us from having any issues with shallow areas. (We've attached a few pictures of our sailing experience.) Beginner students will learn to responsibly be the Skipper of a Day Sailing Keelboat in familiar waters in moderate wind and sea conditions. To learn more about the liveaboard classes we offer, visit our classes page. 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. TOP 10. Have a great holiday season. Avg. About Florida Keys Sailing. Longboat Key-Sport Sailing Year Round! Many boats cruise to Dry Tortugas, just 70 miles away. Seriously though - thank you Bruce for helping us to make it happen. With a little care, you can avoid damaging valuable Keys habitat (and your boat) and avoid fines, fees, and other costs associated with running aground. Key West, Florida. 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"! Hop aboard a sailing vessel that holds a maximum of 20 people for a half-day trip with Danger Charters — one of the most well-established, experienced sailing companies in Key West. Hawks Channel provides fantastic sailing, as there is protection from the ocean swells but still great wind. Our Sailing Vessels are the safest and most modern vessels in the area. Take a half-day sailing adventure off the coast of Key West, Florida and observe wildlife. We can take up to 6 passengers, per vessel, upon multiple vessels. 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. It is a very protected anchorage right by the inlet. 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. Made some new friends and will do it again next time we go to the keys. We look forward to hearing from you sometime. 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. We are glad you took time to ensure that we understood the difficulties associated with navigating in the Keys. Sailing the Keys is like living in a Jimmy Buffet song. At Florida Keys Sailing ALL of our Sailing Classes, Day Sailing Trips, and Private Charters are exactly that…PRIVATE. 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. Designed for beginners who want the best introduction to the exciting sport of sailing. Standing on reefs and touching coral will break it, therefore separating it from the coral farm and killing it. With locations in both Key Largo and Key West we specialize in luxury sailing vacations on a range of Leopard Catamarans, both bareboat and Captained. This 6-hour tour includes breakfast, lunch, and access to an open bar on the return sail to Key West. We sail a fleet of three vintage sailboats, each with their own unique charm and appeal. Get inspired with our most popular trips! KEY WEST. Want to get out and experience the ocean lifestyle? Dollar for dollar you will find more VALUE in taking your Sailing Courses at Florida Keys Sailing. Interested in a longer trip? And better yet…a second student enrolls for FREE! Prior sailing experience before enrolling is advised. The 4.5-hour journey includes a relaxing sailing experience with snacks, wine, sodas and beer with morning or afternoon departures from downtown Key West. Cape Cod Multi-Day Trips. We have many unforgettable sailing trips around the Caribbean for singles, solo travellers, couples, and small groups. Keep in Touch! after 800+ ratings. Students will receive a good understanding of all the “Basic Fundamentals of Sailing”. CAPE COD “The ocean has always been a salve to my soul…the best thing for a cut or abrasion was to go swimming in salt water. Sail away from the island city of Key West to the beautiful blue waters off the coast on a large catamaran. Dear Key West travelers, Your health and safety is our top priority! Unfortunately, inadvertent or careless boating practices can cause serious trouble for the Florida Keys ecosystem. The Florida Keys are a one-of-a-kind ecosystem and living coral is a fragile organism. Thank you for teaching us so much. Florida Yachts Charters is boutique owner-oriented charter company specializing in bareboat and crewed charter in the Florida Keys. Navigating Florida's shallow waters can be a challenge for even the most experienced boater. The amazing weather, the fantastic sailing conditions, and your excellent teaching gave us a wonderful vacation that we will always remember. Many local charter companies offer sailing instruction and certification. Take a hand at the wheel on your way across the Gulf of Mexico, kayak through the mangroves, then snorkel through patch reefs and sponge gardens. At Florida Keys Sailing our specialty is: Private Live Aboard Sailing Classes and Sailing Vacations with just you and your spouse or friends. The unspoiled coral reefs of the Lower Keys have many sites where you can tie up to a mooring ball and snorkel or dive. Hawks Channel provides fantastic sailing, as there is protection from the ocean swells but still great wind. A custom sloop, a classic ketch, and a historic schooner are waiting to make memories with you on the crystal clear waters of Key West. COMING BACK 2021 • $425pp and Up • Sleeps 6 People in 3B/3B • From 1 to 7 Days • Custom-Made Itinerary • Nantucket & The Vineyard ... Our group of three booked a sunset sailing tour and it was the perfect Ptown experience. A Private Live Aboard Class is held aboard our Catalina 30 or Irwin 34. More time exploring, more islands, reefs, and shore excursions! Rosa Del Mar Sailing - Key Largo, Florida Keys, Florida - Monroe County - Rosa Del Mar Sailing specializes in private sailing and snorkeling charters and vacations in Key Largo and the Florida Keys for up to 6 persons. Bay Side sailing conditions are characterized by 5 to 15 knot breezes and small seas that usually run a foot or less. She sailed well and was nicer than I had expected from a frequently chartered boat. Always free parking. 5 Days and 4 Nights…Privately Living aboard at our Dock, Cruise a sailboat during nighttime hours in most wind and sea conditions. Cooler & Ice 1/2 Day – 4hours 9am-1 or 1-5 $330 + tax Full Day 9 … Daysailing Read More » Activities can include sailing, snorkeling, fishing and kayaking. The boats are very easy to sail . At Florida Keys Sailing our specialty is: Private Live Aboard Sailing Classes and Sailing Vacations with just you and your spouse or friends. Bay Side sailing conditions are characterized by 5 to 15 knot breezes and small seas that usually run a foot or less. We invented sunset. Calypso Sailing was established in 1988 in the beautiful Florida Keys. Sailing from Marathon Key you will experience the many pleasures and sites of the Florida Keys. We were comfortable and confident thanks to the excellent training we had with GDub and Florida Keys Sailing. Suggested 7 Day Sailing Itinerary - TheFlorida Keys. Our captains will sail you to the barrier reef to snorkel, take in a sunset, dive a wreck, fishing is an option, visit the dolphin playground. TripAdvisor. 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. Skip to content 1-888-579-4782 5 Blocks from the Cruise Ship Docks • The Historic Seaport • Pier D • Downtown Key West, Florida Florida Keys Sailing. Calypso Sailing was established in 1988 in the beautiful Florida Keys. - $1,250 avg/night - Rock Harbor - Amenities include: Internet, Air Conditioning, Parking, No Smoking, Heater Bedrooms: 3 Sleeps: 6 Minimum stay from 4 night(s) Bookable directly online - Book vacation rental 9452396 with Vrbo. 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