Offshore Sailing School

Plan your next sail vacation with the professionals

people on an offshore sailing school boat

About Offshore Sailing School

Offshore Sailing School was founded in 1964 by Olympian, America’s Cup Sailor and National Sailing Hall of Fame Inductee, Steve Colgate. The school provides a full range of instruction on 40’-50’ cruising yachts, sailing and power catamarans, with US Sailing and Powerboating certification – from beginning sailing to racing, advanced cruising, and passage making – at six resort locations in Florida and the British Virgin Islands. In addition, the Company conducts team building programs for corporations and groups, and leadership training for universities. More than 150,000 adults and families have graduated from Offshore Sailing & Powerboating School courses and participated in programs over the past 55 years.

offshore sailing school logo

Boats & Rates

Colgate 26; Jeanneau 439; Leopard 40 Catamaran; Fountaine Pajot MY 37; Catalina Morgan 440; Moorings 3900 Catamaran; Moorings 50.4. Courses are packaged with resort stay, or tuition-only, so rates vary by location, boat type, and season. Call 888-454-7016 for a personalized quote.

Boat Types:

  • Colgate 26 Day Sailer  
  • Sail Monohulls  
  • Sail Mutlihulls    
  • Power Multihulls  

Boat Lengths: Colgate 26; 40’-50’ cruising yachts, catamarans and power catamarans

  • bearded man with sunglasses on a boat
  • two guys on a boat
  • offshore sailing school trimming sails

Learn to Sail with America's #1 Sailing School

Charter Destinations

offshore sailing school students sailing on the water

Sailing Locations

We offer six beautiful sailing school locations:


Captiva Island, Florida  

Fort Myers Beach, Florida  

Cape Coral, Florida  

St. Petersburg, Florida  


Tortola, British Virgin Islands  

Scrub Island, British Virgin Islands  

Contact Us

16731 McGregor Blvd., Ste. 110  

Ft. Myers, Florida   

United States, 33908  

Phone: +1 (888) 454-7016   



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Special Offers

Active Military Tuition Discount

Promotional Offers are posted on under the Specials tab here

Ready to Plan a Charter?