2019 Grady-White Freedom 285Sold

Step aboard and you’ll notice how thoughtfully this Freedom 285 is laid out for long days on the water. The deep, secure cockpit and high freeboard give everyone a confident ride, while the walkthrough windshield keeps the breeze manageable when conditions pick up. The portside lounge converts from forward-facing to a sun pad in seconds, so guests can chase the shade or the sun. In the console, there’s a surprisingly generous head with real standing room, making family trips far more comfortable. Tackle storage, insulated fishboxes, and a transom door are all right where you want them, so the boat switches from family cruiser to serious fishing platform without missing a beat.

This Freedom 285 shines in local waters where conditions can change quickly and you might run from calm mornings to afternoon chop. The hull design delivers a soft, predictable ride when you’re crossing open stretches, yet the boat’s size is still easy to handle around marinas and mooring fields. The dual-console layout works perfectly for mixed crews—anglers can work the cockpit while family and friends relax forward in safety. With plenty of range, you can comfortably explore offshore structure or hop between nearshore coves and anchorages, and the generous storage and seating make full-day outings or weekend harbor-hopping an easy habit to enjoy.