
easy
2–8 hours
Suitable for most fitness levels; no sailing experience required, mostly seated or gentle movement on deck.
Experience Naples from the water aboard a private sailing charter. Glide past white-sand beaches and spot dolphins on a tranquil Gulf Coast day trip with Island Sailing.
Up to 6 Guests • 2 to 8 Hour Options • 47' Beneteau
Experience the breathtaking beauty of Naples from the water with Island Sailing's private charters. Enjoy a day of sun, sea, and serenity as you sail along Florida's Gulf Coast, guided by an experienced captain. Celebrate special moments or unwind while taking in stunning views and the chance to see dolphins.
Experience the breathtaking beauty of Naples from the water with Island Sailing's private charters. Enjoy a day of sun, sea, and serenity as you sail along Florida's Gulf Coast, guided by an experienced captain. Celebrate special moments or unwind while taking in stunning views and the chance to see dolphins.
Food and alcohol aren't provided, so pack your favorites or explore local options near Naples City Dock.
Arriving a bit early lets you check out the historic dock area and get comfortable before boarding.
Wear sunscreen and a hat to protect yourself during the sunny portions of the sail.
Bring binoculars to better view distant wildlife and shoreline details along the route.
Naples City Dock is a historic launching point reflecting the city’s maritime heritage and fishing roots.
Island Sailing emphasizes responsible boating practices to protect native wildlife and fragile coastal ecosystems.
Protects your skin during extended sun exposure on the open water.
summer specific
Keeps your face shaded in bright sunlight.
summer specific
Useful for cooler breezes on the water, especially morning or late trips.
spring specific
Enhances wildlife spotting and scenic viewing along the coast.