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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, stand up...

Choose your own adventure! Sailing, dolphin cruises, snorkeling, stand up paddleboarding, water taxi, sunset and scenic bay tours available. Our fleet includes JollyDayz, a classic 34' Pearson sailboat Yacht, Jolly'Ventures, a 26' custom powerboat Tritoon, and Jolly Roger, a 26' fast powerboat cruiser, leaving daily from Pensacola Beach Marina. Private or shared trips. 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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Great time!

The power boat sunset cruise was by far the best! We enjoyed sailing with Capt Mike and are looking forward to next time!

5 of 5 bubblesReviewed 4 weeks ago
baglady68
,
Cherokee, Kansas
via mobile
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320 Reviews from our TripAdvisor Community

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Showing 319: English reviews
Cherokee, Kansas
Level Contributor
4 reviews
5 of 5 bubbles Reviewed 4 weeks ago via mobile

The power boat sunset cruise was by far the best! We enjoyed sailing with Capt Mike and are looking forward to next time!

Helpful?
Thank baglady68
Peru, Indiana
1 review
5 of 5 bubbles Reviewed 4 weeks ago

We had a wonderful sail. Found a few dolphins. What a beautiful sunset it was. By far, the highlight of our trip to the Pensacola area.

Review collected in partnership with this attraction

Helpful?
Thank Daniel W
Jay
1 review
5 of 5 bubbles Reviewed 4 weeks ago

Hey Guys, take your sweetheart sailing for her birthday. She deserves it! Nice folks. Nice boat. Very relaxing. Enough said.

Review collected in partnership with this attraction

Helpful?
Thank danielwashere2016
Fayetteville, Arkansas
1 review
5 of 5 bubbles Reviewed 27 October 2016

We did the sunset/ dolphin cruise and had the BEST time! Captain Mike was amazing and made us feel right home! We saw at least 20 dolphins and the sunset was amazing! We will be doing this again!

Review collected in partnership with this attraction

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

Thank you for taking the time to leave your review. Happy to hear that your sunset dolphin cruise with Captain Mike was so enjoyable. Thanks for cruising with us! More 

Oil City, Pennsylvania
1 review
5 of 5 bubbles Reviewed 26 October 2016

Seriously great company! I arrived in FL and had reservations for a Sunset Sail. Ultimately I was unable to go with my original plan. Cindy was very pleasant to work with. She told me that they would accommodate my wishes to wait until my last night in FL. The last night in Pensacola I was greeted by Captn' Mike of... More 

Review collected in partnership with this attraction

Helpful?
Thank 120brooks
jollysailing, Owner at Jolly Sailing, responded to this review

Thanks for your review and recommendation! Glad we were able to accommodate you, and that you had a pleasant sunset dolphin cruise with Captain Mike. Thank you for cruising with us. More 

A little town in TN.
2 reviews
5 of 5 bubbles Reviewed 25 October 2016

The cruise was fantastic. I would post some pictures but the day after the cruise the Gulf of Mexico claimed my telephone! I would highly recommend Jolly sailing smaller crowds much more personal cruises

Review collected in partnership with this attraction

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

Pleased to hear your dolphin cruise with Capt. Jack was a good time for you! Thanks for your recommendation, and thank you for cruising with us. More 

Zachary
1 review
5 of 5 bubbles Reviewed 24 October 2016

We had an awesome time! The adults & kids enjoyed the boat ride & seeing the dolphins so close up! I would certainly recommend the dolphin cruise, we enjoyed the cocktails at sunset also.

Review collected in partnership with this attraction

Helpful?
Thank 290leannej
jollysailing, Owner at Jolly Sailing, responded to this review

Thanks much for leaving your review. Pleased to hear that your sunset dolphin cruise was a good time for all. Thank you for choosing Jolly Sailing for your cruise! More 

Owensboro
1 review
5 of 5 bubbles Reviewed 22 October 2016

My husband and I booked 2 sails with Jolly for our honeymoon, we had such a great time, it was the highlight of our trip. The sunset sail was gorgeous and romantic and the crew members were all wonderful and welcoming. We will be back to Pensacola and Jolly Sailing is the reason why!

Review collected in partnership with this attraction

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

Thank you for taking the time to leave your review! Happy that your cruises with us were relaxing for your honeymoon. Thanks for cruising with us, we look forward to seeing you again! More 

Louisville, Kentucky
1 review
5 of 5 bubbles Reviewed 13 October 2016

Perfect weather. Super nice captain. Excellent service. Easily spotted dolphins in the bay. Very relaxing!!!!

Review collected in partnership with this attraction

Helpful?
Thank vwis2016
jollysailing, Owner at Jolly Sailing, responded to this review

We appreciate your feedback. Glad to hear your sunset sail was a memorable experience for you. Thanks for sailing with us! More 

Pensacola Beach, Florida
1 review
4 of 5 bubbles Reviewed 13 October 2016

The captain and his crew were great. Very accommodating and knowledgeable about the area and the local wildlife. We got to see dolphins and even had them swimming along side the boat. Highly recommended!

Review collected in partnership with this attraction

Helpful?
Thank glennsI6771JP
jollysailing, Owner at Jolly Sailing, responded to this review

Thank you for your feedback on your cruise with us. Pleased to hear your experience was so great. Thanks 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?