THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Discover the serene beauty of St. Augustine during a Sunset Tasting Cruise with St Augustine Sailing. Enjoy breathtaking views, local wines, and a peaceful ocean voyage as the sun dips below the horizon. Perfect for a romantic evening or special celebration!
Discover the serene beauty of St. Augustine during a Sunset Tasting Cruise with St Augustine Sailing. Enjoy breathtaking views, local wines, and a peaceful ocean voyage as the sun dips below the horizon. Perfect for a romantic evening or special celebration!
Book with St Augustine Sailing
Verified experiences and guided adventures in the surrounding area.
Operated by St Augustine Sailing · St. Augustine, Florida
Experience a magical evening with the Sunset Tasting Cruise offered by St Augustine Sailing in beautiful St. Augustine, Florida. This exclusive cruise takes you on a spacious vessel, gliding across the calm waters as the sun begins to set over the Historic Coast. Perfect for couples, friends, or anyone seeking a relaxing yet scenic adventure, this cruise combines stunning ocean vistas with a curated tasting experience of local wines and gourmet snacks. The gentle sea breeze and vibrant sunset colors create the ideal backdrop for memorable photos and meaningful conversations. As the sky turns hues of orange and pink, guests can sit back, sip on award-winning wines, and enjoy the soothing rhythms of the water. The crew provides informative commentary about the area's history and maritime environment, adding an educational touch to the elegant experience. Whether you're celebrating a special occasion or simply craving a peaceful escape, this sunset cruise offers a unique way to unwind and immerse yourself in Florida's coastal beauty. The combination of scenic views, excellent service, and a relaxing atmosphere makes this private cruise a standout adventure in St. Augustine. Book early to secure your spot and prepare for an unforgettable evening on the water that’s perfect for all types of outdoor lovers.
easy.
2–2.5 hours.
Suitable for most fitness levels; no strenuous activity required
The cruise typically lasts between 2 to 2.5 hours, including time for boarding, the cruise, and sunset viewing.
Yes, the cruise features a curated selection of local wines and gourmet snacks as part of the experience.
Children are welcome, but the experience is best suited for guests over 12 years old due to the nature of the tasting experience.
No, all beverages are provided as part of the cruise package.
Dress casually with layers; comfortable clothing and shoes are recommended for the boat environment.
Yes, St Augustine Sailing offers private charter options for special occasions or groups.
St. Augustine is the oldest city in the U.S., with a rich maritime history dating back to the 16th century, making every water trip filled with historic significance.
St Augustine Sailing emphasizes eco-friendly practices by minimizing waste and respecting local marine life during their tours.
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