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Jolly Sailing

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Address: 655 Pensacola Beach Blvd, Pensacola Beach, FL 32561-6805
Phone Number:
+1 850-723-6142
Website
Today
08:00 - 21:00
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Hours:
Sun - Sat 08:00 - 21:00
Description:

Choose your own adventure! Sailing, dolphin cruises, snorkeling, water...

Choose your own adventure! Sailing, dolphin cruises, snorkeling, water taxi, sunset and scenic bay tours available. Our fleet includes JollyDayz, a classic 34' Pearson sailboat Yacht, Jolly Mon, a 27' American sailboat, Jolly'Ventures, a 26' powerboat tritoon,leaving daily from Pensacola Beach Marina; and *NEW for 2017, Jolly Dolphin, a 42' 19 passenger power tritoon with daily cruises leaving from Shaggy's Marina. Private or shared trips. Plenty of seating in sun and shade. Safe, comfortable, and fun for all ages. Complimentary beverages included with all trips. Use of snorkel gear, along with instruction, included with snorkeling tours. Special occasion trips such as birthday parties, bachelor(ette)parties, wedding/rehearsal cruises, family reunions, and corporate excursions available. Come enjoy a memorable cruise with Jolly Sailing!

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TripAdvisor Reviewer Highlights

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Jolly sailing trip

Perfect sail with great crew. Just enough wind to.make it fun. Porpoises sighted. Highly tecommend Jolly Sailing.

Review collected in partnership with this attraction

Reviewed 1 week ago
patriciarO1112KD
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350 Reviews from our TripAdvisor Community

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Showing 349: English reviews
Elk Horn, Iowa
Level Contributor
73 reviews
26 attraction reviews
common_n_attraction_reviews_1bd8 16 helpful votes
Reviewed 6 days ago NEW

Cindy, Captain Glenn, First mate John and Mother Nature provided a relaxing and beautiful evening on the water. There was a slight glitch with the oven that resulted in us eating a cold (but delicious) dinner. In all fairness, we were offered the chance to eat as soon as they realized they couldn't keep it warm but we were too... More 

Review collected in partnership with this attraction

Helpful?
Thank Lou H
jollysailing, Owner at Jolly Sailing, responded to this review

Hi Lou, thanks so much for stopping by to leave a review of your dinner sail with us. We apologize for the glitch with the oven, which has been fixed! Very pleased to hear you had such a great sailing experience. We'll look forward to seeing you next time! Thanks for cruising with us. More 

1 review
Reviewed 1 week ago

Perfect sail with great crew. Just enough wind to.make it fun. Porpoises sighted. Highly tecommend Jolly Sailing.

Review collected in partnership with this attraction

Helpful?
Thank patriciarO1112KD
jollysailing, Owner at Jolly Sailing, responded to this review

Hello, thanks very much for your great review. Happy to hear your sail was a good time for you. Thank you for the recommendation and for choosing Jolly Sailing for your cruise! More 

Carthage
Level Contributor
67 reviews
38 attraction reviews
common_n_attraction_reviews_1bd8 28 helpful votes
Reviewed 1 week ago

Took the sunset sail trip with Jolly Sailing. This time was our second sail with them. Each time, the staff is so interactive and attentive to the needs of their guests. We went with our teenage daughter, and everyone really enjoyed the outing. We have plans to sail with them every time we want a sailing excursion. They are the... More 

Review collected in partnership with this attraction

Helpful?
Thank Cris-Sherry
jollysailing, Owner at Jolly Sailing, responded to this review

Hi! Thank you for dropping by to leave your feedback. We appreciate you being a repeat guest, and look forward to seeing you next time! More 

1 review
Reviewed 1 week ago

We had a great time and the crew was fantastic! We also enjoyed seeing a few dolphins and some small rays. Great trip , would definitely do it again!

Review collected in partnership with this attraction

Helpful?
Thank justin355
jollysailing, Owner at Jolly Sailing, responded to this review

Hello, thank you for taking the time to write your review. We are glad you enjoyed your dolphin cruise and got to see some kewl wildlife! Thanks for cruising with us, hope to see you again sometime. More 

Columbus, Georgia
Level Contributor
3 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 1 helpful vote
Reviewed 2 weeks ago

We loved it! This was a fantastic ending to our babymoon. We really enjoyed the company, the food, and the sunset! I would highly recommend this trip to anyone looking for a romantic couple's sunset sail! We will definitely use Jolly Sailing in the future for other cruises.

Review collected in partnership with this attraction

Helpful?
Thank andrewfym
jollysailing, Owner at Jolly Sailing, responded to this review

Hi there! We're happy we could help make your babymoon a memorable one! Pleased to hear you enjoyed your dinner sail with us, and thank you for your recommendation. We'll look forward to seeing you next time! More 

1 review
Reviewed 2 weeks ago

Great time! We loved every minute of it. Great way to relax and spend the day - we loved being on the water and saw lots of dolphins

Review collected in partnership with this attraction

Helpful?
Thank G1595IQjenw
jollysailing, Owner at Jolly Sailing, responded to this review

Hello, thanks for your review. Pleased to hear that you had a relaxing dolphin cruise with us. Thank you for choosing Jolly Sailing for your cruise. More 

Gulf Breeze, Florida
1 review
Reviewed 2 weeks ago

We had an amazing time. The crew was great and attentive and fun. Highly recommend this for anyone. Jolly Sailing provides drinks and snacks of all kinds. They went above and beyond for us and we will be back for sure. We are local and have a boat but not a Sailboat and this was the perfect outing for a... More 

Review collected in partnership with this attraction

Helpful?
Thank Devin R
jollysailing, Owner at Jolly Sailing, responded to this review

Hey Devin! Thanks for taking the time to leave your descriptive review. Happy to hear your birthday sail cruise with us was a good time, what a fun group! Thanks for sailing with us, we'll be seeing you! More 

Phoenix
Level Contributor
10 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 15 helpful votes
Reviewed 4 weeks ago

My wife and I took in a sunset sail on Jolly during our most recent trip to Pensacola Beach. The folks at Jolly are well seasoned pros who know how to make you feel welcome and confortable aboard their vessal - real nice folks. We would not hesitate to repeat our experience, and most likely will when we visit again... More 

Helpful?
1 Thank Ron M
jollysailing, Owner at Jolly Sailing, responded to this review

Hello, thanks much for your review. Very pleased to hear you enjoyed your sailing adventure with us...thank you for the recommendation, and we'll look forward to seeing you back again! More 

Pensacola, Florida
1 review
Reviewed 4 weeks ago

Excellent!! Beautiful sunset cruise! Bonus dolphins swimming along side of us! Captain Jim and 1st mate Cindy were incredible!! They took care of us during the entire trip. Loved, loved, loved every minute!!!!

Helpful?
Thank magnoliaridge
jollysailing, Owner at Jolly Sailing, responded to this review

Great! thank you for stopping by to leave your review...what a nice evening on the water, enjoyed having you aboard. Always nice to see flipper too! Thanks for sailing with us. More 

1 review
Reviewed 4 weeks ago

We had a group of 6 people on the sailing boat with Captain Jim including one child of 8 and another an obese woman with significant movement problems. Everything went really smoothly and everyone had a great time. We spotted dolphins while we were out, so Captain Jim spent some extra time circling them so we could get some great... More 

Helpful?
Thank Michael C
jollysailing, Owner at Jolly Sailing, responded to this review

Hi, thanks for taking the time to share your observations and review of your trip with us. Glad to hear it was an enjoyable experience for all. We appreciate you sailing with us! More 

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?