1999 Hunter 280

Under 30 feet, this Hunter feels surprisingly big on deck. Wide side decks, a walk-through transom, and molded swim step make it easy to move around, board from the dock, or slip in for a swim at anchor. The fractional rig with swept-back spreaders keeps sail handling simple and forgiving if you’re often out with a light crew or family. Under power, the inboard diesel and balanced hull shape make docking and tight maneuvers far less stressful than many older 28-footers. Storage is thoughtfully tucked into lockers and under seating, so weekending gear, spare lines, and fenders all have a proper home without cluttering the cockpit or cabin.

This Hunter 280 is particularly well suited to local waters that blend protected passages, afternoon breezes, and changeable shoulder-season weather. The moderate draft lets you explore shallower coves and smaller marinas while still tracking well on longer tacks across open stretches. Under sail, the easily managed rig means you can react quickly to gusts or lulls without a big crew, which is ideal for casual weeknight outings or relaxed cruising. When the weather turns cool and damp, the combination of enclosed cockpit canvas, a bright cabin, and efficient diesel heat keeps the boat comfortable, extending your season well beyond the height of summer.