Justin, I have a fin keel C309 and the waters I sail in are up to 900ft deep so most boats in the Seattle area have fin keels for the better speed potential. Also there is less chance of getting caught on crab pot lines, shrimp pot lines, kelp etc. with the fin. If you sail in fairly shallow waters like Florida and other parts of the east coast then the wing is the only way to go. Also remember that the skill of the skipper can make the difference in any head to head race between wing vs fin speed contest. I think you will enjoy the upgrade from the C22 to the C315 Bob