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All 7 Pensacola Beach Attractions »

Jolly Sailing Day Tours

655 Pensacola Beach Blvd., Pensacola Beach, FL 32561
Ranked #1 of 6 tours in Pensacola Beach
5.0 of 5 stars 8 Reviews
Type: Boat Tours
Owner description: Sailing, snorkeling, and sunset cruises aboard Jollydayz, a 34' Pearson Yacht, or Jolly Mon, a 27' American Sloop, leaving daily from Pensacola Beach...... more » Owner description: Sailing, snorkeling, and sunset cruises aboard Jollydayz, a 34' Pearson Yacht, or Jolly Mon, a 27' American Sloop, leaving daily from Pensacola Beach Marina. Comfortable, intimate setting for up to 6 passengers. Plenty of seating inside, outside, in sun and shade. Activities include sailing, snorkeling, swimming, dolphin and wildlife observation, secluded beaches, and historical tours. Relaxing wind powered 2, 4, or 6 hour excursions. Private trips available. Special occasion trips such as birthdays, anniversaries, or proposals welcomed. Complimentary bottled water, soft drinks and snacks. Clean restroom aboard. Use of snorkeling gear included with sail and snorkel trips. Come enjoy a memorable adventure with Jolly Sailing! « less
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8 reviews from our community

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Dothan, Alabama, United States
1 review
5 of 5 stars Reviewed 25 April 2012

This was my first time sailing, and I truly enjoyed the trip! The Captain and his First Mate went above and beyond to make sure that the sailing experience was a great one. The boat was beautiful and had plenty of room. Loved every minute of it and would do it again in a heart beat! It was my boyfriend's... More

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Lebanon, Maine
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 27 March 2012
1
person found this review helpful

Came down to Pensacola on vacation with my wife, brother and sister in law. We had a great time sailing with Capt. Jim and 1st Mate Cindy. They were very accommodating, and served us drinks and snacks. The sailing was excellent that day, we had lots of wind. The Captain let us take the helm and sail the boat for... More

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Fairhope, Alabama
Senior Contributor
37 reviews 37 reviews
Reviews in 12 cities Reviews in 12 cities
15 helpful votes 15 helpful votes
5 of 5 stars Reviewed 27 August 2011
4
people found this review helpful

What a wonderful sailing and snorkeling trip! Captain Jim and his wife Cindy were wonderful guides and made everyone feel at home. We saw dophins in the bay and the Blue Angels practicing overhead! They took us to an awesome snorkeling spot where we saw starfish, tropical fish and shells. Cindy served snacks and beverages. It all added up to... More

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Saint Louis, Missouri
2 reviews
Reviews in 2 cities Reviews in 2 cities
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 24 August 2011
1
person found this review helpful

A perfect 1/2 day of sailing and snorkeling: Jim and Cindy couldn't have been any nicer and really made the day alot of fun. They gave us plenty of time to stop and snorkel (or just wander the beach) at a couple of different spots and Jim hopped in the water with us to point out the marine life. Also... More

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Auburn, Alabama
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 19 August 2011
1
person found this review helpful

Must say, this was by far the best time I had while visiting the Gulf Coast. We snorkeled and saw plenty of marine life I had never had the chance to see before. The children had an absolute blast. We plan on coming back down during the winter and will be visiting the "Jolly Mon" again. Hot chocolate and mimosas... More

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Lake Forest, California
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 15 August 2011
1
person found this review helpful

From the moment you step on board the "Jolly Mon", Captain Jim and his wife Cindy, make you feel like family. They make sure your experience is "all about you," and cater to your needs. With freshly cleaned masks and new equipment, this is not your average, cram you on a tour type of deal. Remember they care, and after... More

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Florida
1 review
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed 15 August 2011
2
people found this review helpful

My three girlfriends and I are locals to the Pensacola area, but decided to include a sunset sailboat cruise to our girlfriends weekend on Pensacola Beach. The captain, James and his wife Cindy were the perfects hosts, and alot of fun. Captain James was expert at sailing, and Cindy attended to every other detail of our evening. I would give... More

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Fulshear, Texas
1 review
5 of 5 stars Reviewed 7 August 2011

Jim and Cindy were great - we loved their sailboat and personal touch to our trip. We did a 2 hour snorkeling trip and had a BLAST! I can't wait to see my photos and Jim even took an underwater digital camera and will share those photos too. They even offer snacks! Thanks! Melanie Carrington More

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