Hammerhead 34
A new design under development is a 34' version of the exceptional 54' Hammerhead. The smaller Hammerhead incorporates a folding crossbeam structure so that the boat can be transported over road. While I hesitate to call any boat of this size "trailerable" it is able to be moved to your back yard for winter storage or to the opposite side of the continent for some different cruising.
The accommodation layout sleeps up to 4 in two singles forward and a double bunk in the aft cabin. There is a comfortable saloon with a great view through large windows. Sailing performance should be very good. She's got a pivot-up centerboard and rudder and an inboard diesel engine. In general a very able cruising boat in a small package.