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      • ASA101 Basic Keelboat Sailing
      • ASA103 Basic Coastal Cruising
      • ASA104 Bareboat Cruising
      • ASA105 Coastal Navigation
      • ASA106 Advanced Coastal Cruising
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      • ASA118 Docking Endorsement (Taught on Your Boat Only)
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Discover the Freedom of Sailing

Charlotte Harbor Sailing, LLC

Sailing Lessons and Captained Sailing Charters in Punta Gorda, FL

Take A Sunset Cruise…Learn to Sail…Captained Charters…Explore the Sea

Captained Sailing Charters

Cabbage Key

Enjoy a Sunset, half day, full day or several days exploring Charlotte Harbor and the Gulf Islands. All our charters include a Captain, and you are free to do as much or as little of the sailing as you wish. Take up to 6 people aboard our gorgeous sailboat.

  • Sailing Charter Details
  • Sailing Charter Pricing Options
  • Photos and Videos of our Sailboat
Bottle-Nosed Dolphin in Charlotte Harbor
Bottle-Nosed Dolphin in Charlotte Harbor
Useppa Island
Sunset Near Cabbage Key
Ft. Jefferson, Dry Tortugas
Florida Sky

Sailing Lessons

Our Classroom
Our Classroom

ASA Certified Sailing Lessons

We teach sailing on sailboats, no classrooms! Lessons are taught aboard our 31’ Catalina, with 2 to 4 students per class. You’ll get lots of personal attention and helm time, and achieve certification with the American Sailing Association.

All sailing courses are taught several times each month, year-round. There is a 25% discount for 2nd, 3rd or 4th person in your party.

Private certified Lessons are available, either on our Catalina or on your boat. We also offer private informal lessons for those who wish to learn about sailing but do not need a certification.

ASA Sailing Courses

  • ASA101 Basic Keelboat Sailing
  • ASA103 Basic Coastal Cruising
  • ASA104 Bareboat Cruising
  • ASA105 Coastal Navigation
  • ASA106 Advanced Coastal Cruising
  • ASA114 Cruising Catamaran (Offered on Your Boat Only)

Lesson Prices

  • Sailing Lessons on the Catalina
  • Combination Lessons on the Catalina
  • Private Sailing Lessons on the Catalina
  • Private Lessons on Your Boat
  • Private Informal Lessons

Live the dream!


  • Contact us to inquire about Captained Charters or taking Sailing Lessons

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