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The first thing I contemplated when reading this was:
"What about when it rains at night while he is sleeping on the park bench?"
Based on what you have described, my suggestion would be to do a series of day tours that start and end at your brother’s residence. This will enable you to "travel light" while maximizing safety and comfort. If the area is entirely new to you the places you will find via bicycle will undoubtedly be unique and less touristy in nature. Enjoy your trip!
p.s. Opting for day trips will reduce wear and tear on your racebikes.
As others have suggested, obtaining a battle-scarred touring bicycle would provide you with peace-of-mind when "loading it down" with treasures you find along the way that you might purchase. Good luck.
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