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Offshore Sailing School is America’s top sailing school and cruising academy, offering comprehensive industry-leading sailing and power boat courses for all levels.

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  • Our Courses
    • SAIL & POWER COURSES
      • Fast Track® Sailing Courses
        • Learn to Sail
          • Fast Track to Sailing | Beginner to Advanced in Six Days
          • Learn to Sail Certification Courses
          • Family Learn to Sail Programs
          • Sailing Lessons and Sailing Rides
          • Small Sailboat Cruising Course
          • Online Learn to Sail Course
        • Learn to Cruise
          • Fast Track to Monohull Cruising
          • Fast Track to Catamaran Cruising
          • Live Aboard Cruising Courses
          • Bareboat Charter Courses
          • Ultimate Cruising Course
          • Boat Handling & Docking
          • Navigation Courses
        • Learn to Race
          • Performance Sailing Courses
          • Fast Track to Sailboat Racing Courses
          • Performance Racing Clinics
        • Learn Passage Making
          • Coastal Passage Making Courses
          • Offshore Passage Making Courses
          • Celestial Navigation Courses
        • Coastal Navigation
        • Powerboat Courses
        • Private Courses
        • Advanced Sailboat Cruising Weekend Courses
          • Docking Refresher Course on a Catamaran or Monohull
          • Catamaran Refresher & 114 Endorsement
          • IPC Prep With Cruising Certification & Catamaran Endorsement
        • Team Building Programs
        • Women-Only Sailing Programs
          • Women’s Sail Sip Spa Week in the British Virgin Islands
    • SAILING TIPS
      • Top 10 Tips Learning How to Sail
      • Anchoring
      • Docking
      • Safety and Comfort Aboard
      • Sails & Sail Trim
      • Steering and Maneuvering
      • Handling Spinnakers
      • Engine Maintenance
    • RESOURCES
      • How to Become a Sailing Instructor
      • How to Choose a Sailing School
      • Yacht Lease Management Opportunities
      • BookstoreNew!
      • About Sailing
  • Our Locations
    • Florida
      • Cape Coral Marina Village
      • Captiva Island
      • Fort Myers Beach
      • Gulf Coast
      • Southwest Florida
      • St. Petersburg
    • British Virgin Islands
      • Tortola
      • Scrub Island
  • Sailing Vacations
    • 2026 Flotilla Cruise Adventures for Sailors
    • CARIBBEAN
      • Bahamas Exuma Islands Flotilla Cruise: Colgate Sailing Adventures
      • 2026 Antigua Colgate Sailing Vacations Flotilla Cruise
    • MEDITERRANEAN
      • Italy’s Amalfi Coast Flotilla
      • Dubrovnik-Montenegro Flotilla Cruise
      • Corfu and Ionian Islands of Greece Flotilla Cruise
      • Greece Ionian Islands
    • SOUTH PACIFIC
      • Tahiti’s Society Islands
  • Team Building
  • Testimonials
  • Specials
    • COAST Sailing MBA: Learn to Sail to Blue Water Passage Making
  • Resources
    • SAILING TIPS
    • SPECIAL EVENTS
    • News
      • Offshore Sailing School Returns to Captiva Island, Florida
      • Sailing – Out & About SWFL
      • America’s Cup Endeavor Program Videos
      • Growing Up Mooring: Sailing Adventures & Experiences
      • Doris Colgate Sailing Clinic & Cup
      • Steve Colgate Inducted Into National Sailing Hall of Fame
      • OSS Student Proposes During Course
      • Steve Colgate and National Sailing Hall of Fame
    • Colgate Blog
      • How Offshore Sailing School Changes Lives
      • Tahiti Colgate Sailing Adventure Flotilla 2025 Blog
      • 2024 St. Lucia Colgate Sailing Adventures Flotilla
      • St. Lucia and Windward Islands Flotilla Cruise
      • Weathering Unexpected Bad Weather
      • A Sailing Adventure He Still Can’t Believe Was Real
      • Sailing – Out & About SWFL
      • 2016 Croatia Flotilla Cruise Diary
  • About Us
    • ABOUT US
      • How We Teach
      • Steve & Doris Colgate
      • Steve Colgate
      • Doris Colgate
      • Offshore Sailing Brochure Request | Learn to Sail with Us
    • OUR TEAM
      • Faculty
      • Management Team
      • Employment Opportunities
    • MISSION & HISTORY
      • Our Mission
      • Our History
      • Alumni Benefits
      • Awards & Accolades
      • Our Philanthropy
    • SAIL & POWER FLEET
      • Our Fleet
      • Certification Levels
  • REQUEST QUOTE
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