Adventure Brief
Glide through St. Augustine’s historic waterways on a peaceful 2-hour private sail. Discover coastal landmarks, abundant wildlife, and tranquil estuaries away from the crowds.
2 hours
easy
Family Friendly
No Experience Required
Glide through St. Augustine’s historic waterways on a peaceful 2-hour private sail. Discover coastal landmarks, abundant wildlife, and tranquil estuaries away from the crowds.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for all fitness levels; minimal physical effort required as the captain handles the sailing
Wildlife
History
St. Augustine, founded in 1565, is the oldest continuously inhabited European-established settlement in the continental U.S., with a rich maritime heritage.
Conservation
Operators prioritize low-impact boating practices to preserve fragile estuarine ecosystems and local wildlife habitats.
St Augustine Sailing
Glide through St. Augustine’s historic waterways on a peaceful 2-hour private sail. Discover coastal landmarks, abundant wildlife, and tranquil estuaries away from the crowds.
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.
Bring Sun Protection
Even on cloudy days, the open water intensifies sun exposure—wear sunscreen, a hat, and UV-protective sunglasses.
Wear Non-Slip Footwear
Boat decks can be slippery; shoes with good grip keep you steady on your feet during the sail.
Stay Hydrated
Bring water or beverages to stay refreshed, especially on warm days out on the bay.
Check Weather Before Booking
Conditions can shift quickly; verify that the day’s forecast supports safe and pleasant sailing.
Light Jacket or Windbreaker
Protects against cool breezes on the water in spring.
spring
Sunglasses
Shields eyes from intense summer sun reflecting off the water.
summer
Water Bottle
Keeps you hydrated during mild fall sailing conditions.
fall
Warm Layers
Winter sailing can be chilly; layering helps maintain comfort.
winter