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As America’s #1 Sailing School with more than 160,000 graduates, Offshore Sailing School introduces its first-ever combination catamaran and monohull cruising course. “Often new students aren’t sure which yacht type they would like to learn on. So, they will get “the best of both worlds” in our new Ultimate Monohull and Catamaran Cruising Course, offered at ‘Tween Waters Island Resort & Spa on Captiva Island, Florida,” company President & CEO Doris Colgate said. During certain weeks, Offshore Sailing School is modifying their most popular Fast Track to Cruising® course, so students will learn to sail aboard a Colgate 26, followed by training on both a 44’ monohull yacht, and a 40’ catamaran. Both of the yachts are new additions to the company’s fleet in Florida. In just one week, you can go from your couch to the captain’s chair and earn four US Sailing certifications to skipper a yacht up to 50’. To learn more and check course availability, interested students should call 1-239-454-1700 or 1-800-221-4326, or email, [email protected].

The company is promoting ChristMAST in July with $1000 savings when two students enroll together for courses in Florida or the British Virgin Islands this month and take their course October – December 2023. These savings will apply to the new Ultimate Cruising Course. Students receive textbooks to study in advance, instruction aboard, and resort accommodations. Offshore Sailing School graduates receive an exclusive discount of up to 15% off their first charter with the school’s charter partner in the British Virgin Islands, The Moorings.

Offshore Sailing School is a finalist for Small Business of the Year with the Greater Fort Myers Chamber of Commerce with the winner to be announced on July 27, 2023. The company will celebrate its 60th Anniversary with a kickoff celebration and special contest during the 2023 US Sailboat Show in Annapolis, Maryland, this October.

Offshore Sailing School’s current locations include Captiva Island and St. Petersburg, Florida, and Tortola and Scrub Island in the British Virgin Islands. The company offers every level of US Sailing and Powerboating certification for beginner, intermediate, and advanced courses. They also host Women’s Week Fast Track to Cruising® Courses, and Colgate Sailing Adventures® hosted flotilla vacations. The trip in Grenada is sold out this Fall, but there are cabins available for trips in Belize and the Greek Islands in 2024.

Offshore Sailing School’s headquarters office is at 6338 Presidential Ct., Ste. 201, Fort Myers, Florida, 33919.

Offshore Sailing School continues to hire full-time, qualified instructors for its sailing and powerboating courses at all locations. Interested candidates should email US Regional Manager, Randon Finkelstein, [email protected]. For more information, visit


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