THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Discover The Locals Island Charter, a private sailing journey from Pensacola to Ft. McRee. Swim, paddleboard, and relax with light refreshments aboard your own yacht for an unforgettable day on the Gulf.
Discover The Locals Island Charter, a private sailing journey from Pensacola to Ft. McRee. Swim, paddleboard, and relax with light refreshments aboard your own yacht for an unforgettable day on the Gulf.
Book with Wine Down Sailing
Verified experiences and guided adventures in the surrounding area.
Operated by Wine Down Sailing · Pensacola, Florida
Set sail with Wine Down Sailing on The Locals Island Charter, a private six-hour yacht adventure from Pensacola, Florida. This unique experience offers guests an authentic local perspective as you cruise to Ft. McRee, a historic coastal fortification sitting just off the shore. Once anchored, you can explore a hidden beach, swim in pristine waters, or paddleboard in calm bays, surrounded by stunning views and frequent dolphin sightings. Light sandwiches and refreshing drinks are included, giving you time to relax and soak in the seaside atmosphere. Whether you're a seasoned sailor or new to the water, this trip perfectly blends leisure and discovery with the thrill of being on a private yacht. The calm Gulf waters and gentle sea breezes make for easy sailing, while stops to explore and swim add an active element to your day. This is more than just a boat ride—it's a chance to unwind, connect with nature, and enjoy some of the best coastal beauty Pensacola has to offer. Ideal for couples, families, or small groups seeking a personalized getaway away from crowded tours, The Locals Island Charter promises both excitement and relaxation in one seamless package.
easy.
6 hours.
Suitable for most fitness levels; light swimming and paddleboarding involved but no advanced skills required.
No prior experience is necessary. The professional crew handles all sailing duties, allowing you to relax and enjoy the trip.
Yes, light sandwiches and drinks are provided onboard to keep you refreshed throughout the day.
Children are welcome as long as they can comfortably participate in light swimming and follow safety instructions.
We recommend bringing reef-safe sunscreen, a swimsuit, sunglasses, and a water bottle for hydration.
Trips may be rescheduled or canceled if weather poses safety risks; customers will be notified in advance.
Yes, paddleboarding instruction and assistance are provided, making it accessible for beginners.
Ft. McRee is a Civil War-era fortification built in the 1830s to defend Pensacola Bay from naval attacks.
The charter emphasizes eco-friendly practices, encouraging guests to use reef-safe products to protect local marine habitats.
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.
Book with Wine Down Sailing