Chartering with St. Augustine Sailing

Romance and Adventure! We are less than an hour south of Jacksonville, and an hour north of Daytona, and have the most beautiful, historic sailing area in Northeast Florida! We offer a number of ways to get out sailing our beautiful waters ~ both on the Intracoastal Waterway and out the St. Augustine inlet for near Coastal Cruising. We will put a licensed Captain on-board to take you for two hours – or the whole day!  We have enjoyed the pleasure of many happy events on-board such as the wedding, pictured at left.

Or, if you are an experienced Sailor, you can rent one of our boats to take your crew out for time on the water.  Some sailboats are available for multi-day chartering with destinations such as Fernandina, Cumberland Island, St. Mary’s or Hilton Head… Just grab your provisions and go!

When you mouse over the ‘Charter’ menu selection above, you will see a drop-down menu for Bareboat (you are the skipper) and Captained (we provide the Captain) Charters.   Gift Certificates available!

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 to 45 feet is 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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