One of the J/Boats weeklong sessions (or a similar one) in the Caribbean or Florida would probably be a good thing for you to learn with, and a fun time as well. Jeff forgot to mention the J/24 as a possible option. There are a lot of them around, generally, and they can be had for less than $10,000 if you''re just looking for one to learn on. You really would need a hoist to get it in & out though. FYI most sailors avoid lakes that are heavily frequented by powerboats because the wakes shake the wind from the sails and can stop you dead in the water.