4 Hour Jolly Mon Sailing Adventure in Gulf Breeze, FL
Difficulty
easy
Duration
4 hours
Fitness Level
Suitable for all fitness levels; requires the ability to move safely around a boat and swim if choosing to snorkel.
Overview
Experience a private 4-hour sailing tour on the Jolly Mon in Gulf Breeze, Florida. Enjoy scenic bay views, wildlife spotting, and optional swimming stops on this relaxing open-water adventure.
4 Hour Jolly Mon Sailing Adventure (up to 6 guests)
Sail away on the Bay! Plenty of time to get a real feel for sailing, and cover lots of water!
Select participants and date
Adventure Photos
About This Adventure
Embark on a memorable 4-hour sailing adventure aboard the Jolly Mon, exploring the stunning Pensacola Bay and National Seashore. Enjoy the thrill of spotting dolphins and other wildlife, with options for swimming or snorkeling. With a maximum of six guests, this intimate cruise promises breathtaking views and unforgettable experiences.
Climb aboard the Jolly Mon, our 27' sailboat, for a 4 hour sailing adventure with optional swim or snorkel stop!
This extended sailing excursion allows plenty of time to cover a lot of water, cruising around Pensacola Bay, Santa Rosa Sound, and/or the Pensacola Pass (entrance to the Gulf of Mexico). Route will depend on conditions.
During this cruise we will sail along the beautiful landscape of the National Seashore, taking in the sights and sounds of the open water. Sit back and relax, or take the helm to experience the real joy of sailing!
Enjoy the wind in your hair while you look out for dolphins, seabirds, stingrays, turtles and other wildlife. Though we cannot always guarantee a dolphin sighting, we do often spot them in the bay.
On this cruise, you can choose to stop and hop in the water for a refreshing swim, or try some snorkeling.
Cruise includes complimentary beverages. Guests are welcome to bring food or drinks aboard.
PLEASE NOTE: GUESTS MUST BE PHYSICALLY AGILE IN ORDER TO BOARD THE SAILBOAT. Any questions or concerns, please contact us directly at 850-723-6142.
Adventure Tips
Bring Sunscreen and Hats
Protect your skin from Florida’s strong sun during the open-water portions of the trip.
Wear Non-Slip Shoes
Opt for shoes with good traction to stay safe while moving around the boat.
Stay Hydrated
Drink plenty of water especially on warm days to avoid dehydration.
Be Ready for Weather Changes
Florida weather can shift quickly; bring a light waterproof jacket just in case.
Local Insights
Wildlife
- Bottlenose dolphins commonly spotted around the bay
- Various shorebirds like herons and ospreys
History
Pensacola Bay has a rich maritime history dating back to Spanish explorers in the 16th century, with significant naval importance through the centuries.
Conservation
Efforts are ongoing to protect Pensacola Bay’s delicate marine ecosystems, including regulated fishing and responsible boating practices.
Select participants and date
Adventure Hotspots in Pensacola
Frequently Asked Questions
Recommended Gear
Sunscreen
Protects your skin from strong UV rays during extended sun exposure.
summer specific
Swimsuit
Ideal for enjoying optional swimming and snorkeling stops.
summer|null specific
Light Waterproof Jacket
Keeps you dry and warm in case of sudden rain or cool breezes.
spring|fall|winter specific
Non-Slip Deck Shoes
Ensures safe footing on the boat deck during sailing.