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![Private Sailing Adventures]()
Private Sailing Adventures
Our event planners will help you create the perfect private sailing adventure on the blue waters from Miami to Key West.
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![Sailing School]()
Sailing School
Private and group lessons and courses from novices to experienced sailors. Learn to sail or improve your skills to achieve US Sailing Certification.
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![Yacht Management]()
Yacht Management
Our skilled and experienced team is looking forward to helping owners with the perfect balance of enjoying their yacht and preserving its value under the guidance of fiduciary caretakers.
KEY WEST
SAILING CHARTERS & ADVENTURES
Our crews love hosting guests on charters and will be happy to share their sailing experience, local and environmental knowledge, and even teach a few sailing terms and skills.
Create Your Sailing Charter Adventure…
Booking a Sailing Charter doesn’t need to be overwhelming. We break it down to a few easy steps. Our team is always available to guide you with advice to make the memories of a lifetime.
Choose from sleek monohull sailboats or comfortable sailing catamarans to enjoy the comfort of up to 4 cabins, generous bathrooms, and full galleys. Our boats are perfectly matched to the beauty and serenity of sailing, with plenty of space for both relaxing and exciting experiences.
Paddleboards and other ocean toys offer entertainment for everyone on board. When at anchor, the 11' tender will easily get you to shore for exploration. Once off the dock, the possibilities are endless. You’ll soon discover that live slows to a slower pace aboard a sailing vessel. Sit back, relax, and enjoy the simple life.
Where would you like to go? Check out the destinations featured on our website. But keep in mind that we can sail anywhere reachable by water from Key West to Miami.
Now the fun part begins, and the options are endless! What will YOUR sailing charter adventure look like? A sunset toast under full sail? Snorkeling in the crystal waters of the reef line? Exploring uninhabited islands? Or how about a culinary adventure at sea?
SAILING INSTRUCTIONS & CERTIFICATIONS
Sailing Courses for All Levels of Experience
Courses are available in combination with hotel stays at our bases in Key West and on Miami’s Biscayne Bay.
Charisma Sailing School offers basic, intermediate, and advanced instruction, ranging from keelboat sailing lessons to cruising and bareboat chartering courses. Flexible course locations allow students to board either in Miami or Key West. Our optional live-aboard course format provides the most immersive environment possible. Textbooks and required reading prepare you for “hands on” instruction and practice during the course.
From novices to advanced sailors, our instructions are designed to help improving your sailing skills safely and with confidence. Learn under the guidance of US Sailing certified instructors who have a passion for teaching and love sharing their knowledge.
Experienced sailors and new boat owners who would like to refresh their skills can study Individual areas of interest, such as the knowledge required for bareboat chartering, navigation, seamanship skills, maintenance and troubleshooting of boat systems.
SAILING YACHT & FLEET MANAGEMENT
Our skilled and experienced team is helping owners with the perfect balance of enjoying their yacht and preserving its value in a charter fleet under the guidance of fiduciary caretakers.
As fleet managers, our mission is to be an agent and advocate with the upmost integrity for owners and their vessels.
We collaborate with highly qualified marine professionals to maintain and improve the vessels in our programs to the highest standard.
Vessels in our Charter Management Program are under the care of experienced and licensed Captains, who are treating the boat as their own, while teaching charter guests the proper use of the vessel.
