Boat buying strategy

I've been on the market for a newer used wakeboard boat (2001-2004) for the last couple months. Constantly searching here, e-bay, boattrader.com, flipsell.com, trader express, photo ad, etc....I have a credit rating of over 700 and currently have a boat loan out. My question here is: should I buy if I find a good deal then sell my boat, or sell my boat and get another right away? The boat I'm selling priced @ NADA values is 2k over what I want for it and 4k more than I owe, so I don't believe selling will be a problem. (Looking for Moomba LSV)