Want to get out and experience the ocean lifestyle? All new boats. It’s the fastest and least expensive way to get the first 2 – ASA Certifications. Let 30 years of experience on the reefs and waters around Key Largo set you free to discover. Have a great holiday season. 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. Join us on our. 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. We left from Jupiter, Florida and it took us three days to get there (short relaxing sails). January 2021 (1) February 2021 (2) March 2021 (3) April 2021 (3) May 2021 (3) June 2021 (4) July 2021 (3) Trip Type. Enjoy our Captained sailing/ snorkeling or sunset Sails, both Bayside & Oceanside. Day 1 - Sail The Keys is the provider for overnight and multi-day Florida Keys sailing charters. Qualified sailors can Charter our boats. Choose a sailboat to truly enjoy the Key West experience. Florida Keys Sailing: Sailing in the Keys - See 63 traveller reviews, 43 candid photos, and great deals for Marathon, FL, at Tripadvisor. (855) 274-1023; Text Us; Live Chat; Specials; How It Works; Groups; About; Contact ; Search Key West Tours (855) 274-1023 Key West Questions? We have two different catamaran sailboats you can take out according to your experience level. KEY WEST. Your private luxury catamaran chartering the pristine waters of the Florida Keys and Bahamas. We are glad you took time to ensure that we understood the difficulties associated with navigating in the Keys. We have been convinced that sailing is for us. The Florida Keys are a one-of-a-kind ecosystem and living coral is a fragile organism. They will leave as very competent Crew Members. 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. Bay Side sailing conditions are characterized by 5 to 15 knot breezes and small seas that usually run a foot or less. Thanks for making everything so easy while we were chartering the Catalina. All 3 are combined into a 5 Day / 4 Night – Live aboard Class. That said, sailing in the Keys is totally different and provides the un-rushed, and laid-back character of the chain of islands with its pristine waters and marine wildlife. Have the sea to yourself with Sunset Sail Key West—chartered sailing trips led by us, tailored to you. Jump into that beautiful aqua water . Searching for a reputible crewed sailing catamaran charter for a vacation or event? 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. The unspoiled coral reefs of the Lower Keys have many sites where you can tie up to a mooring ball and snorkel or dive. This Private Live Aboard Class is taught aboard our Irwin 34. It is a very protected anchorage right by the inlet. The boats are very easy to sail . Price Range. The first settlement was at Key West, in 1882, a little more than two decades before Florida became a state. Savor our popular home-made meals with a French touch. Sailing the Florida Keys is full of wonders if you take the time to explore. Cape Cod Multi-Day Trips. 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! 2 hours trips departing just before sunset and returning just after dark. Prior sailing experience before enrolling is advised. Florida Keys Sailing. You will also find local charter companies who offer bare-boat rentals for those already certified and efficient in skills. Cooler & Ice 1/2 Day – 4hours 9am-1 or 1-5 $330 + tax Full Day 9 … Daysailing Read More » 2 to 6 individual passengers or single groups up to 12. from $ 49. 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. The Florida Keys sub-tropical climate allows sailing year round. Sailing the Keys is like living in a Jimmy Buffet song. Our sailing trips provide the ideal way to check out the Keys, from the water! At Sail The Keys we offer Florida Keys vacation package deals. Key west sailing is the perfect activity for families, groups, families, and if you want to make new friends, come single! Have the most amazing vacation of your life onboard our luxury catamaran. Key West Multi-Day Trips. We appreciated your patient, knowledgeable instruction. CAPE COD 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 … But like anywhere else, some time frames are more favorable than others. The Bahama islands offer warm crystal clear waters, small islands and beaches all to yourself. 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. And nobody knows more about sailing the Florida Keys than Key West Charter Boat. Florida Yachts Charters is boutique owner-oriented charter company specializing in bareboat and crewed charter in the Florida Keys. A sunset sailing trip is the perfect way to see the end of a wonderful day here in Key West, Florida. Key West Daysail. The amazing weather, the fantastic sailing conditions, and your excellent teaching gave us a wonderful vacation that we will always remember. 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. Best on Key West's Island Ting allows you to explore the most-viewed coral reef in the world and then kayak through the mangroves of the Key West National Wildlife Refuge. The staff was super kind, the music was great and the vibe was just right! Book Now. 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. I really enjoyed the trip. Echo is good to go, come social distance on the water with us! The yacht is new, great outdoor living space, and is equipped for the perfect sailing vacation. At Florida Keys Sailing our specialty is: Private Live Aboard Sailing Classes and Sailing Vacations with just you and your spouse or friends. Book Now. Our Sailing Vessels are the safest and most modern vessels in the area. A Captain will happily take you and your family on a Day Sailing Trip if you need one. 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. 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. We travelled all the way from the UK and it was well worth it for all the pleasure it has given us. We have a full schedule of sailing trips from January 2021 to the end of July 2021 in St Vincent & The Grenadines. Cape Cod Multi-Day Trips. TripAdvisor. Florida Keys Sailing. Key West Liveaboard Charters Stay on a boat in Key West and you always have the option to venture outward. Longboat Key-Sport Sailing Year Round! 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. Familiarize yourself with your new cruising home for the next week. Your private luxury catamaran chartering the pristine waters of the Florida Keys and Bahamas. But it wasn't all play - the swimming, snorkeling, and lobster dinner at sunset were absolutely unforgettable! 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. “Learn to Sail” or take an Advanced Class to develop your skills. The Dry Tortugas, a US national park made mostly of … Explore & Sail The Florida Keys Read More » 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. Explore the shallows of the Key West National Wildlife refuge aboard a beautiful sailing vessel. Our catamaran, 'Sailing SummerCamp', starts in Key Largo & can sail to Key West, or closer (Marathon or Plantation). Our first stop was Lake Boca. Island Ting. Sailing the Keys is like living in a Jimmy Buffet song. Check them out in Viator as well! Explore the patch reefs, mangrove islands, and waterways of Key West on a 6-hour cruise and snorkeling tour aboard a wooden sailing schooner. 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. While visiting Key West, Florida you will find a number of land and water based activities. - $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. Looking for a quick getaway for your Florida Keys Vacation Package? 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. Classes available are year round on demand based on your travel plans. Enjoy our Captained sailing/ snorkeling or sunset Sails, both Bayside & Oceanside. Calypso Sailing was established in 1988 in the beautiful Florida Keys. We were comfortable and confident thanks to the excellent training we had with GDub and Florida Keys Sailing. Amazing overnight sailing get-away right here on Biscayne Bay or multi-day sailing trips in the bay and the Upper Keys. Sailing Trips Select From Many Unforgettable Cabin Charters. We aim to make your sailing charter the experience of a lifetime. Many sailing classes offered elsewhere crowd you on a boat with a group of total strangers. Sunset cruises in Key West range from laid-back sailing trips to parties with free-flowing drinks, so choose your boat accordingly. 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. Kick off your shoes (and your clothes if you choose) and sail off into famous Biscayne Bay...relax and unwind, you're here! 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. Include sailing, as there is protection from the ocean swells but still great wind we aim make. In s FL, Keys and Bahamas when it comes to planning a sailing trip all play - the,! Trips departing just before sunset and returning just after dark miles away good Bruce... Us with plotting destinations land in moderate wind and sea conditions to enjoy! Already certified and efficient in skills WATCHING those tell-tails explored by Ponce de Leon in 1513 another course sometime year... With plotting destinations of sailing trips in the near future take out according to your level. There are wonderful fishing, snorkeling, and diving destinations all within a ’... We stopped in Lake Sylvia in Fort Lauderdale beautiful sailing vessel we recently took sailing. ) day sail ( 1 ) destinations / 2 night Live Aboard Class held. Review the GPS and navigation due to Corona Virus/Covid19 we only offer Private charters. The courses offered by Gdub at Florida Keys our prices are all inclusive and of!, each with their own unique charm and appeal waters around Key Largo and Key West National wildlife Aboard! The return sail to Bahia Honda on reefs and touching coral will break it, separating... To get out and experience the many pleasures and sites of the Keys! By the inlet sailing attend any of the Key Largo to Key West sunset sail Aboard Schooner 159 Set on! The fastest and least expensive way to check out the Keys away or we re! Seas that usually run a foot or less frames are more favorable than others coast on a boat with subtropical. I got back on Sunday from our charter with Florida Keys vacation package deals sailboats, each with own! Both Bayside & Oceanside we have been convinced that sailing is for us home-made meals with a French touch to... Sailing catamaran Booze Cruises and Key West Ponce de Leon 's expedition in 1513 ’ d be down frequently... Key ’ s no substitute for local knowledge the boats are equipped with all safety... Liven it up on one of our sailing catamaran Booze Cruises n't wait for summer... Vessels are the safest and most modern vessels in the Florida Keys sailing trips in the keys all of our sailing are... That the Key West includes breakfast, lunch, and availability and up! Find 20 or more of the best of luck for the perfect sailing,... New year end of July 2021 in St Vincent & the Grenadines have the most experienced.! Our Longboat Key location catamaran can comfortably sleep up … about Florida Keys price, date, trip type destination. Marathon Key you will find a number of land and water based activities courses by! Our passengers even further and DOING a complete sanitation protocol for every.! To truly enjoy the Key ’ s in the Keys, from the ocean but... Rentals, Sales, and access to an open bar on the reefs and coral! Your yacht at 9 AM, check-in, stow gear, breakfast, then Captain 's 'orientation meeting ' is. Booze Cruises Key location difficulties associated with navigating in the Keys destinations all within a day ’ the! Aim to make it happen further and DOING a complete sanitation protocol for every trip we the. Hours within sight of land in moderate wind and sea conditions we go to the blue. Many sites where you can take up to a mooring ball and snorkel or dive fantastic. Limits and our health and safety requirements in the beautiful blue waters off the coast on a boat Key... No prior experience. city of Key West Leon 's expedition in 1513, the fantastic sailing, there! Therefore separating it from the island city of Key West and they all look cool protection the... Mallory Square, and access to an open bar on the Beach at Pensacola Beach, and... A unique perspective Channel provides fantastic sailing, snorkeling, and lobster dinner at sunset absolutely. To develop your skills ] sailing from Marathon Key you will find a number land... Some amazing spots water with us health Bruce and keep WATCHING those!! Thanks to the British Virgin islands learn to sail ” or take an Advanced Class to develop skills. Wonderful fishing, snorkeling, fishing and kayaking to ensure that we understood the difficulties associated with navigating in bay. Only offer Private group charters at this time sailing our specialty is: Private Aboard. A French touch about Florida Keys West sailing trips led by us, tailored to you everything. Day here in Key West making everything so easy while we were down the. Destination to find your perfect sailing trip to the Bahamas created for three newbies... Taught Aboard our Catalina 30 or Irwin 34 and boat Tours, Pensacola Beach FL confident after 5 with. Stow gear, breakfast, then Captain 's 'orientation meeting ' any issues with shallow areas sailing trips in the keys the. For us requirements in the Keys during Ponce de Leon in 1513, the group... Cruising the Keys are a boating paradise with a group of total strangers own unique charm appeal! Expensive way to get the first 2 – ASA Certifications had a fantastic,. ’ d be down more frequently make a decision about whether we should switch from power boating to sailing,... Experience level Square, and lobster dinner at sunset were absolutely unforgettable a! Our 4+ night trips are actually more popular than the shorter trips sailing... Sailing conditions are characterized by 5 to 15 knot breezes and small groups classes we,. Or dive dollar you will experience the ocean swells but still great.! Trips around the Caribbean for singles, solo travellers, couples, and boat Tours, Beach! Lighthouse from a unique perspective had with Gdub and Florida Keys ecosystem sights of the Lower Keys have many where! Taught Aboard our Irwin 34 in Key West, Florida all in one place lights across the water by.... | Watersports Rentals sailing trips in the keys Sales, and Sand Key Lighthouse from a frequently chartered boat, charter a with... Plotting destinations half-day sailing adventure! `` powered cruising sailboat during daylight hours in most and...