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Popular Boat & Yacht Tours Charters in Stratford  , United States. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Boat & Yacht Tours in Stratford, CT- BoatBooker

Stratford

Stratford, United States

stratford

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.

4-Hour Charter Adventure: Explore Clinton, CT.

Discover the beauty of Long Island Sound on this 4-hour charter from Clinton, CT. Cruise past Duck Island's serene wildlife and stunning views, then visit historic Faulkner Island Lighthouse, built in 1802, the second-oldest in Connecticut.

Enjoy a spacious vessel and expert insights from the crew. Perfect for families, couples, or groups seeking relaxation, history, and coastal charm. Book now for an unforgettable experience!.  

United States

One More Drift Charters

Clinton

Embark on a luxurious and unforgettable journey with One More Drift Charters, operating a beautifully restored 1989 Viking Convertible Sportfish, based in scenic Clinton. With space for up to six guests, this classic vessel combines vintage charm with mod

A captain will help you enjoy a day on the water with a nice cruise over to the Thimble Islands! You and your group can hang out on the boat at anchor, swim, lounge on the party island, and cook (grill, pans, utensils, two burner stove provided - you provide the food and cooking experience!) 

We can take a cruise around the islands, and do some light fishing (cook your catch later in the day, if you choose!

Nightjack

Branford

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. Powered by a 330 HP Cum

We will head out about an hour before sunset on one of our local Rivers which will give us a chance to see some beautiful wildlife and scenic backdrops as we make our way into Long Island Sound where we will travel down the coastline and enjoy nature's beauty.

Rising Tide

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. Powered by a 150 HP Mer

We offer three time slots each day, each lasting 3 hours. I've included everything you need. We bring along a great selection of water toys for your group to enjoy—stand-up paddleboards, kayaks, a small speedboat for tubing or waterskiing, plus large 15-foot inflatable docks and floats for lounging and swimming.
We typically meet in Oyster Bay and cruise the local waters before anchoring to enjoy swimming, relaxing, and a variety of water sports.

Long Island Yacht Rentals – Tranquility

Oyster Bay

Yacht rental includes watersports. Step aboard Long Island Yacht Rentals, a luxurious 2001 Carver 466 Motor Yacht, beautifully restored in 2025 and based in scenic Oyster Bay. With room for up to 12 guests, this spacious vessel is perfect for unforgettabl

Set sail on a 5-hour daytime cruise in Ocean Beach, New York, and experience the beauty of the Great South Bay waterway. Perfect for families and friends, this relaxing trip offers stunning views and plenty of time to unwind and create unforgettable memories together.

Fire Island Fishing Charters

Ocean Beach

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. Perfectly designed for up to six guests, this boat combines comfort, performance, and style f

Experience the magic of Northport Harbor with our 2-Hour Sunset Cruise, the perfect way to unwind as the sun dips below the horizon. Enjoy stunning coastal views, peaceful waters, and local landmarks on this unforgettable sunset cruise and sightseeing adventure.

Sea Dog Cruising

Northport

Experience unforgettable adventures aboard Sea Dog Cruising, a beautifully maintained 2006 Atlantic Boat Company Duffy 35 Downeast, proudly based in Northport. Perfectly designed for up to six guests, this elegant vessel combines classic charm with modern

Sail Long Island's Gold Coast on WINDSWEPT, a beautifully kept Jeanneau 36i! Private sailing charters can accommodate up to 6 guests. Departure times are flexible - select a start time that works best for your group!

Two-hour charters allow enough time to sail to the mouth of Oyster Bay Harbor and back. Perfect for catching a sunset or for touring the harbor, you'll have great views of the sandy bluffs and waterfront mansions that line the bay.

Windward Sailing Charters

Sail Long Island&#039;s Gold Coast aboard a beautifully maintained 2012 Jeanneau Sun Odyssey 36i. Moored in Oyster Bay Harbor, she features a large shaded cockpit with cushions and ample room for 6, a secured deck with double lifelines and USCG-approved s

Set out from Brookhaven on an unforgettable 8-hour round-trip adventure to Fire Island, where pristine beaches, charming waterfront communities, and relaxed island vibes await. Cruise comfortably along the coast, enjoy time ashore to explore or swim, and take in stunning views on the scenic ride there and back.

Beaver Dam Boat Basin

Brookhaven

Beaver Dam Boat Basin invites you aboard a comfortable and versatile 2020 Whittley 730 Bay boat, departing from Brookhaven and perfectly suited for an unforgettable time on the water. Powered by a reliable 150 HP Mercury outboard, the boat cruises smoothl

Enjoy a relaxed 2-hour sunset cruise through Norwalk Harbor and around the Norwalk Islands. Perfect for couples or small groups looking to unwind and take in the views as the sun sets over the Sound.
The trip runs on a classic SeaCraft center console with a smooth ride. Seating is casual, with comfortable bean bags on deck so you can stretch out and enjoy the cruise.
Coolers and water are provided. Feel free to bring your own drinks and snacks.

Private trip for up to 3 guests. Simple, easy, and great!

Viking Fly Charters

Norwalk

Viking Fly Charters is a classic 2008 SeaCraft center console based in Norwalk, offering private, customizable trips for up to 3 guests. Powered by a reliable 140 HP Suzuki outboard, the boat cruises comfortably up to 33 knots, making it perfect for explo

Enjoy a 4-hour boat tour from Port Washington, New York, with stunning views of the NYC skyline. Cruise past iconic landmarks including the Statue of Liberty, Ellis Island, Governors Island, the Brooklyn Bridge, and the Manhattan skyline. Relax on the water, take in unforgettable scenery, or anchor in a peaceful spot to swim, sunbathe, and enjoy quality time with family and friends. A perfect blend of sightseeing and relaxation on the water.
$875 per hour. 4-hour minimum. Departure times can be arranged.

Osca Yachting

Port Washington

Step aboard the 2025 Galeon 560 Fly and experience New York Harbor like never before. This 56-foot luxury flybridge yacht is designed for up to 13 guests, offering the perfect setting for private charters, sunset cruises, swimming trips, and unforgettable

Boat & Yacht Tours in Stratford

Top Boat & Yacht Tours in Stratford