Discover an elegant boat tour in St. Augustine that combines scenic water views with the sophisticated tradition of high tea. Perfect for special occasions and relaxing afternoons.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
1.5–2 hours
Fitness Level
Suitable for most fitness levels, minimal walking required
Wildlife
History
St Augustine is the oldest European-established settlement in the continental United States, founded in 1565, offering a rich historical backdrop for this scenic cruise.
Conservation
St Augustine Sailing practices eco-friendly boating methods to minimize environmental impact, supporting local wildlife and preserving the area's beauty.
St Augustine Sailing
Discover an elegant boat tour in St. Augustine that combines scenic water views with the sophisticated tradition of high tea. Perfect for special occasions and relaxing afternoons.
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 secure your spot
Booking in advance ensures you get the best seating and experience the full charm of the tour.
Dress comfortably yet stylishly
Smart casual attire enhances the experience without sacrificing comfort during the waterfront cruise.
Bring sun protection
Sunscreen, hats, and sunglasses are recommended since parts of the tour are outdoors and sunny.
Stay hydrated
Bring a bottle of water to stay refreshed, especially on warm Florida days.
Sun hat
Protect your head and face from sun exposure while enjoying the cruise.
summer
Sunscreen
Helps prevent sunburn during outdoor parts of the tour.
spring|summer|fall|winter
Light jacket or shawl
Adds warmth if the weather cools off unexpectedly.
winter|fall
Camera or smartphone
Capture beautiful waterfront views and memorable moments.