Pensacola Beach Sunset Sail on the Jolly Mon
Unwind on a 2-hour sail with cushioned seating, drinks, and chances to spot dolphins
From$107incl. taxes and fees
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Discover what we've curated for you
Unwind on a 2-hour sail with cushioned seating, drinks, and chances to spot dolphins
Discover what we've curated for you
2 Hours
Up to 6 people
Captain, Drinks, Taxes and fees
Watch the sun set over Pensacola Bay aboard the 27-foot Jolly Mon sailboat. Help hoist the sails or relax on cushioned seating as you cruise calm waters and look for dolphins and seabirds.
Maximum 6 guests. Not wheelchair accessible. Children under 18 must be with a parent or guardian; ages 6 and under must wear life jackets. Dogs are allowed on private cruises only; guests 21+ may bring drinks, no glass. This cruise needs at least 4 people to operate. Your cruise could be rescheduled if the booking minimum is not met.
Cancel at least 24 hours before your trip for a full refund. Cancellations within 24 hours are charged and late arrivals or no-shows are not refunded. Trips canceled due to weather or conditions at the Captain's discretion will be rescheduled or fully refunded.
We cruise protected waters where conditions are usually favorable. If you are prone to motion sickness, consider medication before the cruise.
Guests age 21+ may bring beverages. Please use cans; a bottle of wine is acceptable with plastic cups. Coolers are allowed. Glass containers are not permitted.
Yes, there is a marine restroom aboard. Do not throw anything into it; use the waste can provided.
715 Pensacola Beach Blvd., Pensacola Beach, FL 325661
Dolphin sightings are practically guaranteed here, and you'll likely leave having seen plenty up close. The crew consistently gets praised for being knowledgeable and fun, sharing interesting facts about the marine life throughout the tour. Captain Roger and Matt seem to be frequent favorites, along with Mary and Captain Carson, and Paul also gets enthusiastic shoutouts. The boat is comfortable, and as a bonus, you might catch other sights like sea turtles or even the Blue Angels during your cruise. The atmosphere is educational without being dry, and the guides clearly love what they do. One reviewer felt the crew tried a bit too hard with commentary, but the overwhelming majority appreciate the engaging, informative approach. The sunset stop adds a nice touch to the experience. With smooth rides and reasonable pricing, this tour delivers exactly what it promises: a relaxed, enjoyable time on the water with dolphins and a crew that genuinely makes the trip memorable.
What an incredible cruise ride! The Jolly Sailing company shared great info about dolphins and took the cruise around to many places to find dolphins. Everyone was very enjoyable, we had a great time!
Samantha Smith
April 4, 2026
What an incredible cruise ride! The Jolly Sailing company shared great info about dolphins and took the cruise around to many places to find dolphins. Everyone was very enjoyable, we had a great time!
Samantha Smith
April 4, 2026
