When inspecting a used sailboat, pay attention to the hull condition, deck integrity, and any signs of water intrusion. Check the rigging and sails for wear, and make sure the engine is in good working condition. Brands like Catalina and Hunter often offer reliable, budget-friendly options. Look for deals at boat shows, online marketplaces, and local marinas. Red flags include extensive blistering on the hull and soft spots on the deck. It might be worth getting a surveyor to assess the boat before purchasing. Have you narrowed down any models you're particularly interested in?