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Purchase your tickets through our partner, Tripshock! Four tours to choose from:
Click here for the >> Scenic Dolphin Cruise and Tour of Pensacola Bay
Click here for the >> 2 Hour Jolly Dolphin Afternoon/Sunset Dolphin Cruise
Click here for the >> 2 Hour Private Dolphin Cruise and Sightseeing Tour (up to 6 passengers)
Click here for the >> 3 Hour Private Dolphin Cruise and Sightseeing Tour (up to 6 passengers)
Travelin’ Coupons donates 10% of its proceeds to the Student Youth Travel Foundation. We appreciate and thank you for using our Jolly Sailing Promo Code!

Groupon offers several discounts on things to do in Pensacola. CHECK HERE to see if they have a live deal today! 😍

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About Jolly Sailing

Come see dolphins play on a Pensacola Beach dolphin cruise in Pensacola Bay and Santa Rosa Sound. Jolly Sailing is a family-owned company established in 2011 in Pensacola Beach, Florida. It all began with the Jolly Mon, their 27′ American Mariner Sailboat, on which they offered sailing, snorkeling, and sunset cruise.

More Information on Jolly Sailing

Jolly Sailing has been pleased to welcome several experienced, friendly, and informative captains and crew members to their team. Together they strive to provide a safe, relaxing, and entertaining excursion for their guests. It’s not just a job; it’s a lifestyle that they enjoy sharing with visitors to Pensacola Beach and residents of the Pensacola Bay area. They love meeting guests from all over the world and sharing their knowledge of boating, dolphins, and local wildlife, as well as Pensacola history and attractions with them. Join them on a tour today! Cruise Into Five-Star Experience with Jolly Sailing.

Scenic Dolphin Cruise and Tour of Pensacola Bay

Join in on this Scenic Dolphin Cruise and Tour of Pensacola Bay and enjoy sailing away on the Jolly Dolphin. You will cover 20 miles roundtrip as you set out to explore the beautiful sights around you. Watch for dolphins and other marine life as you pass by iconic Pensacola Beach landmarks. Set sail today and experience breathtaking views of the Bay and Gulf of Mexico with this shared or private tour. Don’t miss your opportunity to get up close and personal with one of nature’s most majestic animals.

2 Hour Jolly Dolphin Afternoon/Sunset Dolphin Cruise

Enjoy cruising away as you cover around 20 miles round trip, setting out to explore the beautiful sights around you. As you pass by famous Pensacola Beach locations, keep an eye out for dolphins and other marine life. With this captivating tour, venture out today to witness stunning sunset views of the Santa Rosa Sound. Don’t miss your opportunity to get up close and personal with one of nature’s most majestic animals, the Atlantic bottlenose dolphin.

2 Hour Private Dolphin Cruise and Sightseeing Tour (up to 6 passengers)

Embark on an exploration along the shimmering Gulf water of Pensacola on a 2 Hour Private Dolphin and Sightseeing Tour. Experience the fun and excitement of cruising through tranquil Pensacola Bay spotting pods of wild, bottlenose dolphins and more! Feast your eyes on peaceful seascapes in Santa Rosa Sound and the Gulf of Mexico as bird life and aquatic life come into view. Share the thrill of a private dolphin cruise and get up close and personal with one of nature’s most majestic sea mammals, the Atlantic bottlenose dolphin!

3 Hour Private Dolphin Cruise and Sightseeing Tour (up to 6 passengers)

Embark on Jolly Sailing’s 3-Hour Private Dolphin Cruise and Sightseeing Tour and have a day to remember. Skip the crowds and enjoy your own private adventure aboard the Jolly’Ventures Tritoon. Experience the fun and excitement of cruising through tranquil Pensacola Bay spotting pods of wild, bottlenose dolphins and more! Make a remote beach stop only accessible by boat where you can easily hop on and off, discovering a new adventure every step of the way. Dolphins, stingrays, shorebirds, turtles, schools of fish, and other marine creatures are often spotted along the way. Share the thrill of a private dolphin cruise and get up close and personal with one of nature’s most majestic sea mammals, the Atlantic bottlenose dolphin!

Tours Offered

Scenic Dolphin Cruise and Tour of Pensacola Bay
2 Hour Jolly Dolphin Afternoon/Sunset Dolphin Cruise
2 Hour Private Dolphin Cruise and Sightseeing Tour (up to 6 passengers)
3 Hour Private Dolphin Cruise and Sightseeing Tour (up to 6 passengers)

What To Bring

Small cooler with beverages and snacks of choice
Weather-appropriate and comfortable clothing
In cool months, a jacket is recommended
Sunglasses & Sunscreen
Camera, Towel, Hat & ID

Additional Information

If the vendor deems the weather as unfavorable for this activity, your reservation may be altered, modified, rescheduled, or refunded at the vendor’s discretion.
Your cruise includes complimentary beverages. You may bring anything special you would like. Small coolers are also welcome.
Though Jolly Sailing cannot guarantee a dolphin sighting, it is quite likely to see them feeding & frolicking in the bay.
Call 850-424-5125 to inquire about handicap accessibility.
Tour departs from Pensacola Beach Marina.
Certified service animals are permitted.
Restrooms are available.

Restrictions

To provide the most accurate information regarding all COVID-19 measures, policies, restrictions, and requirements, please refer to the most up-to-date CDC guidelines before your activity/trip date.
High heels are not permitted onboard. Your Captain requests that you wear shoes with non-marking soles, as they will leave stubborn marks on the deck. Barefoot is the way to go on the boat!
Glass bottles or items are strictly prohibited (except a single bottle of wine).
Guests must be 21 years old or older to consume alcoholic beverages.
An adult must supervise children at all times on Jolly Sailing.