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Creating Confident Sailors with Easygoing Personalized Training

Your Captains under sail in an ASA103 Class Captans and ASA instructor for Island Dreamer Sailing School

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Captain Margie and Captain Harold have been married for 35 years and have spent 27 years exploring the Florida Keys in canoes, powerboats and sailboats. Captains Derrek and Stephanie live aboard and teach sailing they also love doing charters for the Boy Scouts of America in the summers. Click below for more Captain Couples

Live aboard our roomy and comfortable Morgan Out Island 41’ or learn to sail on our Balboa 20’. All our boats are clean and well maintained, so you can relax and enjoy your vacation. The boats have shallow drafts and are designed for sailing in the Florida Keys.

The Florida Keys is a 170-mile-long island chain imbedded in turquoise water, running south and west from Miami and Key Biscayne to Key West and the Dry Tortugas. The subtropical climate and simple beauty of the Florida Keys make this American ecological treasure a sailing destination that should not be overlooked.

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