Sailing Charter With Captain
While a pontoon is perfect for sandbars and family fun, a sailing charter offers a different kind of magic. Step aboard a 38-foot Beneteau yacht and let the engine fade away as you glide across the bay.
Pensacola Pontoons is proud to partner with Blackwater Voyages. We make it easier than ever to plan your perfect vacation. Our teams work together to ensure your booking is seamless and your time on the water is unforgettable.
Sailing Charter With Captain
Captained Sailboat Charters
At Pensacola Pontoons, we are dedicated to helping you make the most of our beautiful Emerald Coast waters. Whether you want to be the captain of your own tritoon rental or prefer a more refined, wind-powered escape, we’ve got you covered.
We are proud to announce our official authorized affiliate Status with Blackwater Voyages to bring you the best sailing adventures in Pensacola. For the 2026 season, you can now book your luxury sailing excursions directly through our network, combining the local expertise of two top-rated teams.
Why Choose a Sailing Adventure?
While a pontoon is perfect for sandbars and family fun, a sailing charter offers a different kind of magic. Step aboard a 38-foot Beneteau yacht and let the engine fade away as you glide across the bay.
- Professionally Crewed: Every voyage is led by a USCG Licensed Captain, so you can focus entirely on the view.
- Exclusive & Private: Our charters are private for up to 6 passengers, ensuring an intimate experience for your group.
- A Variety of Experiences: Choose from popular options like the Sunset Sail, Brunch Sail, or Full-Day Bay Cruises.
Partnering for Your Convenience
By becoming an affiliate with Blackwater Voyages, we’ve made it easier than ever to plan your perfect vacation. Our teams work together to ensure your booking is seamless and your time on the water is unforgettable.
Captained Sailboat Charters
- Location: Most sailing charters depart from
715 Pensacola Beach Blvd, right in the heart of the action. - Booking Made Simple: You can now coordinate your pontoon rentals and sailing adventures in one place.
- Quality You Can Trust: Both Pensacola Pontoons and Blackwater Voyages are family-owned and locally operated, meaning you get the “local’s touch” and personalized service you won’t find with large franchises.
