1986 Tayana 37

Step aboard this Tayana 37 and you feel instantly that it’s been set up by a sailor who actually goes places. The secure, deep cockpit and tall coamings give real confidence in a seaway, while the solid teak joinery below still has that warm, classic glow you don’t see in newer production boats. Storage is generous and smartly laid out for long passages—proper lockers, sea berths, and grab rails where you want them. The cutter rig offers flexible sail plans when the breeze pipes up, and the heavy, hand-laid hull inspires trust when the forecast turns grumpy. It’s the kind of boat that invites you to load her up and point the bow over the horizon.

In these waters, squalls, trades, and swell often show up on the same day, and that’s where the Tayana 37 really shines. Her full keel and moderate sail area keep motion comfortable when the seas stack up, and the cutter rig lets you snug down without having to sacrifice drive. The protected cockpit is a welcome refuge in passing showers, while the robust ground tackle and windlass setup make anchoring in deep, rolly bays far less stressful. With ample tankage and storage, she’s well suited to longer hops between harbors, letting you stay out on the hook instead of rushing back to the dock.