Discover Pensacola Beach on a private 2-hour sailing adventure. Learn to sail, explore scenic spots, and create lasting memories. Perfect for families and couples.
Discover Pensacola Beach on a private 2-hour sailing adventure. Learn to sail, explore scenic spots, and create lasting memories. Perfect for families and couples.
- 715 Pensacola Beach Blvd - Sailing in Pensacola has been a cherished tradition since 1559, when Don Tristan De Luna from Spain arrived on the shores of Pensacola Bay, establishing the first European settlement in mainland America. This tradition thrives today, as the area serves as the training base for the New York Yacht Club America’s Cup team…
- 715 Pensacola Beach Blvd - Sailing in Pensacola has been a cherished tradition since 1559, when Don Tristan De Luna from Spain arrived on the shores of Pensacola Bay, establishing the first European settlement in mainland America. This tradition thrives today, as the area serves as the training base for the New York Yacht Club America’s Cup team sailing vessel, American Magic.
Aboard the Jollymon, a sporty custom American Mariner sailboat, guests can embark on a sailing adventure reminiscent of the early explorers. The Captain is eager to teach the basics and even allow guests to steer the boat if they are feeling adventurous!
Sailing offers a delightful experience that is both relaxing and exhilarating. Guests can sit back, unwind, and enjoy the beautiful scenery, accompanied by a refreshing beverage or two! Complimentary drinks, including beer and wine, are available on this cruise for guests of legal drinking age.
Sailing with dolphins along the Northwest Florida Gulf Coast is truly a unique experience. Wild dolphins are naturally drawn to sailboats, often swimming alongside, crossing the wake, and playing and feeding nearby. While sightings cannot be guaranteed, encounters with dolphins and other marine life are frequent during these sailing excursions.
- USCG Licensed Captain
- Alcoholic beverages
- Carbonated beverages
- Bottled water
- USCG Licensed Captain
- Alcoholic beverages
- Carbonated beverages
- Bottled water
- Gratuities
- Gratuities
This 2-hour sailing trip takes place in Pensacola Bay, passing by Sabine Island, Deer Point, Fair Point, and Deadman’s Island. We might also sail east under the Bob Sikes (Pensacola Beach) Bridge, exploring Quietwater Beach and the Santa Rosa Sound. The small group setting makes this tour very enjoyable. The Jolly Mon can host up to 6 guests. Sailing is…
This 2-hour sailing trip takes place in Pensacola Bay, passing by Sabine Island, Deer Point, Fair Point, and Deadman’s Island. We might also sail east under the Bob Sikes (Pensacola Beach) Bridge, exploring Quietwater Beach and the Santa Rosa Sound. The small group setting makes this tour very enjoyable. The Jolly Mon can host up to 6 guests. Sailing is a unique and fun experience for all ages. This tour is perfect for families, couples, adventurers, and those seeking relaxation! Guests can learn from the Captain about local wildlife, history, and the art of sailing. Take the helm and learn to sail or simply sit back and enjoy the scenery. Once we leave the dock and motor through the channel, we set sail for a peaceful excursion. There’s something special about traveling across the water powered only by the wind. Every tour is different but always a fun and relaxing activity, creating many lasting memories!
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
