I do have a Jeep Liberty. I am not certain how much it is capable of pulling, however the difference between a 22 and a 25 with respect to towing on a trailer is noted.
I want to start with at least a 22 ft. boat like the Catalina because of the possibility of overnighting onboard. While the cabin space is small and cramped, it is possible, while a 14 ft or 16 ft. boat does not even have a cabin, and does not offer that possibility. I have also read many reviews which stated that the C22 was an excellent first boat.