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Jolly Sailing Day Tours

655 Pensacola Beach Blvd., Pensacola Beach, FL 32561
850-723-6142
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Certificate of Excellence 2014
Type: Boat Tours
Owner description: Choose your own adventure! Sailing, dolphin watching, snorkeling, stand up paddleboarding, sunset and dinner cruises aboard JollyDayz, a classic 34'... more » Owner description: Choose your own adventure! Sailing, dolphin watching, 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. All vessels have an enclosed restroom/changing area, and plenty of seating in sun and shade. Safe, comfortable, and fun for all ages. Complimentary bottled water, soft drinks, juice, and snacks included with all trips. Use of snorkel gear and stand up paddleboards, along with instruction, included with snorkel and paddleboard trips. Special occasion trips such as birthdays, anniversaries, graduations, proposals, or wedding vow renewals available. Come enjoy a memorable cruise with Jolly Sailing! « less
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92 reviews from our community

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English first
2 reviews
5 of 5 stars Reviewed August 27, 2014 NEW via mobile

Capt Pete was great on our snorkeling experience. The water wasn't crystal clear, weathers fault, but we did see amazing views. Even dolphins came to say hello! Highly recommend. Can't wait to go sailing with Capt Jim and Cindy!

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Chicago, Illinois
1 review
5 of 5 stars Reviewed August 21, 2014

Last week on our vacation to the Panhandle, we chartered the sail boat to see the Blue Angels practice. What an unforgettable experience!! My husband and I had our two children (ages 6 and 9) and my parents. Captain Jim and Cindy were fantastic hosts on our trip, providing lots of history and information about the area. The boat is... More

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Dallas, Texas
2 reviews
5 of 5 stars Reviewed August 20, 2014

It was the best sailing and snorkeling trip my family has ever had! We did the sailing trip first and after having such a good time we decided to do the snorkeling trip later that week. We don't regret it one bit. Chilling on the deck, snorkeling, paddle boarding, and taking in the views... it was incredible fun and incredibly... More

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Dallas, Texas
2 reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed August 11, 2014

Captain Pete was great! We took our family (12 & 10 year old girls) out for a dolphin, snorkeling and paddle board cruise and it was awesome. Pete found the dolphins right away which left us with lots of time to snorkel and paddle board. Pete was super friendly which made the trip fun. Capt Pete took us to snorkel... More

Was this review helpful? Yes 2
Indianapolis, Indiana
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed August 6, 2014

It was so cool to not feel that you were like an animal being herded through the process. We were early for our trip. Peter, our captain came, asked us if we wanted to shove off early. We did. He took us to the neatest area. It was great spot for our younger children. My son loved it. Peter went... More

Was this review helpful? Yes 1
jollysailing, Owner at Jolly Sailing Day Tours, responded to this review

Thanks so much for your review. So happy your family had a good time on the Jolly'Ventures! Thank you for coming out snorkeling and paddle boarding with us! More

1 review
5 of 5 stars Reviewed July 23, 2014

We chartered a private cruise on the sail boat. Awesome! Sunset cruise and dolphins!!!! Best time we had in Pensacola Beach!

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jollysailing, Owner at Jolly Sailing Day Tours, responded to this review

Thank you for your feedback! Glad you enjoyed it. Appreciate you joining us for a sail and hope to see you again! More

Dallas, Texas
Senior Contributor
22 reviews 22 reviews
5 attraction reviews
21 helpful votes 21 helpful votes
5 of 5 stars Reviewed July 14, 2014

We took out the pontoon for the afternoon with 2 adults and 2 11-year old boys and went looking for dolphins. We got lucky and found a bunch! Also stopped at a private beach and used the paddle board and the boys found hermit crabs (which were left in their homes). Captain Pete was super friendly, made it a lot... More

Was this review helpful? Yes 1
jollysailing, Owner at Jolly Sailing Day Tours, responded to this review

Thanks so much for your review! We're so happy you had such a good time with Captain Pete. We appreciate you coming out with us and hope to see you back another time. More

Elizabethtown, Kentucky
2 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed June 22, 2014

My husband and I capped off our getaway to Pensacola Beach with a sunset sail on a beautiful boat. Captain Jim and Cindy treated us with great hospitality, and we even got to see dolphins swimming in the bay which was a bonus! We absolutely recommend this to everyone looking for a fun, relaxing adventure.

Was this review helpful? Yes 1
jollysailing, Owner at Jolly Sailing Day Tours, responded to this review

Thank you so much for joining us! Enjoyed having you aboard, glad it was a good experience for you! More

Reviewer
3 reviews 3 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed June 20, 2014

The owners were so wonderfully nice and sincere! They truly wanted you to have a good time! They provided snacks and beverages and made you feel at home! We did the snorkeling and though the water wasn't the clearest from the recent storm, we had a blast! The time flew by and they even gave us extra time! Excellent service... More

Was this review helpful? Yes 1
jollysailing, Owner at Jolly Sailing Day Tours, responded to this review

Thanks for your kind words! Glad you enjoyed it. We appreciate you coming out with us. More

Tuscaloosa, Alabama
2 reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed June 17, 2014

Captain Jim and Cindy showed us a wonderful time on the beautiful 34 ft sailboat! Our twin 8 year olds had a blast and enjoyed learning about sailboats. Thank you for a great time!

Was this review helpful? Yes
jollysailing, Owner at Jolly Sailing Day Tours, responded to this review

Thank you so much for joining us for the day sail, so happy you enjoyed your trip! Hope to see you again sometime. Appreciate the feedback. More

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