THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Find your next daytime adventure via St Augustine Sailing’s Small Boat Club, where reserving a craft unlocks the rich waters and wildlife of Florida’s oldest city. Perfect for paddlers, sailors, and casual boaters alike.
Find your next daytime adventure via St Augustine Sailing’s Small Boat Club, where reserving a craft unlocks the rich waters and wildlife of Florida’s oldest city. Perfect for paddlers, sailors, and casual boaters alike.
Book with St Augustine Sailing
Verified experiences and guided adventures in the surrounding area.
Operated by St Augustine Sailing · St. Augustine, Florida
St. Augustine, Florida, holds a unique place on the Atlantic coast as the oldest city in the United States, offering not only rich history but a vibrant coastal playground. At the heart of this maritime hub, St Augustine Sailing provides an accessible doorway to the water through its Small Boat Club Reservation Calendar. This offering lets adventurers of all skill levels access small boats by reservation, putting self-directed sailing, paddling, or cruising within easy reach without the need for ownership or long-term commitments.
Situated at Camachee Cove Yacht Harbor, a sheltered inlet framed by salt marshes and shaded by coastal live oaks, the environment serves up calm waters and scenic views ideal for casual boating. This location distinguishes itself from busier nearby marinas by its peaceful setting and proximity to natural habitats, making it a favored spot for paddlers and small boaters eager to observe native wildlife like osprey and dolphins.
What makes St Augustine Sailing’s Small Boat Club unique is the combination of convenience and freedom it offers—boaters can reserve a vessel that suits their day-trip ambitions, whether that’s a quiet paddle through the marshes or a breezy sail across the bay. This flexibility allows visitors to engage deeply with the local waterways while supporting a business embedded in community stewardship and sustainability.
St. Augustine’s layered history enriches every outing, with waters once sailed by Spanish explorers and Blue Heron nesting sites visible in the quieter coves. The Small Boat Club invites travelers to partake in this living history via hands-on adventure. With straightforward reservations and attentive local guidance, St Augustine Sailing stands out as a practical and inspiring way to claim your own piece of Florida’s coastal charm.
easy.
2–6 hours.
Basic fitness sufficient for light to moderate paddling or sailing
No prior sailing experience is required to reserve most small boats, but some basic boating skills or a brief orientation will enhance your experience.
Guests must be at least 18 years old to reserve a boat; minors may join if accompanied by a responsible adult.
The Small Boat Club offers kayaks, paddleboards, and small sail or motorboats depending on availability.
Yes, most boats accommodate 1-3 guests, but safety limits vary by vessel type, so check when booking.
Specific cancellation policies apply; cancelling in advance typically avoids fees, but confirm details at booking.
All boats come equipped with life jackets and safety instructions, and staff provide a brief safety overview before departure.
St. Augustine’s waters were once a strategic route for Spanish explorers and pirates alike, enriching the maritime heritage visitors encounter today.
St Augustine Sailing supports local habitat preservation by promoting responsible boating practices that minimize disturbance to marine and shore ecosystems.
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