I am not artistic but your question intrigues me.
1) Have you tried going to a T-shirt shop? Talk to the owner about scanning the map into their computor/silk screening machine. He will have some idea of how to make it work. The costs will be the issue to contend with.
2) Scan the map into your computor and print it out on the T-shirt iron-on transfers that you can get at WallyWorld, Office Depot etc . Then iron it on a handkerchief, scarf, T-shirt, etc.
I hope this helps. I think I will try this when I get home. Thanks for the idea/concept.
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QMC, USCG (Ret)
The best luck is what you make yourself!