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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
Closed now
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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

Read all 341 reviews
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Great sailing trip and easy with physically impaired person

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... read more

Reviewed 2 days ago
Michael C
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341 Reviews from our TripAdvisor Community

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Showing 340: English reviews
1 review
Reviewed 2 days ago NEW

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
Dallas, Texas
2 reviews
Reviewed 2 days ago NEW

We had a great time! Cindy and the captain and the first mate were wonderful and kind, and the sailing was smooth and perfect!

Review collected in partnership with this attraction

Helpful?
Thank Happytulippp
South Carolina
Level Contributor
11 reviews
common_n_attraction_reviews_1bd8 4 helpful votes
Reviewed 1 week ago

We had the best time with Glenn and Taylor! We enjoyed the sunset sail and were able to get a few hours in another day despite low winds. They were great to our kids, teaching them the basics and being patient with the many questions. Thank you for a fun family time in a beautiful setting!!!

Helpful?
Thank Jennifer B
Carmel, Indiana
1 review
Reviewed 2 weeks ago

We had a great experience with Jolly Sailing - the Boat and Crew were fantastic, and they were well prepared and very knowledgeable of the area - Top Notch!

Review collected in partnership with this attraction

Helpful?
Thank kbreiff
Atlanta, Georgia
1 review
Reviewed 2 weeks ago

This was the first time sailing for my wife and kids (14 yr old daughter and 5 yr old son) and everyone enjoyed it immensely. Cindy & Jim were gracious hosts, explaining much of the area where we were sailing and the operation of the sailboat. Would recommend this to anyone who wanted to introduce their children to the joys... More 

Review collected in partnership with this attraction

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

Hi Ken, thanks very much for taking the time to leave your trip review. We really enjoyed having your family out on the sailboat, and happy that their first sailing experience was a good one! We appreciate the recommendation, thank you for sailing with us. More 

Pensacola, Florida
1 review
Reviewed 3 weeks ago

The crew at Jolly Sailing are amazing! I booked the trip for a group of my friends to celebrate a birthday and we are already planning our next sail out with this amazing crew! I highly recommend Jolly Sailing!

Review collected in partnership with this attraction

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

Hello, and thanks for stopping by to leave your kind review. Really pleased to hear that your birthday sail with us was a fun time for you and your friends. Thank you for your recommendation, we look forward to having you aboard again soon! More 

Puyallup, Washington
Level Contributor
5 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
Reviewed 3 weeks ago

The guide was great. He told us all about the history of the area. We were very lucky and came upon a large pod where we sat for over 30 minutes enjoying them

Review collected in partnership with this attraction

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

Hello, thanks for stopping by to leave your review! Pleased to hear you enjoyed your dolphin cruise on Pensacola Bay with us. Thank you for cruising with Jolly Sailing. More 

Nashville, United States
2 reviews
Reviewed 3 weeks ago

Great experience. Very individualized to age and disabilities. Great boat. Highly recommend to anyone!

Review collected in partnership with this attraction

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

Hi Sherrie, thank you for your feedback on your sail with us. Glad you enjoyed the experience and the sailboat. Appreciate the recommendation, and thanks for sailing with us. More 

Pensacola, Florida
2 reviews
common_n_attraction_reviews_1bd8 11 helpful votes
Reviewed 3 weeks ago

We are Pensacola locals, and we have gone on trips with Jolly Sailing twice. Both trips were absolutely wonderful. The captain and crew were accommodating and friendly. The views are beautiful. Thank you, Jolly Sailing!

Review collected in partnership with this attraction

Helpful?
Thank kdoll33
jollysailing, Owner at Jolly Sailing, responded to this review

Hi! Thanks for taking the time to leave a review. We appreciate you choosing to sail with us again! Glad you have enjoyed your sailing tours, hope to see you again sometime! More 

Kokomo, Indiana
2 reviews
Reviewed 3 weeks ago

Sailed west and found some dolphins, and then sailed back under the bridge and turned around just in time to see the sun set. The captain even let me pilot the boat each way.

Review collected in partnership with this attraction

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

Hello Mike, thanks for writing your review. Sounds like a great sunset sail, glad to hear it was a fun experience for you. Thank you for sailing with us! More 

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Questions & Answers

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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?