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Help us make it rightChoose your own adventure! Sailing, dolphin cruises, snorkeling, stand up paddleboarding, sunset and dinner cruises aboard JollyDayz, a classic 34' Pearson Yacht, Jolly Mon, a unique 27' sloop, or Jolly Venture, a 26' customized power Catamaran Cruiser, leaving daily from Pensacola Beach Marina. Shared and private trips available, from 2 hours to a full day. Safe, comfortable, and fun for all...
Captained sailing, snorkeling and sunset cruises on Pensacola Bay. Year round, two hour, half day and full day trips available for up to six passengers. Charters leave from Pensacola Beach Marina.
My BF had been talking a big game for a month prior to arriving in Pensacola about a "surprise". I patiently waited (rather than my usual way of trying to get it out of him) and when we walked up...
My group had a fantastic experience with Jolly Sailing on our vacation! We chose to do the sailboat dolphin tour and wasn't disappointed. Our captain was extremely nice and informative throughout...
We had an outstanding cruise with Jolly Sailing! Everything was perfect! We loved our Jolly Roger boat (the yellow fast one). It was perfect for our girls trip. They limit the boat to 6 plus...
Hat's off to Capt. Jim for providing a great sailing experience. This was not one of those engine powered "sails" but a real sail with just wind. Capt. Jim was explaining the ropes/rigging and the...
We travelled to Pensacola for a week in October. I contacted Jolly Sailing at least a week prior to the day of our sailing trip to make sure we could reserve a spot. Jim & Cindy run a top notch...
Boat Charter
Have fun cruising the water and more with Jolly Sailing.
Captained sailing, snorkeling and sunset cruises on Pensacola Bay. Year round, two hour, half day and full day trips available for up to six passengers. Charters leave from Pensacola Beach Marina.
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