Re: First Boat/pocket cruiser
+1 what Maitapaul said.
Even a Catalina 22 is going to be a pain to launch and retrieve everytime unless you have a powerful tow vehicle. And, although a Flicka is trailerable (meaning it can be hauled on a trailer) at 6000# and 3'3" draft is not a boat to be launched off your local boat ramp for a daysail.
Fair winds and following seas....