The biggest truly trailerable boat I could find that is fast and well designed, preferably with an inboard diesel in my price range. Something that would be fun to day sail and casually race while having enough room down below to accommodate two people for 1-2 week cruising trips. We ended up with a very nice S2 7.9, inboard diesel, on a trailer, with ten sails (4 mains, 3 155's, 1 105, and 2 spinnakers). She's sitting in the water at our sailing club now, and I have yet to see a boat in this size and price range I would rather own!
I mean, how could I pass THIS up!?