Specials & Events

Nights of Lights - Private Sailing Charter

November 18, 2017 – January 31, 2018  – Sailing Charters begin at 5:00 PM – 7:00 PM

Experience the Nights of Lights from the water’s points of view and let our Captain sail you and your guests on one of our beautiful sailing vessels along the Historic St Augustine Bayfront.  Over the duration of the your 2 hour sailing charter you will be able to watch the sunset over city’s landscape and enjoy seeing the million of holiday lights.

Price beginning at $300.00 for 2 hour sailing charter for up to 6 guests.

Valentines Sailing Charter

February 9, 2018 thru February 18, 2018  – 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

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!

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