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Creating Confident Sailors with Easygoing Personalized Training

lessons in  anchoring and docking sailboats Island Dreamer Sailing School teaching ASA 101, 103,104,105,106 Teaching ASA sailing lessons

Our Captains  teach in a friendly, supportive environment where “no yelling” is allowed. Our goal is to ensure that both partners can comfortably handle the boat and can work together as a team. Learn how much fun sailing together can be!  

Learn to sail with us and explore the Florida Keys. There is always something to learn, whether you are first-time sailors or have been sailing for many years. Learn about the environment  and history of the Keys. Or maybe you’d like to know how to catch that fish or lobster for dinner tonight?

Learn boat handling, weather planning and navigation for enjoyable, safe cruising. In addition, you will gain the knowledge you need to choose the boat and cruising style that is right for you and your partner. We offer ASA certifications from Basic Keelboat to Offshore Passagemaking.

Couples Sailing Lessons in the Florida Keys

Cruise and Learn Sailing in the Keys

ASA Sailing Classes

Couples Classes ASA Live Aboard Classes Advanced Classes