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,
Embark on a luxurious and unforgettable journey with One More Drift Charters, operating a beautifully restored 1989 Viking Convertible Sportfish, based in scenic Clinton.
Step aboard The Blue Fin IV, a beautifully restored 1968 Custom Ray Chi Chi 41 Sportfish, expertly refurbished in 2019 and based in scenic Greenport.
"An easy to book experience, we knew exactly what to expect and it was a wonderful way to soend the afternoon." — Bridget,
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,
FV Kelly Marie Boat Cruises is a classic 2004 Terry Jason Lobster Downeast vessel, beautifully suited for comfortable and intimate private charters departing from Groton, Connecticut.
Experience timeless elegance and adventure aboard Montauk Venture Charters, a beautifully restored 1961 Hatteras Sportfish Motor Yacht, fully refreshed in 2020.
Experience Montauk from the water with a Grady-White 30 and enjoy a private charter designed entirely around your group.
Set sail with VitaminSea Voyages, a premium boating experience departing from the scenic shores of Montauk aboard a 2011 Steiger Craft Miami Cuddy Cabin.
"Bachelor party sunset cruise was excellent! The captain and crew made us feel safe and really took care of us." — Carlos,
Step aboard CrunchTime Sport Fishing, a fully restored 1978 Rose Brothers Custom Charter Headboat, designed for comfort and performance.
Discover Westbrook boating charters and explore a classic New England shoreline set along the tranquil waters of Long Island Sound. Westbrook is known for easy-going seas, scenic coves, and sheltered inlets that make it a welcoming destination for first-time boaters and seasoned captains alike. Launch into calm waters ideal for leisurely cruises, wildlife spotting, and relaxed days on the water with family and friends.
With a mix of open Sound and winding tidal channels, Westbrook offers variety in every itinerary. Glide past sandy beaches, quiet marshes, and picturesque waterfront homes, or chart a course to nearby islands and coastal landmarks for a memorable half-day or full-day outing. Anglers appreciate accessible nearshore grounds, while photographers and sunset seekers love the golden evening light over the Sound.
Westbrook boating charters range from intimate center consoles and sailboats to comfortable pontoons and spacious cruisers, making it simple to match your group size and style of adventure. Choose a captained charter to sit back and relax, or take the helm on a rental for a self-guided escape. Whether you're planning a mellow beach hop, a scenic picnic at anchor, or a celebratory cruise, Westbrook delivers calm conditions, charming scenery, and effortless coastal vibes all season long.
