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THE BLUESAIL DIFFERENCE
Immerse yourself in the tranquil beauty of the Florida Keys and experience the vacation of a lifetime with TripAdvisor's 3-time Traveler's Choice Award Winner, Bluesail Yachting. A 5-star rated charter company, established in 2018, is your go-to destination for all things sailing and has been recognized by Fatherly and Maxim as a top charter experience in Key West, Florida.
For those seeking to expand their sailing expertise, Bluesail Yachting is a accredited sailing academy offering 3, 5, or 7 day education aboard a 38' sailing monohull or 40' sailing catamaran for building confidence on the water. Bluesail can also assist in selling or buying the yacht of your dreams with knowledge of the entire boating lifecycle and partnerships with world renown manufacturers.
SCROLL TO GET STARTED
DAY, SUNSET & MULTI-DAY KEY WEST CHARTERS
YACHT ADVENTURES
Explore the hidden gems of Key West with one-of-a-kind charter experiences including 6-10 hour day and sunset sails, plus, multi-day custom charters to unforgettable destinations like The Marquesas Keys and The Dry Tortugas.
Knowledgeable, highly experienced, and licensed Captains will provide a true local experience, sailing to secluded islands where you can paddle through mangrove tunnels, rest and relax on natural beaches, snorkel at the Florida Reef, and cook your catch right on the boat. Your luxury yacht features 3 cabins, 2 heads, a salon with near 360 degree views, large back deck, and trampoline for soaking up the sun, sipping champagne, and spotting dolphins and turtles throughout your journey.
Looking for the ultimate VIP experience? Add a First Mate who will assist with all your activities, special requests, and a custom curated menu for you and your group.
MOST POPULAR EXCURSIONS
"From start to finish they provided one of the best experiences we have ever had."
~ William, November 2021
75 Miles Away from 500 Years of North American History
ACCREDITED SAILING ACADEMY
LEARN TO SAIL
Bluesail's award-winning private training clinics are perfect for everyone from new sailors who want to develop foundational skills to experienced mariners looking to earn a license. Once we know your level of experience, we'll craft a plan tailored to your specific goals and timeline.
Utilizing NauticEd's internationally renowned online curriculum, our sailing programs provide a structured approach to help you reach your objectives. Our 1-7 day monohull and catamaran clinics, along with a customizable 30-day insurance sign-off course, are designed to help you become an educated and capable mariner. That way, you, your friends, and family can feel safe when exploring the waters of the world.
SAILING EDUCATION COURSES
YACHT BROKERAGE
BUY/SELL WITH BLUESAIL
Whether you are selling a boat, buying a new or pre-owned yacht, or simply learning about the yachting lifestyle, the Bluesail team of licensed experts is here to help.
We pledge to take the time to walk each client through the entire buying or selling process.
From listing your boat for sale to conducting market searches to handling offers, trial runs, and surveys, we’ll be transparent about what to expect while ensuring the buying or selling process aligns with your timeline and objectives.
THE FLEET
KAIMANA
40' SAILING CATAMARAN
WHAT PEOPLE SAY
“This company made our trip simple to plan. They went out of their way to ensure we had a great time. We plan to return to the keys just because of this one experience.”
— Johnathon via TripAdvisor