1987 Four Winns Sundowner 195

Classic Sundowner lines and a deep, secure cockpit give this 19-footer the feel of a bigger boat, especially when the afternoon chop picks up. The helm layout is simple and analog, with clear gauges and sturdy rocker switches—ideal for anyone who prefers straightforward systems over screens everywhere. Step forward and you’ll notice the solid windshield and stainless hardware that have held up impressively over the years, a testament to Four Winns’ build quality in this era. The cuddy is surprisingly roomy for a sub-20-foot boat, offering a dry, quiet retreat for kids or gear. Wide side decks and grab rails make going forward safer, and the hull’s moderate deadrise helps soften the ride without demanding huge horsepower.

In these waters, conditions can swing from glassy calm mornings to bumpy afternoon chop, and the Sundowner 195 is well-suited to handle that range. Its size makes it easy to trailer to different ramps and explore varied shorelines, yet it still has enough freeboard and hull weight to feel stable when the breeze fills in. The compact cuddy shines on longer day trips, giving you secure storage for fishing tackle, beach gear, and an extra layer or two when the evening cools off. For local sandbar runs, quick cruises to waterfront hangouts, or exploring quiet coves, this model balances comfort, simplicity, and low operating costs.