Charlotte Harbor Sailing School 
Charlotte Harbor Sailing
Sailing Lessons in Southwest Florida Sailboat Charters in Southwest Florida

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

Enjoy a Sunset, half day, full day, weekend or entire week exploring Charlotte Harbor, the Gulf Islands, or even the tropical Florida Keys. 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 persons aboard one of our gorgeous Sailboats.

Sunset on Charlotte Harbor

Cabbage Key

Bottle-Nosed Dolphin in Charlotte Harbor

Bottle-Nosed Dolphin in Charlotte Harbor

Useppa Island

Useppa Island

Ft. Jefferson, Dry Tortugas

Ft. Jefferson, Dry Tortugas

Sailing Lessons

ASA Certified Sailing Lessons

Sailing Lessons

Our Classroom
2005     31’ Catalina
All Classes 2 to 4 persons

We teach sailing on sailboats, no classrooms! You'll get lots of personal attention and helm time. Achieve certification with the American Sailing Association standards

ASA Sailing Courses

25% discount for 2nd, 3rd or 4th person in your party

Most courses are taught at least once a month.

ASA Certified Private Sailing Lessons
If you prefer no additional students in your class, we offer ASA Certified private lessons.

Informal Private Sailing Lessons
Customize your own informal private lessons to develop the skills you want, with no tests.

Live the dream
by learning to sail!


Sailing Charlotte Harbor, Florida

  • Punta Gorda
  • Pine Island
  • Boca Grande
  • Burnt Store

Sailing the Gulf Islands of Florida

  • Sanibel Island
  • Captiva Island
  • Cayo Costa Island
  • Cabbage Key

Sailing the S.W. Florida Coast

  • Venice
  • Sarasota
  • Naples
  • Marco Island

Sailing the Florida Keys

  • Key Largo
  • Marathon
  • Key West
  • Dry Tortugas