Hi Nikki: There's a wealth of knowledge here, and no such thing as a stupid question about boats. It's great that Hubby is starting the learning now, cuz the search for your dream is a lot of fun. Check out Yachtworld.com, Boats.com, Boat Trader or anything else you can. Pick up boat mags at your local West Marine. Plan a vacation on a charter boat in a style of boat you're curious about. Check out Marinas and ask people about their boats. Begin to form an idea of the kind of boat that would do "your" kind of cruising. Fast or slow, diesel or gas, aft. cabin (sundeck) style, sedan style, Europa style, Tug, Pilothouse, Catamaran, Down East, fly bridge, cockpit, how many staterooms, heads (baths), full beam (full width) cabin or side decks for line handling, on and on. Don't worry about knowing anything, that's what the search is about, learning. Have fun and ask all the questions you want, but most of all, have fun.