Private 25-Foot Bennington Tritoon Charter: Naples & Marco Island Keewaydin Island Cruise

Along the sun-drenched coast between Naples and Marco Island, a private 25-foot Bennington Tritoon offers an easy way to sample Southwest Florida’s barrier-island scenery. Operated as a fully captained charter out of Naples Boat Yard (2775 Bayview Dr., Naples, FL 34112), this 4- or 6-hour cruise lets up to six guests trade roads for salt wind and sandbars. The meeting point is a short walk from street parking along the fence to the boat yard; arrive 10–15 minutes early so your captain can brief the route. The itinerary is yours: glide through mangrove-framed estuaries, glassy back bays and through channels that thread around islands such as Keewaydin Island, an undeveloped barrier island prized for shelling and quiet beaches. The Tritoon’s shallow draft gives access to sandbars and secluded anchorages where wading birds forage and bottlenose dolphins show off in the bow wake. Expect to see seagrass meadows, oyster bars and the right-angle of a historic seawall as you pass waterfront homes and restaurants where captains tie up for lunch. Onboard comforts are straightforward and purposeful: shaded seating, a Bluetooth stereo and a cooler make it easy to kick back while a USCG-licensed captain handles tides and navigation. The setup is ideal for families, small groups or anyone who wants an effortless day—shell-collecting on Keewaydin, waterfront dining pulled up by boat, or a slow cruise to watch light shift off the Gulf. The operation accommodates ages six through 99 and keeps group size intimate at six people. Practical details shape the experience. This is a BYOB outing—bring ice, towels and whatever you want to sip. The cancellation policy is a 48-hour nonrefundable window, so plan accordingly. Safety equipment is provided and your captain manages safe anchorages and currents, but locals advise keeping an eye on summer thunderstorms and planning around midday heat. Why this charter stands out is its combination of local knowledge and low-impact access. You aren’t dropped into a crowded park slip; you’re guided by someone who knows tide windows, quiet beaches and the best shallow-water routes for wildlife viewing. For travelers basing from Naples or nearby Goodland, this private Tritoon charter is an efficient way to experience Southwest Florida’s barrier islands, estuarine ecology and waterfront dining culture in a single, relaxed outing. Plan trips in winter and spring for the calmest seas, clearer water and the best shelling; summer heats quickly and can bring brief afternoon storms, while fall balances warm water with fewer crowds. Book early for weekend slots during season peaks, and note the 48-hour nonrefundable policy when coordinating group plans; with a maximum of six aboard, reservations fill fast, especially for full-day 6-hour charters that include multiple stops and longer beach time. Bring reef-safe sunscreen.