Welcome Aboard!

Welcome to our Charter and SailTime fleet, Ocelot! This new Gemini Legacy 35 catamaran will be a popular boat for both Captained Charters and Membership sailing… reserve your spot today!

gemini sailing

St. Augustine Sailing Enterprises has the largest Sailing Charter Fleet in Northeast Florida! Our boats are newer models, clean and well maintained, and range from 22 ft. to 49 ft. Our harborfront office is located in St. Augustine’s premiere marina on the ICW right next to the inlet.

  • Captained Charters - for two hours or more on your private charter
  • Bareboat Charters - rent one of our sailboats if you are an experienced skipper
  • Small Boat Sailing Club - be a member on our Hunter 216 and book your own sailing times
  • SailTime membership sailing – join our fractional sailing program and sail one of our new Hunters from 33 to 49 feet
  • ASA Sailing School - learn to sail or increase your skills. From ASA 101 Basic Keelboat Sailing through ASA 114  Multihull Cruising Fundamentals
  • Corporate Team Building -  Call us and we’ll put together a team building event for your group.

St. Augustine Sailing is in Camachee Cove Yacht Harbor at the foot of the Vilano bridge on A1A. Both river and offshore sailing are available! For the best sailing in the St. Augustine area, you’ve come to the right place… read our reviews on Trip Advisor!

For Directions to our office and fleet, please choose ‘Contact Us’ from the Menu above.

  • TripAdvisor
  • 2014 logo  St. Augustine Sailing Enterprises, Inc.
    in Camachee Cove Yacht Harbor
    3076 Harbor Drive
    St. Augustine, FL 32084