Available Adventures
Welcome to St Augustine Sailing
Whether you’re seeking adventure, relaxation, or a romantic getaway, we have the perfect sailing excursion for you. Our diverse booking options are designed to cater to every sailor’s dream.
Below you will find our sailing experiences divided by Featured & Seasonal first, then Shared, Private, Wedding Packages, Sailing Lessons, and Membership Packages.
No matter what adventure you are looking for, we are here to help make your time on the water unforgettable! Simply choose the experience that suits your needs, and let us take care of the rest! We look forward to welcoming you aboard!
Private Sailing Experiences
For a more personalized experience, opt for our Private sailing excursions. You’ll have the entire vessel exclusively for your party, allowing for a customized journey tailored to your preferences. Ideal for family outings, romantic escapes, or corporate events, private charters offer privacy and flexibility on the water.
Shared Sailing Experiences
Join fellow enthusiasts on a Shared sailing adventure. This option allows you to book a spot on a vessel alongside other guests, creating a lively and social atmosphere. Depending on the sailing experience and the vessel selected, group sizes can be for 4, 6, 8, 10, or 12 passengers. It’s an excellent way to meet new people but yet keep it small and intimate while enjoying the open sea.
Featured & Seasonal Sails
Discover the best of St. Augustine with our Featured and Seasonal sailing trips. These exclusive excursions highlight special events, local festivals, and the natural beauty unique to each season. Don’t miss out on our sunset cruises, holiday specials, and wildlife spotting adventures.
Nights of Lights Packages
Glitter
Enjoy a private 3-Hour sail while our chefs go above and beyond to impress your inner foodie.
Prices starting at
Sparkle
Private 2–Hour Charter Experience will include an Upscale Perfect Pairing of Sweet & Savory Bites.
Prices starting at
Twinkle
Give the gift of memories and quality time with this special 75-minute Dessert Cruise.
Prices starting at
Shared Nights of Lights Tour
Experience festive cheer and over 3 million twinkling lights aboard a beautiful 35‘ sail boat for 1 – hour.
Prices starting at
Wedding & Elopement Packages
Make your special day unforgettable with our Wedding Packages. Exchange vows surrounded by the breathtaking backdrop of the ocean. We offer comprehensive packages that include everything from the ceremony setup to a celebratory sail afterward. Let us help you create a magical maritime wedding.
ASA Lessons
Set sail on a learning adventure with our Sailing Lessons. Our experienced instructors provide hands-on training for all skill levels, from novices to seasoned sailors looking to refine their techniques. Gain confidence and nautical knowledge while enjoying the thrill of sailing.
