Jolly Mon 2 Hour Sunset Sail (up to 6 guests)
Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for most fitness levels; minimal physical activity required
Overview
Set sail on a private sunset adventure in Pensacola Beach with Jolly Sailing. Enjoy breathtaking views, gentle breezes, and a relaxing atmosphere perfect for groups up to six. Discover why sunset sailing is a must-do Florida experience.
Jolly Mon 2 Hour Sunset Sail (up to 6 guests)
Come sail into the sunset with us!
Select participants and date
Adventure Photos
About This Adventure
Experience the breathtaking sunset over Pensacola Beach aboard the Jolly Mon, a custom 27' sailboat. Enjoy the thrill of sailing while helping hoist the sails or simply relaxing. Encounter playful dolphins and other marine life in an intimate setting, making this a memorable adventure on the stunning Gulf Coast waters.
Sunset time is the main event of the day on Pensacola Beach...and one of best places to watch it happen is from the deck of a sailboat!
The waters of Pensacola Bay and Santa Rosa Sound are renowned for sailing and cruising, with steady afternoon sea-breezes, plenty of depth and easy anchorages.
On the Jolly Mon, our custom 27' American Mariner sailboat, you will experience a sailing adventure to remember. Help hoist the sails and take the helm, or just sit back, relax and enjoy the scenery. Sailing is a unique experience that is relaxing and exciting at the same time.
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 often on sailing excursions.
We are located directly on Pensacola Beach, offering shared and private excursions. Longer custom private sails may be available; call for details. Skip the crowds and join us for a relaxing cruise.
Adventure Tips
Wear Sunscreen and Light Clothing
Sun protection is essential, even during sunset, as you'll be exposed to the sun and ocean breeze.
Bring a Camera or Smartphone
Capture the vibrant sunset and scenic views of Pensacola Beach to cherish forever.
Arrive Early to Board
Check-in 15 minutes before departure to ensure a smooth and relaxed start to your sailing experience.
Dress in Layers
Evening temperatures can drop quickly; bringing layers keeps you comfortable throughout the sail.
Local Insights
Wildlife
- Dolphins swimming nearby
- Pelicans soaring overhead
History
Pensacola Beach has a rich maritime history, with its roots dating back to Native American inhabitants and later becoming a key naval base.
Conservation
Jolly Sailing promotes eco-friendly practices, including waste reduction and wildlife preservation during tours.
Select participants and date
Adventure Hotspots in Pensacola
Frequently Asked Questions
Recommended Gear
Sunscreen
Protect your skin from UV rays during the sailing adventure.
summer specific
Hat or Cap
Shield your eyes and face from the sun for added comfort.
summer specific
Polarized Sunglasses
Reduce glare from the water and enhance your viewing experience.
spring|summer|fall|winter specific
Light Jacket or Sweater
Stay warm if the evening cools down unexpectedly.
winter|spring|fall specific