About Us

We are St. Augustine’s Sailing Connection!

Welcome to St Augustine’s Sailing Connection! St Augustine Sailing is where the art of sailing meets luxury, education, and camaraderie with our private sailing charters, sailing club, learn to sail classes, and our crew and female programs. As the foremost authority on sailing in St. Augustine, we boast a legacy of decades spent imparting the joy of sailing to enthusiasts like you. Nestled in the heart of St. Augustine’s premier marina, we take pride in being a certified American Sailing Association Training Facility.


Embark on a captivating sailing experience aboard on of our luxurious private charters. Immerse yourself in the art of sailing aboard our meticulously maintained fleet, showcasing sailboats ranging from 21 to 45 feet, both mono-hulls and catamarans. Discover the enchanting waters of St. Augustine as you sail with sophistication, allowing the gentle breezes to guide you through a journey that encapsulates the essence of this historic coastal haven. Our private charters promise not just a boat ride, but an immersive encounter with the unique charm and beauty that define the sailing experience in St. Augustine.


At St. Augustine Sailing, we believe that sailing is not just a skill; it’s a lifestyle. That’s why we offer more than just charters and lessons. Join our sailing club to foster a sense of community and explore the waters with like-minded individuals. Our sailing school provides a structured curriculum for sailors of all levels, ensuring a comprehensive learning experience.


In our commitment to inclusivity, we proudly offer women-specific programs, empowering female sailors to navigate the seas with confidence. Our friendly and supportive staff comprises fellow sailors who share your passion for the open water, creating an environment where learning and enjoyment go hand in hand.

Discover the thrill of sailing with St. Augustine Sailing, where we make it our mission to guide you on the journey to becoming a proficient sailor and, most importantly, to get you out on the water more often and make us your St Augustine’s Sailing Connection. Welcome aboard!