Board the Jolly Mon at Sabine Marina for a private two-hour sail through Pensacola Bay and Santa Rosa Sound. Enjoy close wildlife encounters, hands-on sailing instruction, and coastal history on a small-group cruise for up to six.
More ways to explore the area's outdoor wonders
The boat slips out of Sabine Marina and the island exhales — sea air pushing past the pier, gulls calling, and the Santa Rosa Sound opening like a path. On the Jolly Mon, a low-slung American Mariner, wind takes over once the motor idles and the world narrows to sail, water, and horizon. Guests often feel the boat respond, the tiller lightening under a practiced hand, and the possibility of dolphins arriving to play in the wake.
Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for most fitness levels; able to step on/off a small dock and stand briefly on deck.
Wildlife
History
Pensacola Bay was the site of an early European landing in 1559 and has since been a hub for fishing and naval activity, influencing local maritime culture.
Conservation
Stay off marked seagrass beds, avoid feeding wildlife, and pack out any trash—these measures protect nursery habitat and shorebird nesting areas.
Reserve your spot on the 2 Hours Private Guided Sailing Adventure in Pensacola Beach today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Bring sun protection
Florida sun is intense even on cloudy days—use SPF 30+, a hat, and UV sunglasses.
Non-slip shoes
Deck surfaces can be wet; wear rubber-soled shoes or boat shoes for traction.
Motion-sickness prep
If you’re prone to seasickness, take medication or use a wristband before boarding.
Timing for wildlife
Early morning and late afternoon increase the chance of dolphin activity and calmer winds.
Sunscreen (SPF 30+)
Protects skin during prolonged sun exposure on the water.
Non-slip boat shoes
Provides traction on wet deck surfaces and comfort while moving around the boat.
Light windbreaker
Adds warmth and blocks spray during cooler mornings or breezy evenings.
spring
Motion-sickness remedy
Helps prevent nausea for sensitive travelers on choppy days.