Specials & Events

Valentines Sailing Charter

For the month of February 2019 – Romantic Sailing Charters begin at 5:00 PM – 7:00 PM

Sail away to a world of romance as you watch the sunset against the beautiful and historic backdrop of Saint Augustine’s city landscape.  Enjoy the intimate atmosphere as you treat your loved one to an evening of rest, relaxation and romance.  All you have to do is sit back and enjoy as we cast off from Camachee Cove Yacht Harbor for your romantic sailing charter.  Allow your skipper to ensure smooth sailing buy keep an eye out for dolphins as you sail by porpoise point. Then the sail continues making way along the shoreline of Matanzas Bay to historic Saint Augustine Bay Front where you will see Saint Augustine Light House, the oldest U.S. masonry Fort Castillo de San Marcos, numerous historic buildings and of course the Bridge of Lions.

Price beginning at $499.00 for 2 hour sailing charter and includes:

  • 1 bottle of Sparkling Wine,
  • 1 Dozen Red Roses, and
  • 1 Dozen Chocolate Covered Strawberries

Additional $160.00 per couple sharing the same charter

February SailTime Social

February 16, 2019 – 5:00 PM – 7:00 PM

SailTime SocialJoin us for our February SailTime Social. Stop by and see our lastest new Jeanneau 349 “French Kiss”.  Mix, mingle, and have fun with fellow sailing enthusiasts on Saturday at the Mariner’s Louge located at 3076 Harbor Drive, St Augustine.

Find out about our SailTime Membership programs, Crew Membership, ASA Sailing School, and our sailing charters.

March SailTime Social - Top Secret!

March 16, 2019 – 5:00 PM – 7:00 PM

007ImpersonatorThe secret is out!!!! James Bond will be bring our newest sailing vessel to our fleet – the 2019 Lagoon 40.  Join us for a night of fun as we celebrate in style.

April SailTime Social

April 20 -22, 2019

April SailTime Social FlotillaJoin us as our sailing fleet travels to Cumerberland Island for our April SailTime Social.

Gift Certificates

For any special occasion, consider a Gift Certificate for that special someone who would enjoy time on the water… charters with Captains, bare-boat charters for those already-a-sailor on your list, or an ASA sailing class. We also do private instruction 🙂 We have something for every sailor or would-be sailor! Simply give us a call. We can mail or email a gift certificate to you!


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 19 to 41 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!

Our Community