Think small and think minimalist.
Lugging a whole machine shop around with you is a lot simpler if you've restricted yourself to a mini-mill/-lathe, especially if you're driving a
1-ton dually and dragging a large-sized fifth-wheel RV.For the U-Drive-It crowd [Class "A", "B", and "C" motorhomes] a modest shop can be set up in a cargo trailer.
Sailboats are a whole 'nother world: far more limited space, far more limited weight-carrying capability, a virtual absence of electricity, and the simple fact that sailboats travel on their sides...
When on the road with my dually/FW combination [21' of truck and 38' of trailer], I limit myself to hand-held power tools and hand tools. These I carry in a set of 4 Stanley tool boxes [used as organizers] within a cross-bed Al tool chest. They are organized as:
Pneumatic Impact wrenches Impact sockets Die Grinders Air Brush Supplies, etc. Wrenches Ratchets & Speedhandles Breaker bars Sockets Extensions Adapters Box-end Open-end Combination Woodworking Saws Screwdrivers Hammers Files & Rasps Chisels Spade and Forstner bits Sandpaper Squares Filler Putty Misc. "Stuff" Metalworking Hammers [Ball Pein, Drilling, Sledge] Files Drill Bits Cold Chisels Punches Carborundum stones Diamond Hones "Stuff"
Between the Stanley boxes, the Al box also holds a hand-held electric drill, a "drill press attachment" [that actually works reasonably well], a Dremel Detail Sander, a couple of 4.5" grinders, an electric circular saw, and a bunch of other "stuff" including a 10'x13' screen tent.
In a rear storage compartment of the trailer is my Dremel gear including several grinders with most of the available "goodies" from plunge router to drill press, planer to saw.
Oyea, my compressor [Porter-Cable C3151] rides by the truck's tailgate.
When "Shore Power" isn't available, I just fire up the 7KW Onan generator mounted in the front of the trailer.
Hopefully this may give you a few ideas...