I am interested in picking up a boat, but Im not sure what exactly to buy, so I thought I would ask for some advice here. The boat will be used primarily in the middle Potomac River just below DC to chase blues and channels, but I want something big enough to handle the Chesapeake Bay in most weather situations. I am planning on going out with my wife on weekends on the boat, and I want her to be as comfortable as possible. Im looking to spend between $5k and $10k, but would not pass on a good buy if it were a little over $10k. I am thinking of something in the 16 to 20 foot range, and I want the rig to be easily trailerable by a Toyota Tacoma with a 6-banger. I am considering two main options: Option 1 would have a retractable canvas top so my wife and I can shelter ourselves from the sun, would have a live well, and would have a center console and plenty of storage. The ability to fix a trolling motor to the front would be a plus. The boat would have the ability to go out into the bay in most situations, so it would probably be a vee hull design. Option two would have a cuddy cabin with a small head, and more than likely have an inboard outboard power plant. This option would also have a live well and plenty of storage. This option would be much more comfortable for the wife, but would be more of a pain to trailer. My one buddy is trying to talk me into going the cuddy cabin route, but I want something that I can trailer easily. Plus, its my understanding that cuddy cabin cruisers typically do not have live wells (a must). Option one would be more of a river boat, would be more limited on the Bay, would be less expensive to buy and maintain, and would be less comfortable for the wife. Option two would be mush more comfortable for the wife (which is key), would be more expensive, and would be more of a pain to trailer. I will be doing a lot of catfishing with my buddies, but I will also be going out a lot on weekends with the wife. My wife fishes too, but we will be doing a lot of nature watching from the water. We currently use a 16-foot flat back canoe, one of those plastic Coleman jobs, and have a 5 hp outboard. This rig is a pain to load onto the back of the pickup, and it is a pain to muscle the motor around (as it is not permanently fixed). I am looking to get something that is easier to deal with (just drop it into the water and go), as I am not getting any younger. I know Im all over the board here, but I am just starting my research. I would appreciate any good advice. Thank you very much!