Growing up, I learned to play cribbage on some cribbage boards that my grandfather made. It was common for him to make boards and give them as gifts. We still have a couple floating around. Sadly, he died when I was five, so I didn't get a chance to learn any wood working from him. Below are my own attempts at making cribbage boards / tables using some of the same tools with some modern technology to help me out.
Laura's cribbage board
It is made of Brazilian cherry (jatoba) that was a co-worker's left over flooring. The gems are from michaels. The pegs are from ebay.
I made the layout in microsoft Word (forgive me, I didn't know better at the time) using bullets in a table. I printed out the layout, taped it to the boards, and drilled the holes. Sadly, I couldn't finishing drilling the holes on the drill press I had access to, so I had to finish drilling by hand.