Jolly Sailing & Dolphin Cruise
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Jolly Sailing & Dolphin Cruise
Take a scenic sightseeing tour of Pensacola by water. The last cruise of the day, our dolphin sunset cruise departs approximately two hours before sunset. Come join us for the best part of the day on the water! The waters of Pensacola Bay and Santa Rosa Sound offer the perfect venue for sailing and cruising. Join us for a sunset or day sail, or a sail and snorkel adventure on a 27' sailboat!

Soak up the sights of Pensacola by boat! We offer a variety of Jolly Dolphin boat tours, private and shared, for up to 28 passengers. 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, on which we offered sailing, snorkeling, and sunset cruise.

We currently have several boat options to choose from, including Sapphire, a 37' Hunter Cherubini sailing yacht, Jolly'Ventures, a 26' powerboat tritoon, and Jolly Dolphin, a 42' powerboat tritoon passenger vessel that carries up to 28 passengers.
Services
Explore Pensacola Bay and Santa Rosa Sound on a Pensacola Beach dolphin cruise, sailing tour, or snorkeling adventure!.
We offer complimentary beverages (water and soda).
Guests are allowed to bring alcohol, and coolers are welcomed.
Our boats feature full shade, comfort cushioned seating, relaxed, uncrowded atmosphere, and all vessels have a restroom aboard.
Licensed, experienced, friendly and informative Captains and crew at your service!
The last cruise of the day, our dolphin sunset cruise departs approximately two hours before sunset.
The last cruise of the day, our dolphin sunset cruise departs approximately two hours before sunset.
Come join us for the best part of the day on the water!
Take a scenic sightseeing tour of Pensacola by water.
The Blue Angels fly over the waters of Pensacola Bay and the Gulf of Mexico, offering an excellent view to boaters!
The only Pensacola Beach Blue Angels cruise that stops at Sand Island for the.
Combine two of our most popular activities!
On this cruise, we will have time to explore the waters of Pensacola Bay in search of dolphins and other wildlife and stop for snorkeling.
Combine two of our most popular activities!
On this cruise, we will have time to explore the waters of Pensacola Bay in search of dolphins and other wildlife and stop for snorkeling.
Soaking up the sun and beachcombing the sugar-white sands of Pensacola Beach are perfect ways to relax and enjoy your vacation.
But there's much more of the Gulf Coast to explore and plenty of things to do in Pensacola.
If you're looking to get under the sea and find some great locations to snorkel, Jolly Sailing can take you there!
Add a gourmet snack plate to your private cruise, starting at $25. Champagne may be added for an extra fee.
Contact us for details and options.
Hop on one of our dolphin cruise boats (Jolly'Ventures, up to 6 passengers, or Jolly Dolphin, up to 25 passengers) for a fun party cruise around Pensacola Bay and Santa Rosa Sound.
There are several bars and restaurants accessible by water to enjoy along the way.
For parties up to 25 - custom private trip for a sunset dinner cruise, we can help set up options for food items or you are welcome to bring your own!
We sail in the protected waters of Santa Rosa Sound and Pensacola Bay, where conditions are quite favorable for boating.
Seasickness is highly unlikely to occur while sailing, as it is generally a much smoother ride than on a powerboat.
The sails stabilize the boat and keep it from rolling and pitching.
Also, there are no noxious engine fumes to contend with, which often contributes to the problem.
To date, none of our passengers have experienced seasickness on our vessels.
We have had passengers of all ages on board, from 3 months to 85 years of age.
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