Seaward 25
A trailerable pocket cruiser introduced in 1984 by Hake Yachts, this pricy plumb-bowed sloop is made for exploring the shallows. It's laid out for a cruising couple or young family.
San Juan 28
This old-timer, a refugee from the boatbuilding maelstrom of the '70s, is a speedy, moderate sloop that can race PHRF and also serve as a fairly comfortable weekender.
Island Packet 27
The pint-sized progenitor of the IP line boasts devoted owners and solid resale value. It's a lot of cruising comfort in a small space.
J/105
The J/105 enjoys an immensely strong class association fueled by a group of owners who wouldn't sail any other way than fast and easily. Problems with the boat are few, and right out front.
Soverel 33
With a jumbo sailplan and racing pedigree, this boat owns the light air. And it can be cruised a bit.
S2 11.0
The biggest of the S2 series was offered in two layouts. The center-cockpit version is a bit ungainly looking, but offers a lot below, and like her sister is well-built.
Ranger 23
Surely one of the most popular and versatile midget racers of the modern era, this Mull design has devotees all over the land. You can get them cheap, and cruise 'em, too.
Dufour 36 Classic
The now-venerable French production company is back with a line to rival the big US builders.
Owning a Caribbean Charterboat
Symbiosis can exist between the sailor (not to be confused with 'investor') and charter company.
Carroll Marine: A Graceful Bow
Carroll Marine: A Graceful Bow
At the end of June, Carroll Marine—a Bristol, RI boatbuilder and fixture in the sailboat industry for almost 20 years—closed...
How To Go Cheap! The Annapolis Sailboat Show
Planning a trip to the 2026 Annapolis Sailboat Show? In this video, I’m sharing my best insider tips for getting the most out of...
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Antigua 60: Soolaimon
When couples go cruising they often consider 42 ft (13 m) to be a sort of highwater mark for a cruising boat that two...
