2020 Monterey 355 Sport YachtSold

Step aboard and the first thing you notice on the 355 Sport Yacht is how thoughtfully the helm and social zones are laid out. Sightlines are excellent through the windshield, and the double-wide helm seat keeps skipper and co-pilot in the conversation. The wraparound cockpit seating, wet bar, and molded steps to the bow make it feel more like a floating terrace than a traditional cockpit. Below, generous hull windows flood the cabin with natural light, giving the mid-cabin and forward berth a surprisingly open feel. Subtle touches—like clever storage nooks, quality stitching, and solid hardware—remind you this is a premium build meant for long weekends, not just quick spins.

The 2020 Monterey 355 Sport Yacht shines in these waters because it balances day-boat fun with true weekender comfort. Its size makes it easy to handle in busy channels and marinas, while still offering the volume to host friends for sunset cruises or overnight raft-ups. The deep-V hull and weight give it a confident ride when afternoon chop kicks up, yet the swim platform and wide side decks make swimming and line handling simple. Climate-controlled interior spaces are ideal when the weather turns, and the generous cockpit shade keeps everyone comfortable during long, bright days on the water.