This is really neat. I dabble in woodworking, and the workflow for making these maps is pretty similar to what I do to create the 3D models for CNC caved wooden relief maps: https://imgur.com/a/ZihtlwN
I'd recommend with simple projects like edge-grain cutting boards and moving up in complexity. I got started making cutting boards, signs, and drink coasters [1]. A cutting board is the kind of project that's easy to start off with, but has a high skill cap if you're trying to make something _very_ nice. Plus they make great gifts.
John Katz-Moses - YouTube channel [2] for learning traditional woodworking (cutting boards, joinery, frame making, etc). He's recently been getting into CNC.
Frank Howarth (also on YouTube [3]) - Resource for woodworking, commonly incorporating CNC with traditional woodworking methods.
Winston Moy (YouTube - [4]) - Go-to for learning how to use the Shapeoko line of routers, but the knowledge on his channel is applicable to any CNC platform. He has lots of parametric modeling tips-and-tricks as well. Lots of ideas for starter projects on a benchtop sized CNC.
I use a Shapeoko Pro for my work, but you can get started at a lower price-point by going with a used Shapeoko 3 to get your feet wet. The "Shapeoko and Nomad Users Group (Unofficial)" group on Facebook [5] has lots of projects, and is a good community for getting support with projects, and finding used machines for sale. There's also the X-Carve platform (that I'm not as familiar with, but they're pretty comparable feature and ability wise).
I'd recommend getting familiar with a parametric 3D modeling suite such as Fusion 360 (which does both CAD and CAM in the same package), which is what I use to generate toolpaths once I've created a reasonable looking topographic model in Blender.
My favorite resource for Fusion 360 is "Fusion 360 School" [6]. It has tons of little tips and tricks. The first videos in the channel are a primer on how to use the the software, assuming zero previous knowledge. 3D printing channels are also a good resource for Fusion 360 knowledge.
