9 Best Used Sailboats

The esteemed John Kretschmer writes for Cruising World:

I’ve compiled a list of interesting and affordable cruising sailboats for serious voyaging. A list of nine sailboats for any purpose, much less world cruising, is sure to evoke outrage from strong-minded sailors, who by nature tend to be a bit opinionated. Stand by before hurling insults my way, and let me explain. I have decided to stay away from the sailboats we know by heart, the iconic old boats that usually populate a list like this: the Westsail 32, Tayana 37, Shannon 38 and Valiant 40 (the last of which, with a bit of searching, can still be found at or just below $100,000).

My list of some of the best liveaboard sailboats is eclectic and includes a mix of well-known and obscure manufacturers, but all the boats are linked in three ways: All are top-quality vessels capable of crossing oceans. They’re affordable, although in a few cases you have to look for older models in less-than-stellar condition to stay below $100,000. (Indeed, in some ways, this list is a function of age; most of the boats were priced at more than $100,000 when new but have dipped below our self-imposed threshold in middle age.) And finally, they’re all boats that I have encountered in the past few years in far-flung cruising outposts.