Great plan. A friend of mine lives in a van full time for years now and he loves it. He is a software developer and can work with a laptop and internet connection. He also has a video blog about his mobile lifestyle:
JayBe Outdoor TV - YouTube
My brother and sister in law live on a boat – he's retired. Both seem very happy with their life on the road and on the sea.
I think robustness should be the number one to consider. A solidbody or thinline tele or a laminated guitar will work. A rugged finish is a thing to consider. Another thing to consider is the strings. I brought an acoustic guitar for my sister in law and when I visited again a year later the strings were all rusty – living on the water is brutal for all metals. I should have strung it with coated strings.
If space is an issue you could also think about a headless guitar. The new Strandberg Sälen Jazz was the first thing that came to my mind. OTOH I'd just take the guitar you like to play most. As long as it isn't too delicate you should be able to enjoy it everywhere you go.
Survived a MuseScore attack tonight
Today, 12:56 AM in Recording & Music Software