Specialties
Experience historic St. Augustine from a unique vantage point aboard one of our beautiful sailboats. Whether you are looking for a shared adventure or a private boat charter, we offer unforgettable sailing experiences and boat tours for all occasions.
Join us on the water for our popular dolphin tours, brunch sails, afternoon sails, and breathtaking sunset cruises. For an elevated evening, we offer upscale culinary adventures, including our Wine Tasting Cruise (featuring 5 appetizer-sized dishes paired with wine) and our fully catered Dinner Cruise (available privately or shared), complete with a 4 course meal prepared by our onboard chef.
Looking to take the helm? As a certified American Sailing Association (ASA) affiliate school, we offer a full range of sailing lessons and certification courses. If you aren't quite ready for a full certification, you can test the waters with our 2-hour beginner sailing course on a 22-foot or 35-foot sailboat.
Our offerings don’t stop there we also specialize in fully customizable private events on the water. From corporate team-building packages and fun bachelorette party boat rentals to photography sails and all-inclusive elopement packages, we do it all. Give us a call today, and we would love to create the perfect sailing experience for you and your group!
History
Established in 1985.
Enjoy a fulfilling experience aboard one of our beautiful yachts with a unique vantage point of historic St Augustine. We offer private sailing charters for all occasions, such as sunset cruises, day sailing, nature tours, and special events. Join SailTime Northeast Florida (sailing club) to gain access to our luxury fleet throughout the year.
St. Augustine Sailing has been teaching students of all ages to sail since the '80s. In 2001, it became a qualified American Sailing Association teaching facility and has certified many sailors of all levels.
We now have the largest charter fleet in Northeast Florida with sailboats from 22 feet to 42 feet. Our captains are licensed through the US Coast Guard and are ASA-qualified instructors as well.
Meet the Manager: Rose Ann P.
As an avid sailor, I've experienced a variety of locations ranging from coastal sailing to cruising the Caribbean aboard mono-hulls, catamarans, and power boats.
I was 30 when I moved aboard a 41' Morgan Out-Island Ketch with my three children after moving from Washington state to Florida. After a few months of taking short trips around the Keys, the Everglades National Park, and the Tortugas, we were ready to set sail on a world tour. Over 20 years later, I still love sailing!