Step aboard Rising Tide, a sleek 2017 Mako 21 LTS Center Console, perfect for an unforgettable day on the water. Based out of Milford, this well-equipped vessel accommodates up to three guests for a premium, personalized adventure.
Viking Fly Charters is a classic 2008 SeaCraft center console based in Norwalk, offering private, customizable trips for up to 3 guests.
Discover the perfect getaway on the water aboard Nightjack, a 2002 Levy 32sc Cruiser docked in Branford. This beautiful vessel offers ample space for up to six guests, making it an ideal choice for a day out with friends or family.
"Captain John was wonderful and knowledgeable about the area and the water conditions and everything!" — Lorene,
Sail Long Island's Gold Coast aboard a beautifully maintained 2012 Jeanneau Sun Odyssey 36i.
"From the start, Jonathan was both a gracious host and a skilled, knowledgeable captain." — Todd,
Come Sail with Captain Joy! Looking for an unforgettable experience on the water? Step aboard with Captain Joy — a USCG Master Captain with 40+ years of sailing adventures across the globe.
"Joy was an incredible captain for our fathers day evening sail." — Amy,
Set sail aboard Mudslides Charters, a beautifully restored 1986 Chris-Craft Commander 360 Convertible based in Branford.
Embark on a luxurious and unforgettable journey with One More Drift Charters, operating a beautifully restored 1989 Viking Convertible Sportfish, based in scenic Clinton.
Gypsy Soul Tours offers private, custom sailing charters from Stamford, Connecticut, delivering unforgettable experiences on the scenic Long Island Sound.
"We had such a wonderful afternoon on the water with Captain Jon!" — Samantha,
Experience the ultimate day on the water with Fire Island Fishing Charters, a sleek and reliable 2017 Robalo 242 Center Console based in picturesque Ocean Beach.
Discover Stratford Boating Charters in a coastal town perfectly positioned for days on the water. Set where a major New England river meets Long Island Sound, Stratford offers a blend of calm, scenic waterways and open‑sound horizons that suit relaxed cruises, family outings, and adventure‑ready trips alike.
Protected river channels are ideal for first‑timers and casual sightseeing, with winding coves, broad tidal flats, and salt‑marsh backdrops that often reward guests with coastal bird and wildlife sightings. Move seaward and you'll find gentle reaches of Long Island Sound that are great for half‑day escapes, sandbar stops, and sunset cruises, plus wider routes for longer day trips along Connecticut's shoreline.
Anglers book Stratford boating charters for seasonal runs of inshore gamefish and the flexibility to switch between river and nearshore grounds as conditions change. Sightseers love the mix of historic waterfronts, classic New England vistas, and photogenic navigational landmarks. Kayak and paddleboard‑friendly coves, swim spots, and picnic‑ready beaches round out the options for groups seeking variety without long travel times.
Whether you're planning a private tour, a hands‑on sailing or powerboat lesson, or a full‑day exploration of nearby coastal towns, Stratford boating charters deliver smooth access, diverse itineraries, and memorable views throughout the season. Arrive with a sense of adventure, and let your captain tailor the route to the tides, the weather, and your crew's pace.
