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Offshore Sailing School

Offshore Sailing School provides rewarding learning vacations at three premier SW Florida destination resorts. We give new meaning to fun-in-the-sun. Just want to try sailing? Learn how to make a boat move with wind alone? Take a 2-hour lesson or pick any two days for a Learn to Sail Adventure. In just 3 days, you could earn your sailing certification in our Learn to Sail or Performance Sailing course or in our 7-day Fast Track to Cruising course, you learn to sail on our Colgate 26 keelboat the first two days, then spend five days learning to cruise on a 44' monohull (or catamaran in various locations). Both Learn to Sail and Performance Sailing are also offered in 5 half-day schedules so you may enjoy the resort amenities and explore these beautiful locations on the Gulf of Mexico, Pine Island Sound or Tampa Bay.
Founded in 1964 by Olympian and America's Cup sailor, Steve Colgate, America's #1 Sailing School® also offers private and group lessons and sunset sails for vacationers already on site. Liveaboard and shore- based vacations include course and accommodations. Beginners and racers learn on award-winning Colgate 26 sailboats. Cruising courses are taught on state-of-the-art 43-50 foot cruising yachts. Walk or drive Ding Darling National Refuge. Go to the Shell Museum. Fish, jog. bike, kayak, play tennis, enjoy a round of golf. Go shelling on long beautiful beaches, bask by gorgeous pools. To learn more call 800-221-4326, visit our website at or email
Group and private programs are available for those traveling alone, with a loved one, or the entire family. Private courses for two empower and build confidence. Singles make new friends while learning. Our 'Tweens and Teens Learn Free programs give families a special bonding experience while learning to sail and cruise. These fun sailing adventures provide lasting skills and lifelong vacations under sail. As you sail and learn, dolphins play in your wake and curious manatees watch as you dock.
Offshore Sailing School learning vacations and lessons are available at Pink Shell Beach Resort & Marina, Ft. Myers Beach; South Seas Island Resort, Captiva Island; and Hampton Inn & Suites, downtown St. Petersburg. Other locations include New York City; Jersey City, NJ; and The Moorings Village, Tortola, and Scrub Island Resort in the British Virgin Islands.
Sailing is a green activity. It's fun and exhilarating to make a boat move with wind and sails alone. Reduce your carbon footprint every minute you are under sail. Sailing provides peace, freedom, inspiration and fun.
Call 800-221-4326 or contact us on the web at
Sailing—Good for You. Good for the World!(TM)



Sailing, Snorkeling, Water Recreation

Average Visit Time

1 - 2 hours, 2 - 3 hours, Full day, Half day, Multi-day


Florida Resident Discount, Group Discount

Guest Information

Family Friendly, Wireless (Wi-Fi)