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Address: 655 Pensacola Beach Blvd., Pensacola Beach, FL 32561
Phone Number: +1 850-723-6142
Website
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8:00 am - 9:00 pm
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Hours:
Sun - Sat 8:00 am - 9:00 pm
Description: Choose your own adventure! Sailing, dolphin cruises, snorkeling, stand up...
Choose your own adventure! Sailing, dolphin cruises, snorkeling, stand up paddleboarding, sunset and dinner cruises aboard JollyDayz, a classic 34' Pearson Yacht, Jolly'Ventures, a 26' custom power Tritoon, or Jolly Roger, a 26' fast power 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 beverages 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!
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TripAdvisor Reviewer Highlights

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Classy

I took my family for an afternoon sail on the Jolly Days, and it was great! We ate salmon, cheese, grapes, and crackers; and we drank bubbly and listened to 40's jazz. My dad was... read more

5 of 5 starsReviewed December 23, 2014
Steve G
,
Pensacola, Florida
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110 Reviews from our TripAdvisor Community

Date | Rating
  • English first
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English first
Pensacola, Florida
Contributor
14 reviews 14 reviews
7 attraction reviews
9 helpful votes 9 helpful votes
5 of 5 stars Reviewed December 23, 2014

I took my family for an afternoon sail on the Jolly Days, and it was great! We ate salmon, cheese, grapes, and crackers; and we drank bubbly and listened to 40's jazz. My dad was allowed to take the helm, while my wife took a nap on the deck. We talked and laughed with Captain Jim about history and boats... More 

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

Thanks so much for your kind words! Glad you enjoyed your trip, we truly appreciate you! More 

1 review
5 of 5 stars Reviewed October 31, 2014

My first time sailing and it couldn't have been better. Our captain took us on a fantastic ride and we were able to see some dolphins. We were also out there on a perfect day which adds to the experience. We will definitely sail with them again.

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

Thank you so much for posting a review! Happy to hear your first sailing experience was good..we love those dolphins, always wonderful to see them. Thanks again for coming out with us! More 

Pensacola, Florida
1 review
5 of 5 stars Reviewed October 21, 2014

Capt Jim was warm & friendly. A truly enjoyable family sailboat cruise! We appreciAte you, Jim! The dolphin siting at end of trip was the best!

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

Thanks for your feedback! Happy to hear your trip was enjoyable. We appreciate you! More 

Pace, Florida
2 reviews
5 of 5 stars Reviewed October 13, 2014

Our first sailing experience and we LOVED every minute of it Happy Sailing from The Humphreys Family

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

Thank you for your review! Glad your first sailing experience was a memorable one. We look forward to seeing you again, next time you might like a Gulf sailing adventure! Beautiful pictures, thanks for sharing! More 

1 review
5 of 5 stars Reviewed October 8, 2014

Captain Jim was very nice and informative. Clean comfortable boat. We took the 2-1/2 hour powerboat cruise. Saw many dolphin, one stingray, and the ultimate; two sea turtles. Very easy to book and very accomodating. Highly recommend!

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

Thanks so much for your review. We appreciate you coming out, and really happy to hear you had a great time! More 

1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed October 1, 2014

This was my highlight of the trip! Beautiful sunset, super friendly captain, and we got up close and personal with dolphins! Great price for a great time.

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

Thanks so much for your kind review! Happy to hear you enjoyed the trip. More 

1 review
5 of 5 stars Reviewed September 15, 2014

We spent a few days after our wedding in Pensacola and the highlight of our trip was our night out sailing with Jolly Sailing! They coordinated everything we needed and stayed in constant communication about weather and on-board dinning options. Very reasonably priced and an excellent experience! We're excited to go back to Pensacola and take another trip with them!

Review collected in partnership with this attraction

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

Hi Bob! Thanks for coming out with us, so pleased that you enjoyed the experience. Would love to have you back anytime! Congrats and best wishes to you both. More 

Reviewer
3 reviews 3 reviews
3 attraction reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed August 27, 2014

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!

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

Happy to hear that you enjoyed the snorkeling! Let us know when you would like to go sailing, would be great to have you out with us again. Thanks for your feedback. More 

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 

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

Thank you for your kind review! The boys were so much fun, it was awesome to watch them enjoying the show. We appreciate you coming out with us. More 

Dallas, Texas
2 reviews
2 helpful votes 2 helpful votes
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 

Was this review helpful? Yes 2
jollysailing, Owner at Jolly Sailing, responded to this review

Thanks so much for your review! We appreciate you coming out on the water with us. Our goal is to provide the best customer service possible. We do care about showing our guests a top quality experience, and glad we were able to provide that for you. More 

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