A day or sunset sail is the best way to relax on Pensacola Bay. Treat yourself to a unique sailing experience at Pensacola Beach, featuring steady afternoon sea-breezes, smooth sailing, no worries, and Jollification!
2 Hour Sightseeing Sail
- Child Under 12 Years Old
- Adult 10am Sail
- Child 10am Sail
- Private Trip Up to 2 passengers
- Private Trip 3-6 passengers
Pensacola Sailing Charter
Sailing in Pensacola has been a tradition since 1559, when Don Tristan De Luna of Spain landed on the shores of Pensacola Bay, marking the first European Settlement in mainland America.
The waters of Pensacola Bay and Santa Rosa Sound are renowned for sailing and cruising, with consistent afternoon sea-breezes.
On our vessels, you can experience a sailing adventure just like the early explorers. Learn about sailing, help hoist the sail and take the helm, or just sit back, relax and enjoy the scenery. Sailing is a unique experience that can be relaxing and exciting at the same time.
Sailing with dolphins on Northwest Florida’s Gulf Coast is a unique experience. Wild dolphins seem naturally attracted to sailboats, often swimming alongside us, crossing our wake, playing and feeding nearby. Though we cannot always guarantee a sighting, we do cross paths with dolphins on most sailing excursions.
We are located directly on Pensacola Beach offering 2 hour shared or 2 to 8 hour private excursions. Skip the crowds and join us for a relaxing, personal experience.