Chesapeake 290

The Grady-White Chesapeake 290 is a beefy, quality-built walkaround with a deep cockpit and functional cabin—a serious sportfishing machine loaded with luxury-class amenities. Nobody builds a better walkaround boat than Grady-White—the cockpits are always laid out with everything within easy reach, and deep walkways around the cabin provide secure 360-degree fishability. Standard features include a hardtop with radio box, 35-gallon above deck livewell, foldaway transom seat, tackle storage (under helm seat), insulated fish boxes (2), cockpit storage boxes with cushions, cockpit bolsters, raw-water washdown, anchor locker, cockpit shower, cutting board, trim tabs, gunnel rod holders (4), rod storage racks, tilt steering, and transom door. Below deck, the Chesapeake’s well-finished cabin with teak and holly floor, full-feature galley with microwave, cherrywood table, and enclosed head/shower sleeps two. A generator (under the rear cockpit seat) is a popular option. No lightweight compared with similar boats in this class, twin Yamaha 250 outboards deliver a top speed in the neighborhood of 40 knots.