Articles & Guides

The 10 best sailboats for learning to sail and buying your first boat. Forgiving handling, active communities, and affordable prices — with real listing data and specs.

The 10 best used sailboats you can buy for under $10,000 — real listing data, full specs, and buying tips for each boat. From the Catalina 22 to the Ericson 27.

The 12 best used sailboats under $20,000 — from the Catalina 27 to the Catalina 34. Real price data, specs, comparison tables, and buying tips for serious coastal cruisers.

The 10 best sailboats for living aboard under $50,000. Headroom, galley space, comfort ratios, and real price data for boats people actually live on.

The 10 best ocean-capable sailboats under $100,000. Capsize screening, comfort ratios, and real price data for proven offshore designs from the Westsail 32 to the Valiant 40.

The 10 best sailboats you can tow behind a truck. Tow weights, draft, vehicle requirements, and real price data — from the Catalina 22 to the Com-Pac 16.

The 10 best sailboats for two-person crews. Manageable sail area, cockpit ergonomics, privacy, and comfort — with real price data and specs for each boat.

Everything you need to know before buying a used Catalina 30 — history, what years to look for, known problems to inspect, and real price data from over 100 active listings.

A complete guide to buying a used Hunter 27 — history, all versions and variants (fin keel, centerboard, 27-2), what years to target, common problems to inspect, and pricing data.

We analyzed thousands of active listings across hundreds of sailboat models. Here's what the numbers show about median prices, trailer premiums, and which boats have the most market activity.