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

Boat & Yacht Tours in Mastic, NY- BoatBooker

Mastic

Mastic, United States

mastic

Discover Mastic boating charters and explore serene South Shore waters perfect for relaxed cruising, family outings, and easygoing adventures. With gentle currents and broad, sheltered stretches, this destination is ideal for first-time renters and seasoned skippers seeking stress-free navigation.Launch into glassy morning waters for wildlife watching, or set off in the golden afternoon to find quiet anchorages for swimming and sunbathing. Anglers appreciate the varied inshore grounds, while leisure boaters love unhurried routes that weave past marshy shorelines, sandy shallows, and photogenic waterfronts.Charter options support a range of on-the-water plans—from compact center consoles for quick exploration to comfortable cruisers suited to longer day trips. Calm channels and well-trafficked boating corridors make it straightforward to plan flexible, weather-aware itineraries and adapt on the fly.Families favor the easy access to picnic-friendly coves and sandbars, while groups can make a day of it with sightseeing, casual tubing, or casting lines between stops. Sunset cruises are a highlight, with open horizons and pastel evening skies creating memorable backdrops for photos.Whether you’re charting a half-day escape or a full-day circuit, Mastic boating charters deliver approachable navigation, varied scenery, and a laid-back coastal vibe—everything you need for a smooth, rewarding day on the water.

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

Cruise around beautiful Greenport Harbor out towards Bug Light, Orient, and Plum Gut Lighthouses.

Blue Fin IV Lighthouse Cruises and Eco Tours

Greenport

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. Perfect for up to six guests, this classic sportfishing vessel combines vintage charm with modern functio

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

Explore the serene waters around Mastic, NY, on a 4-hour Beach Clamming and Claiming trip. Search for fresh clams along local beaches and flats while enjoying the beauty of the coastline and the calm surroundings. This hands-on experience is perfect for seafood lovers and anyone looking to connect with nature on the water.

D.C. Outdoor Adventures

Experience the ultimate day on the water with D.C. Outdoor Adventures, a sleek 2022 Parker 2820 Pilothouse based in Mastic. Accommodating up to six guests, this powerful vessel is driven by twin 300 HP Yamaha outboard engines, reaching speeds up to 60 kno

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

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

Week End Sightseeing 
Plan your own custom Week End trip by the hour. You chose everything, including the start time. This trip is the perfect option for families with little ones, and adults with little on-water experiences.  Explore calmer, inshore waters, and enjoy your time on the water.
This trip can be yours for as long as you want for $240 per hour with a three-hour minimum. The choices are endless, and so is the Fun! Just bring snacks, drinks, and a camera. The Tip for the mate is NOT included.

Sea Venture – East End's Party Specialist

Hampton Bays

Sea Venture is a 2025 Topaz 40 Royale Sportfish based out of Hampton Bays. It can take up to six guests. The boat is powered by two 500 HP diesel inboard Detroit Diesel engines, offering a maximum cruising speed of 25 knots. The captain, Peter Stassi, spe

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

Boat & Yacht Tours in Mastic

Top Boat & Yacht Tours in Mastic