Choose Your Adventure on the Beaches in Pensacola, FL!
Featured Pensacola Tours!
About Jolly Sailing Pensacola Bay Cruises
Come see dolphins play on a Pensacola Beach dolphin cruise in Pensacola Bay and Santa Rosa Sound. Jolly Sailing is a family-owned company established in 2011 in Pensacola Beach, Florida. It all began with the Jolly Mon, our 27′ American Mariner Sailboat, with sailing, snorkeling, and sunset cruise.
We currently have several boat options to choose from, including the Original Jolly Mon! In addition, we have added Jolly Roger, a 24′ powerboat tritoon, Jolly’Ventures, a 26′ powerboat tritoon, and Jolly Dolphin, a 42′ powerboat tritoon passenger vessel that carries up to 28 guests. COMING SOON SUMMER 2024 we are launching Pensacola Beach’s NEWEST Dolphin Cruise boat, a brand new, custom built 49 passenger 38’catamaran! We offer a wide variety of excursions, both private and shared, for guests to enjoy.
Over the years, we have been pleased to welcome several experienced, friendly, and informative captains and crew members to our team. Together we strive to provide a safe, relaxing, and entertaining excursion for our guests. It’s not just a job; it’s a lifestyle that we enjoy sharing with visitors to Pensacola Beach and residents of the Pensacola Bay area. We love meeting guests from all over the world and sharing our knowledge of boating, dolphins and local wildlife, as well as Pensacola history and attractions with them. Join us on a tour today!