THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Discover an unforgettable sunset on the water with the Private Sunset Dinner Cruise in St. Augustine. Enjoy stunning views, delicious cuisine, and a romantic atmosphere—all personalized for an exclusive experience.
Discover an unforgettable sunset on the water with the Private Sunset Dinner Cruise in St. Augustine. Enjoy stunning views, delicious cuisine, and a romantic atmosphere—all personalized for an exclusive experience.
Book with St Augustine Sailing
Verified experiences and guided adventures in the surrounding area.
Operated by St Augustine Sailing · St. Augustine, Florida
Experience the magic of a sunset like never before with the Private Sunset Dinner Cruise in St. Augustine, Florida. This exclusive boat tour offers a luxurious way to enjoy stunning views of the Atlantic shoreline while savoring a gourmet dinner on the water. As the sun begins to dip below the horizon, you'll be treated to a fiery sky that shades everything in warm hues—an ideal moment for memorable photos. The intimate setting, combined with personalized service from St Augustine Sailing, makes this activity perfect for romantic outings, special celebrations, or simply indulging in a peaceful escape. The gentle rocking of the boat, ambient music, and delicious cuisine create an unforgettable atmosphere that embodies relaxation and adventure. Whether you're a first-time visitor or a seasoned local, this experience offers a unique perspective of historic St. Augustine from the water, revealing hidden coastal sights and wildlife. Tickets include the cruise, meals, and optional wine pairings, providing a complete package for an evening you'll cherish. Embark on this private voyage to enjoy stunning vistas, quality time, and a touch of Florida's beautiful shoreline as the day transitions into night.
easy.
2–3 hours.
Suitable for most fitness levels; minimal physical activity required
Yes, children of all ages are welcome, but please note the cruise's relaxing atmosphere and restricted movement onboard.
The cruise features a gourmet dinner, which may include seafood, salads, and locally-sourced ingredients, with vegetarian options available.
The package includes wine pairings and non-alcoholic drinks; additional beverages are available for purchase.
Dress smart-casual with layers, and bring additional clothing based on the season and weather forecast.
Yes, private bookings can include special decorations, personalized menus, or specific arrangements upon request.
The boat is accessible, but please inform the company in advance to accommodate any specific needs.
St. Augustine is the oldest continuous European-founded settlement in the U.S., and many historic sites can be viewed from the water during the cruise.
St Augustine Sailing follows eco-friendly practices, including waste reduction and respectful wildlife viewing to protect the local ecosystem.
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