moderate
24 hours
Basic physical fitness is recommended to participate in sail handling and boarding, but much of the trip can be enjoyed while relaxing.
Discover the magic of a 24-hour sailing adventure on St. Joseph Sound. Explore pristine barrier islands, relax on deck, and customize your journey from Dunedin’s scenic waters to the Gulf of Mexico’s open horizon.
24 Hours | All Ages | Up to 4 People $1600
Experience a full day of sailing on the stunning waters of St. Joseph Sound, where you can relax or actively participate in sailing. Explore pristine barrier islands like Anclote Key and Caladesi Island, or enjoy the scenic journey to the Gulf of Mexico. Tailor your adventure to your desires!
All Ages Welcome
24 Hours
You can simply sit back and enjoy the day. You are also welcome to be involved in setting the sails take your turn at the helm. Basically it is your day to enjoy doing as much or as little as you like. During this adventure you will have the opportunity to sail to and explore one of the areas pristine barrier islands and bars. These islands include Anclote Key, Caladesi island, HoneyMoon island, or Three Rooker Bar. Or, you can spend the day simply enjoying sailing Wind Star out one several passes to the Gulf of Mexico and back. It is your day to enjoy so book now and enjoy your adventure.
Overnight trips are flexible with start and end times.
Florida’s sun is intense; pack sunscreen and a wide-brimmed hat to stay comfortable on deck.
Coastal weather can change quickly—check forecasts before departure to ensure smooth sailing.
Bring plenty of water to avoid dehydration while out on the water for extended periods.
If you are prone to seasickness, bring remedies to ensure a comfortable trip.
Dunedin’s maritime history dates back to its founding as a fishing settlement, influencing local culture and outdoor activities.
The Overnight Charter supports low-impact boating practices to help preserve fragile coastal ecosystems and wildlife habitats.
Protects your skin during extended exposure to strong Florida sunshine.
summer specific
Keeps you comfortable during cooler mornings and evenings on the water.
spring specific
Ensures safe footing on wet or moving deck surfaces.
Staying hydrated is crucial during long hours aboard the vessel.