Oh so many to choose from. In my opinion the hobie 18. That was my first boat and i wish i still had it. the hobie 16 and pridle 18 escape/classic are slightly simpler boats. H16's are great because there are so many people who sail them. I would definatly get a boat that parts/upgrades are easy to find.(hobie,prindle,nacra etc..) Talk to lots of people.