Adventure Brief
Discover the thrill of sailing in historic St. Augustine with an expert-led, two-hour hands-on lesson aboard a Hunter sailboat. Perfect for beginners ready to embrace the open water.
2 hours
easy
From $223.88
Family Friendly
Discover the thrill of sailing in historic St. Augustine with an expert-led, two-hour hands-on lesson aboard a Hunter sailboat. Perfect for beginners ready to embrace the open water.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2 hours
Fitness Level
Basic stamina for standing and light movement on a small boat is recommended, but no prior fitness level is required.
Wildlife
History
St. Augustine was founded in 1565 and remains the oldest European-established settlement in the continental U.S., with a rich maritime tradition.
Conservation
Operators emphasize sustainable boating practices, including minimizing disturbance to wildlife and proper waste management to keep local waters pristine.
St Augustine Sailing
Discover the thrill of sailing in historic St. Augustine with an expert-led, two-hour hands-on lesson aboard a Hunter sailboat. Perfect for beginners ready to embrace the open water.
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.
Tours Offered
14
Variety of sails and courses
Private Events
Up to 30 guests
Yacht and dock wedding options
Certified Courses
ASA 103 plus basics
Two-day and 3-hour classes available
Luxury Dining
Four-course dinners
Sunset cruises with gourmet meals
Reserve a sunset cruise, private dinner, wedding sail, or ASA course — secure dates fill quickly.
Arrive early to get comfortable
Plan to arrive at least 15 minutes before your lesson to meet your instructor and familiarize yourself with the boat.
Dress for changing conditions
Wear layers and bring a waterproof jacket as coastal weather can shift quickly during your sail.
Secure sun protection
Apply waterproof sunscreen and wear a hat and sunglasses to shield yourself from strong sun reflecting off the water.
Stay hydrated
Bring a water bottle onboard to stay hydrated during your two-hour sail, especially in warmer months.
Non-slip boat shoes
Essential for safe footing on wet decks during your sailing lesson.
summer
Light waterproof jacket
spring
UV-protection sunglasses
summer
Reusable water bottle
Keeps you hydrated throughout the session, important for outdoor activities on the water.