Join Captain Margie and Captain Harold Ochstein in Miami and the Florida Keys, where the sailing is easygoing in the calm protection of this laid back island chain. Learn about sailing and living aboard in a relaxed environment while traveling through a warm, sunny string of tropical islands. From shallow flats and the back country, to the Gulf Stream waters and the only living coral reefs in the USA, this versatile marine destination is a sailor's paradise and the perfect tropical retreat from stress.
At Island Dreamer Sailing we offer sailing classes while you live on board. We are accredited by the American Sailing Association and offer ASA Bareboat Charter Certification. Sailboat lessons can be geared specifically for women and couples, making sailing a relaxing and enjoyable experience. Learn how to operate a keelboat from USCG licensed captains and ASA instructors with many years of cruising knowledge. Discover how you can be safe and comfortable in all types of conditions.
All-inclusive vacations are available for couples, families and friends. They encompass sailing, snorkeling and fishing while living aboard and exploring the Keys. Learn about the Florida Keys on our multi-day eco tours, where we share our knowledge of local history and marine life.
Come sailing with us for a few days or take a leisurely 2-week trip from Miami to Key West. You set the agenda when you join us for a private charter. We anchor at a new place each night and all your meals are prepared for you. Relax, help sail the boat or go for a swim or snorkel in the clear waters of Biscayne Bay.
Trips for couples or families who want to live on board for a week or a few days Sail with us in Miami and the Florida Keys. Enjoy a private sailing adventure while living aboard. All meal preparation included.
Learn in a friendly setting where “no yelling” is allowed.
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