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Welcome Aboard!

Dreaming of owning your own sailboat?

Take a VIP Sneak Peek at the St. Augustine Virtual Boat Show!

VIP Tour and Test appointments available March 12 – 15, 2021


St Augustine Sailing would like to welcome you and your party aboard one of our luxury sailing yachts.  For the best sailing experience in the St. Augustine area, you have come to the right place.  We have been providing excellent service for decades with our office conveniently located in beautiful and historic St. Augustine, FL at Camachee Cove Marina & Yacht Harbor.

We offer a variety of sailing experiences on our  Captained Sailing Charters -(for two hours or more on your private sailing vessel) where you can sit back and relax with friend or family, book a fun-filled offshore sailing experience, enjoy a romantic sunset, pop the question, or celebrate a special occasion.  All our sailing vessels are new or newer and ranging from 21 feet up to 45 feet.

For those who are wanting to learn to sail or increase their sailing skills look into our  American Sailing Association Sailing School classes.  We schedule classes all year round, so if you are local or planning on being in or near Saint Augustine for a vacation, check out the schedule or give us a call.

Book Your Class!

We have not forgotten about our sailing friends who are looking to sail more often,  join our fractional sailing program SailTime –  Interested in finding out more about how to own a sailing vessel for less? Call us for details at (904) 829-0648 we are accepting more boats into the Charter Fleet!

Corporate Team Building – Call us, and we’ll put together a team-building event for your group.


St Augustine Sailing Jeanneau 349 private sailing charter

What our customers say…

I was a student with you for 101/103. I got a lot out of the course … and have been teaching my son some skills… Thanks for the great instruction! ~ Chris C.

Kim and I want to thank you for making us feel welcomed and part of the SailTime family… Learning to sail just made us want to be on the water even more. Having dolphins swim with us was one highlight we will never forget!  Mark S.

On behalf of everyone at Wish of a Lifetime, we would like to thank you for your generous contribution… toward a sailing experience for Paul H’s Wish. Wish of a Lifetime, with the support of community members such as you, will make seniors’ lifelong dreams come true. ~ J. Bloom, Founder

Arranged the sailing experience for a client and was very impressed with the friendliness and excellent customer service that was provided throughout the arrangement. I was told that the experience exceeded their expectations. I would highly recommend booking an experience with them! Should we have another client traveling to this location for a sailing experience, I will definitely be using them again! Thank you for everything Carol Ellis and the rest of the crew at St. Augustine Sailing Enterprises!  ~ Brittany, Trip Advisor review


Gift CertificateGift Certificates are available toward any sailing activity we offer

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About Us

We are St. Augustine’s Sailing Connection!

We’ve been teaching Sailing for decades from St. Augustine’s premier marina and we’re a certified American Sailing Association Training Facility.

Our well-maintained fleet of sailboats from 21 – 45 feet are here at the docks by our harbor-front office. Our Captains/Instructors are certified by the American Sailing Association and are USCG licensed… you’ll find us to be a Friendly, Supportive Staff of Fellow Sailors!




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