1989 Sea ray 220 cuddy cabin

What makes this vintage 220 Cuddy stand out is how much “big boat feel” you get in a trailerable package. The high freeboard keeps guests dry when afternoon chop kicks up, and the deep, secure cockpit is reassuring for kids and pets. Many owners love the wide swim platform for gearing up water toys and easing in and out of the water. Storage is tucked everywhere—under seats, in side panels, and forward—so the cockpit stays uncluttered. At the helm, the simple, analog layout is easy to live with and straightforward to maintain. It’s the kind of boat that invites you to throw a bag aboard and go, without overthinking systems and electronics.

This 220 Cuddy is a smart match for local waters where conditions can shift from calm morning glass to breezy afternoon rollers. Its weight and hull shape handle small whitecaps confidently, yet it’s still compact enough to slip into tighter marinas and shallow coves. The cuddy offers a sheltered spot when a quick squall passes or when you want shade between swims. That extended bow and solid windshield help cut spray during longer runs to distant sandbars or waterfront hangouts. Paired with a trailer, it’s easy to launch at different ramps, explore new shorelines, and haul out for off-season storage without relying on a full-time slip.