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.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2–3 hours
Fitness Level
Suitable for most fitness levels; minimal physical activity required
Wildlife
History
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.
Conservation
St Augustine Sailing follows eco-friendly practices, including waste reduction and respectful wildlife viewing to protect the local ecosystem.
St Augustine Sailing
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.
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 for a Better View
Getting to the marina 15-20 minutes early ensures a prime spot onboard and allows time to settle in before departure.
Dress For the Weather
Bring layers and sun protection, as evenings can cool down and exposure to the sun varies near the water.
Book in Advance
Secure your reservation early, especially during peak season, to guarantee your preferred date and private experience.
Bring Your Camera
Capture the vibrant sunset and scenic coastal views—simple smartphone cameras work great but consider a zoom lens for wildlife shots.
Sunscreen
Protect your skin from UV rays during daytime and early evening hours.
summer
Light Jacket or Sweater
Bring an extra layer to stay comfortable as it can cool down after sunset.
fall|winter
Wide-brim Hat
Helpful for sun protection while on deck during daytime activity.
spring|summer
Camera or Smartphone
Capture the stunning sunset, scenic coastline, and special moments on your cruise.