Set sail in Pensacola with exhilarating views and dolphin encounters as you navigate the Gulf Coast’s stunning waters. This adventure promises both excitement and tranquility for sea lovers of all levels.
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 levels; minimal physical effort required
Wildlife
History
Pensacola has a storied naval history dating back to the 18th century, which influences its maritime culture today.
Conservation
Efforts are in place to minimize environmental impact, including wildlife-friendly navigation practices and boat maintenance.
Wine Down Sailing
Set sail in Pensacola with exhilarating views and dolphin encounters as you navigate the Gulf Coast’s stunning waters. This adventure promises both excitement and tranquility for sea lovers of all levels.
Wine Down Sailing is a Pensacola, Florida sailing company offering private yacht charters and guided sails in Pensacola Bay and the surrounding coastline. The business runs a range of trips including The Quietwater Beach Sail, The Locals Island Charter to Ft. McRee, Sunset Sails from Bayou Chico, Fun Sails past the Bay Bridge and NAS Pensacola, and the Blue Angel Practice Sail anchored for overhead rehearsals. Trips vary from multi-hour charters to targeted experiences such as a 9:30 am Blue Angel Practice anchoring and a five-to-six-hour Quietwater Beach outing that includes lunch. Guests can expect opportunities for swimming, paddleboarding, dolphin watching, sightseeing, and enjoying local sunsets. Selected trips include light sandwiches, lunch, and beverages; the Locals Island Charter and Blue Angel Practice Sail specifically note provided food or drinks. Wine Down Sailing operates in and around Pensacola Bay and Quietwater Beach and visits historic points like Ft. McRee during island charters. Scheduling details, departure points, and included amenities vary by trip, and bookings are available for private charters.
Reservations accommodate private groups and small parties with tailored itineraries and flexible departure times. Guests should check trip details for duration, included items, and meeting locations. Wine Down Sailing emphasizes clear, location-specific offerings so visitors can choose the exact Pensacola sailing experience that matches interests and schedules, and online booking options available.
Location
Pensacola, Florida
Sails around Pensacola Bay
Tours Offered
5 unique sails
Quietwater, Locals, Sunset, Fun, Blue Angels
Max Duration
Up to 6 hours
Five- to six-hour charters available
Amenities
Light food & drinks
Lunch or sandwiches on select trips
Reserve a Quietwater Beach Sail, Ft. McRee charter, sunset cruise, Fun Sail, or Blue Angels practice outing with Wine Down Sailing — availability varies by season.
Wear Sunscreen
Protect your skin from direct sun exposure during your time on the water.
Bring a Camera
Capture dolphins, scenic vistas, and unforgettable moments on your sail.
Arrive Early
Get the best vantage point and settle in before departure.
Listen to Crew
Follow safety instructions and enjoy a smooth trip with experienced guides.
Sunscreen
Protects your skin from UV rays while on the water.
summer
Sun Hat
Provides shade and helps keep you cool during sunny days.
summer
Sunglasses
Reduces glare from the water and protects your eyes.
summer
Light Jacket
Adds warmth during cooler winter trips.
winter