My F150, with the tiny 4.6 litre Triton 8 in it, pulls my 22 foot Baron just fine. Boat/trailer/80 gallons of fuel and fishing gear gotta be up around 5500lbs. I don't even know it's there. Fuel consumption does.. but driving wise no issues. Of course the Jimmy has a short wheel base.. and that would be my fear as Gerry has pointed out when you need to swerve.
Remember it doesn't take long to add up the weight. That boat's probably 1900lbs.. motor 650.. fuel 6lbs per US gallon..fishing equipment 400+lbs(oh.. only me..lol.. remember downriggers/planner masts/tackle boxes/supplies)..kicker motor another 125.. trailer 1000lbs or so..etc. The one thing I do when I can is to wait until destination to fill the tank.. especially with mine holding almost 500 lbs of fuel.
Oh.. and don't forget to buy a set of mirror extenders. Nothing erks me more than people towing stuff and they can't see where they've been (ie if anyone is behind them/beside them to make safe lane changes and driving decisions.