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  9. 2 Hours Private Guided Sa...

2 Hours Private Guided Sailing Adventure in Pensacola Beach

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About the Activity

This 2 hour sailing excursion may take place in Pensacola Bay, passing by areas of Sabine Island, Deer Point, Fair Point and Deadman's Island. We may also sail east under the Bob Sikes (Pensacola Beach) Bridge, exploring areas of Quietwater Beach and the Santa Rosa Sound. A small group atmosphere makes this tour so enjoyable. The Jolly Mon can accommodate parties of up to 6 guests maximum. Sailing is a unique experience and fun for all ages. This tour is great for families, couples, adventurers and seekers of relaxation alike! Guests can learn from the Captain about the area wildlife, history, and the art of sailing. Take the helm and learn to sail or just sit back and enjoy the sights and sounds. Once we leave the dock and motor through the channel, we set sail for a tranquil excursion. There is something special about traveling across the water with only the power of the wind. Every tour is different, but always such a fun and easygoing activity, so many lasting memories to be made!
2 hours
Private Tour
Instant Confirmation
Mobile ticket

Availability and Prices

Free cancellation up to 24 hours before the experience starts (local time)
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Inclusions & Exclusions

Food and drink : Carbonated beverages. Soda/Pop
Food and drink : Bottled water. Bottled water
USCG Licensed Captain
Food and drink : We only serve alcoholic drinks for travelers 21 years old and above. Minor travelers below 21 years old will be served non-alcoholic drinks.
Fees : Gratuities. Gratuities

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Travel Itinerary

Sailing in Pensacola has been a tradition since 1559, when Don Tristan De Luna of Spain landed on the shores of Pensacola Bay, marking the first European settlement in mainland America. The tradition continues today, as the area is training headquarters for the New York Yacht Club America's Cup team sailing vessel, American Magic. On the Jollymon, our sporty custom 27’ American Mariner sailboat, you can experience a sailing adventure just like the early explorers. Your Captain will be happy to show you the ropes, and even let you steer the boat, if you feel adventurous! Sailing is a wonderful experience that is relaxing and exciting at the same time. Sit back, relax and enjoy the scenery, along with a cold beverage or two! Complimentary beverages, including beer and wine, are offered on this cruise for guests of legal drinking age. Sailing with dolphins on Northwest Florida’s Gulf Coast is a unique experience. Wild dolphins seem naturally attracted to sailboats, often swimming alongside us, crossing our wake, playing and feeding nearby. Though we cannot always guarantee a sighting, we do cross paths with dolphins and other sealife often on sailing excursions.View Location

Meeting and Pickup

Starting point

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The Jolly Mon sailboat is located at Sabine Marina, 715 Pensacola Beach Blvd., Pensacola Beach, FL 32561, behind the Sandbar Sunset Bar & Grill. Park in the lot by the Sandbar, then meet the Captain at the gate behind the restaurant leading into the marina.View Location

End point

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The Jolly Mon sailboat is located at Sabine Marina, 715 Pensacola Beach Blvd., Pensacola Beach, FL 32561, behind the Sandbar Sunset Bar & Grill. Park in the lot by the Sandbar, then meet the Captain at the gate behind the restaurant leading into the marina.View Location

Pickup details

Customers must make their own way to and meet at the start point
  • Travelers CANNOT choose a custom pickup or meeting location.

Additional Information


Language And Guide

Tour Guide Available In


Ticket Details

Ticket Redemption

No redemption point. This is a direct entry ticket

Cancellation & Refunds

Cancellable up to 24 hours before the travel date (local supplier time) for a full refund. A 100% cancellation penalty applies for cancellations submitted less than 24 hours before the start time.

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Operated by Jolly Sailing & Dolphin CruiseCreated on 17 Jul 2024Created on 22 Dec 2024
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