Re: Towing and trailer questions.
Catalina 22, Oday 23, could be towed with a mid sized SUV... But if you should go that route I'd make sure the trailer has some kind of brakes, inertia or electric.
Dakota or Ranger will tow your 23 no problem.
Find a Catalina 22, or Hunter 23 trailer, both common enough boats. A trailer with adjustable pads or bunks should work nicely. The Oday 23 with centerboard will sit nice and low on the trailer, so trailering should be pretty easy if it's wide enough.
Another option if you don't have the truck, is to rent one from Uhaul or the like. Verify that towing is included in the rental agreement.
But yeah, Ranger, to 1500, is fine for towing that boat.
As for weight? I'd add up an estimated weight of all YOUR stuff, then add the weight of the motor (if outboard), and then weight of the trailer (figure safe number is about #1000). If that #3450 is a good number for displacement, you are probably pushing #5000 all up... that's a pretty good sized package.
Hull #68 S2 7.9 on our little landlocked puddle, Lake Wallenpaupack, PA, it's cheap, trailerable, and paid for.