320
I have a 320 that I have used for 2 seasons. We looked at the 290 before we bought, but went a little bigger. We are happy with the 320, both for cruising and club racing. We have spent up to a week or so cruising Lake Huron, and a few overnight races. You should have no trouble going from the 290 to the 320/326.The 326 is about the same as the 320. The upgrades were in the handholds below deck and the countertops. The downgrades were the floor decking was made lighter by going with less width. Otherwise basically the same boat.I added a fair amount of upgrades and changes to make mine more livable. Larger bilge pump and shower/ice box sump, dual house bank, electronics, refrigerator, etc.By the way, we just moved up to a 356, so I know where you can get a really good 320 if your interested.Steve