2000 Boston Whaler Conquest 285

Step aboard and you’ll notice how the wide walkaround side decks and tall bow rails make it easy and secure to work the foredeck, even when the chop kicks up. The deep cockpit feels purpose-built for serious fishing, with high gunwales, a transom door for landing bigger fish, and plenty of room to move without tripping over gear. Inside, the mid-cabin layout lets you tuck guests or kids away for a quiet nap while others relax in the bright main berth. The hardtop and windshield wrap offer real protection, turning blustery days into comfortable runs instead of endurance tests.

This Conquest 285 shines in warm, shallow, and changeable coastal waters where versatility matters. The moderate draft and sturdy hull let you nose into sandbars, explore back bays, or run offshore when the forecast cooperates. Twin outboards make docking in tight, current-swept marinas far less stressful, and the wide beam keeps things stable when the afternoon breeze stacks up a short, confused chop. Air conditioning and an enclosed cabin give you real overnight comfort during muggy nights, while the large cockpit transitions easily from trolling spread in the morning to a family swim platform and sunset cruise base by evening.