Grady-White® Boats For Sale in Southold, NY

Grady-White’s 30-foot center console fishing boat, the Canyon 306, is chock-full of exclusive Grady features that deliver unmatched versatility, luxury, and value. From patented seating that’s both comfortable and adaptable, to a helm that provides ample space for a multitude of electronics, the 306 combines the ultimate in fishability with the hig...

Grady-White’s Fisherman 216, a 21-foot center console boat, is a stand-out in its class of inshore and offshore fishing boats. The spacious cockpit offers an abundance of room for moving about with fishing rods, and its recreational boat qualities provide all-day comfort for enjoying the day with family and friends. True to Grady’s superior quality...

The most feature-rich 23-foot center console, Grady-White’s Fisherman 236 is a superior fishing boat and more family friendly than any competitive models. Standard features that make this boat remarkable include a 15.5-gallon livewell, an oversized enclosed head, and a transom door that makes it easy to board fish or get in and out of the water fro...

Packed with luxury not typically seen in boats of this size and category, the 21-foot Freedom 215 is innovative, stylish, and versatile. Leading off Grady’s popular dual console boats series, the 215's roomy beam, plush seating options, and lockable head compartment make this a family friendly boat. Aft jump seats with swing-open backrests provide ...

Loaded with big boat features, the Freedom 235 is the best built family boat, perfect for both fishing and cruising. The sleek, forward-thinking design is a real head turner, and when you climb aboard, the expansive beam evokes a large boat feel. An oversized head compartment, freshwater cockpit shower, and sturdy transom door providing access to s...

For fishing, watersports, or cruising with family and friends, the Freedom 275 is the best dual console for every activity on your list! This 27-foot boat is spacious and chock-full of features that will enhance your time on the water. From the anchor windlass with remote switches at both the helm and windlass to the integrated swim ladder with tra...

Grady-White’s Canyon 336 is the best 33-foot center console for the sportfishing family. The console design includes a spacious helm with full height windshield and provides exceptional visibility while adding space in the cockpit and console. The best saltwater fishing boat, the 336 has numerous features throughout including dockside power, deluxe...

Grady-White’s dual console offshore boats are truly the most versatile, luxurious boats on the market, and the redesigned 28-foot Freedom 285 is no exception. With its wide beam, open cockpit, and plentiful features including plush seating and a port side cockpit door with boarding ladder, the 285 delivers on both comfort and innovation. Fully outf...

2023 Grady White Fisherman 236 The most feature-rich 23-foot center console, Grady-White’s Fisherman 236 is a superior fishing boat and more family friendly than any competitive models. Standard features that make this boat remarkable include a 15.5-gallon livewell, an oversized enclosed head, and a transom door that makes it easy to board fish or...

2010 Grady-White 180 Sportsman Powered By A Yamaha F150 TXR Four-Stroke Outboard With Approximately 550~ Engine Hours. Always Well Maintained, This Long Standing Powerhouse Of A Small Center Console Will Give The New Owner Many, Many Years Of Enjoyment And Top Performance. New Raymarine Electronics (Axiom 9RVX) Installed In 2022, Newer Cushions, Ne...

1998 Grady-White Voyager 248, Repowered in 2017 With A Honda 250HP Outboard With Under 100 Engine Hours! This Oldie But Goodie Has Been Well Taken Care Of And Shows Much Better Than Her Age. Bolsters And Cushions Are All In Good Shape And The Boat Has Been Freshly Bottom Painted And Detailed. The Enclosure Is In OK Condition With Life Remaining. Ev...