THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Discover the beauty of Florida's coast on a private Day Sailing Adventure in St. Augustine. Enjoy personalized service, stunning views, and unforgettable moments on this scenic boat tour designed just for you.
Discover the beauty of Florida's coast on a private Day Sailing Adventure in St. Augustine. Enjoy personalized service, stunning views, and unforgettable moments on this scenic boat tour designed just for you.
Book with St Augustine Sailing
Verified experiences and guided adventures in the surrounding area.
Operated by St Augustine Sailing · St. Augustine, Florida
Embark on a memorable private Day Sailing Adventure with St Augustine Sailing in the historic city of St. Augustine, Florida. This tailored boat tour offers an unbeatable way to experience the city’s scenic coastline and vibrant waterways in a relaxed, personalized setting. Whether you're celebrating a special occasion or simply craving a day of serenity on the sea, this adventure provides stunning views of the historic skyline, lush shoreline, and abundant marine life. As you glide across the calm waters, knowledgeable crew members share fascinating local stories and insights, making the trip both entertaining and educational. The private nature of this tour ensures an intimate experience, perfect for families, groups of friends, or romantic getaways. You’ll have plenty of opportunities to take breathtaking photos of the historic forts, lighthouses, and pristine beaches. The route can be customized to include snorkeling, swimming, or beach stops, adding to the flexibility and fun of your day on the water. No previous sailing experience is necessary—just bring your sense of adventure and your camera to capture the beautiful Florida coast. This personalized boat tour promises a peaceful escape into nature, with the comfort of exclusive service and unmatched scenery that makes for an unforgettable day in St. Augustine.
easy.
3–4 hours.
Suitable for most fitness levels; no strenuous activity required.
No, this private sailing tour is suitable for all experience levels; your crew will handle everything.
Bring sunscreen, hats, sunglasses, comfortable clothing, water, and your camera.
Yes, the boat is equipped with a clean restroom for guest convenience.
Absolutely! The crew can tailor the trip to include snorkeling, swimming, or specific sightseeing spots.
Trips are subject to weather conditions; if sailing is unsafe, tours can be rescheduled or refunded.
Yes, children are welcome, but please inform the company in advance for age-specific considerations.
St. Augustine is the oldest European-established settlement in the U.S., with a rich maritime history connecting its past to lively coastal waters.
St. Augustine Sailing follows eco-friendly practices, including waste reduction and respectful wildlife viewing to preserve the area's natural beauty.
St Augustine Sailing operates premium sailing experiences and certified sailing courses in historic St. Augustine, Florida. The company offers a diverse lineup of public and private excursions — from shared brunch sails and sunset tasting cruises to intimate private dinner charters and wedding packages aboard luxury yachts. Educational offerings include ASA 103 Basic Coastal Cruising, Basic Keelboat prep classes, and hands-on day sails on 21–22-foot boats and larger Jeanneau models. Each experience blends local maritime history, coastal wildlife viewing, and elevated hospitality. Professional skippers and trained crew lead all trips, delivering safety briefings, navigation expertise, and attentive service. On private dinner and tasting cruises, guests enjoy chef-prepared courses, sommelier-curated flights, and tailored menus served onboard. Photography-focused sails provide short portrait sessions against landmarks like the Lighthouse and Historic Bayfront. St Augustine Sailing prioritizes safety and instruction for learners and recreational sailors. Courses emphasize seamanship, heavy-weather operation, docking skills, and practical boat handling on 30–45-foot auxiliary-powered catamarans. Short introductory sessions give beginners the confidence to handle sails and basic lines. For weddings and private events, the company offers packaged options including on-yacht ceremonies, dockside Marriage Knot services, bouquets, photography, wedding cake, and charcuterie boards for small to mid-size groups. Vessel maintenance, certified instruction, and transparent booking policies support reliability and repeat business. Located in downtown St. Augustine’s marina district, the operator leverages local knowledge of tides, wildlife patterns, and historic routes to create memorable, trustworthy coastal adventures for couples, families, learners, and food-and-wine enthusiasts. Bookings are available year-round with flexible cancellation policies online.
Book with St Augustine Sailing