Private Tour
Available languages
3 hours
Mobile ticket
Enjoy your private boat for up to 6 passengers, with restroom aboard, full shade, and a friendly, informative Captain to show you around the Pensacola area by water. The remote beach stop is a favorite for all ages. The boat will beach right up, so you can easily hop on and off. You never know what you may see along the way. We cover a 20 plus mile round trip around Pensacola Bay, the Pensacola Pass, and Big Lagoon. Skip the crowds and enjoy your own private adventure aboard the Jolly'Ventures or Jolly Roger, our most comfortable vessels. We also have a larger boat that can accommodate up to 28 passengers, check out our other trip listings.
PLEASE NOTE: ALL CRUISES ARE SUBJECT TO WEATHER AND WATER CONDITIONS. WE ATTEMPT TO GIVE ADVANCE NOTICE IF WE NEED TO CANCEL, THOUGH THIS IS NOT ALWAYS POSSIBLE, DUE TO EVER CHANGING WEATHER AND WATER CONDITIONS. CANCELLED BOOKINGS DUE TO WEATHER WILL BE RESCHEDULED OR REFUNDED IN FULL.
Infants and small children can ride in a pram or stroller
Service animals allowed
Not recommended for travelers with poor cardiovascular health
Suitable for all physical fitness levels
For a full refund, cancel at least 24 hours before the scheduled departure time.
Pensacola
Check out the Pensacola Naval Air Station, known as the Cradle of Naval Aviation. We cruise along the coast of the base, offering a view of a big part of Pensacola and its history.
Pensacola Lighthouse & Maritime Museum
From the water, you can view the Pensacola Lighthouse, which has stood on the shores of Pensacola Bay, guiding mariners since 1859.
Private transportation
Bottled water
Restroom on board
Gratuities
29 reviews
Total reviews and rating from Viator & Tripadvisor
haithamaS7962BI,,Aug 8, 2025
- Review from Tripadvisor
Enjoyed the trip with Paul. He’s a patient and kind man. Showed us many dolphins! The boat is clean and pretty. Gave kids a sliding board and a fishing net! Will do it again when we go back.
brittnez,,Jul 31, 2025
- Review from Tripadvisor
Captain Paul was great. We saw a bunch of dolphins in the wild and he took us to a great private island area where the kids could play in the sand. Great family experience.




mlf7777,,Jul 11, 2025
- Review from Tripadvisor
Totally worth it for a family of 5, boat was comfortable and shady. Got to see cool sites and most importantly we saw lots and lots of dolphins and got to go to a cool island only reachable by beach. It was the perfect way to break up a beach/pool vacation. Highly recommend as a splurge for a once in a lifetime experience.
randywT6040YX,,Jun 22, 2025
- Review from Tripadvisor
Outstanding trip!! Capt Paul did an excellent job and was great with the kids. Saw lots of dolphins and a few sharks and the trip to the beach was beautiful.
sarahhJ9538AC,,Aug 16, 2024
- Review from Tripadvisor
I can’t say enough kind things about Jolly Sailing. Everyone has been so nice and accommodating from Cindy who helped me book the tour to our crew, Jonica and Captain Glenn. We saw lots of dolphins, a beautiful sunset, and did some snorkeling. We did the sunset cruise but if you’re more interested in snorkeling they recommended going in the morning. All in all we had a fantastic time and can’t wait to go again next year.
Jake B,,Aug 1, 2024
- Review from Viator
We had a great time, we took our Granddaughters out, it was there first experience on the water. They had a great time and as one of them said “it was the best day ever” which is what we were hoping for. Capt Paul was great and very accommodating. Glad we decided to book!
Jeancri73,,Jul 30, 2024
- Review from Tripadvisor
Nice experience with friends. The guide was very friendly and taught us a lot of interesting things along the way. We had the chance to spot dolphins several times. Snorkelling is rather disappointing if you are not a beginner.










Michelle H,,Jul 26, 2024
- Review from Viator
We seen so many dolphins they were definitely active!! The beach stop was nice also we stopped in the bay but was a quick walk across to the other side which was the Gulf.
Janet D,,Jun 2, 2024
- Review from Viator
We had a great time on the boat and saw lots of dolphins. Captain was very friendly and flexible, letting us skip the beach so we could spend more time on the water
Carrie S,,Aug 4, 2023
- Review from Viator
My family and I enjoyed every moment of our outing with Jolly Sailing! We saw so much sealife, loved every private beach, and just sat back to enjoy the ride in the bay and gulf. So much fun!!
Operated by Jolly Sailing & Dolphin Cruise