We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Jolly Sailing

655 Pensacola Beach Blvd., Pensacola Beach, FL 32561
+1 850-723-6142
Website
Improve this listing
Certificate of Excellence 2014
Type: Boat Tours
Owner description: Choose your own adventure! Sailing, dolphin cruises, snorkeling, stand up paddleboarding, sunset and dinner cruises aboard JollyDayz, a classic 34'... more » Owner description: Choose your own adventure! Sailing, dolphin cruises, snorkeling, stand up paddleboarding, sunset and dinner cruises aboard JollyDayz, a classic 34' Pearson Yacht, or Jolly'Ventures, a 26' custom power Tritoon, 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! « less
Write a Review

97 reviews from our community

Visitor rating
    96
    1
    0
    0
    0
Date | Rating
  • English first
  • Any
English first
Pensacola, Florida
1 review
5 of 5 stars Reviewed October 21, 2014 NEW via mobile

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
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
1 review
5 of 5 stars Reviewed October 8, 2014 via mobile

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
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
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
5 of 5 stars Reviewed August 27, 2014 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!

Was this review helpful? Yes
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
1 helpful vote 1 helpful vote
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 1
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

Dallas, Texas
2 reviews
3 helpful votes 3 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 3
jollysailing, Owner at Jolly Sailing, responded to this review

Thanks so much for your review, and for booking your trip with us. Happy to hear you had such a positive experience! More

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, 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

Travelers who viewed Jolly Sailing also viewed

Pensacola Beach, Florida Panhandle
Pensacola, Florida Panhandle
 
Pensacola Beach, Florida Panhandle
Pensacola Beach, Florida Panhandle
 

Been to Jolly Sailing? Share your experiences!

Write a Review Add Photos & Videos

Owners: What's your side of the story?

Register now for free — and start getting automatic notification of new reviews, responding to traveler feedback, adding new photos to your listing and much more.

Manage your listing