It's called "Gunk Holing".

"Gunk Holing" is the practice of taking a small vest pocket cruiser via trailer to remote lakes and/or rivers and exploring the areas. Vest Pocket Cruisers are usually too small for comfortable sleeping arrangements but they have plenty of storage capacity (volume and weight) for the 1 or 2 person crew to store all of the camping equipment, food, water, and miscellaneous equipment onboard for a 2-7 day trip back into the boonies.

The fins on smaller sailboats (many of them) are easily removable by hand.

Some trailerable sailboats have a short keel fin and a deep keel that is heavily ballasted and runs from the stem to the stern. These type designs are primarily meant to be both more easily trailerable and have a shallow water (3 ft draft) capability that the Deep Finned (8-9 ft draft) boats don't.

The Hunter 26 & 29 (*I have no affiliation*) have a hybrid hull design that will take up to a 150 hp outboard engine on the transom and have a removable fin. These boats also have a mast that can easily be mounted or dismounted by 2 people or 1 person if they buy the kit that helps. They have a galley (alcohol stove and sink, with space reserved for an ice chest), combined with a salon, will sleep about 4-5 persons, a small head with toilet, sink, and shower), as well as a small closet for hanging clothes.

It's the Hunter 29 that my DW and I are planning to use in our retirement job.