That sounds like a very cool project. Best wishes to both of you.
I just did something along these lines recently, where I rode for 6 days with two friends of mine in Scotland. It was a self guided tour and our luggage would be moved from town to town each morning. I loved it!
What I wish had been different:
- Guest houses that offered early breakfast. The earliest the places in which we stayed offered breakfast was 7:30am, most frequent 8:00am.
- I wish we had known about the drying rooms earlier. It rained 3 of the days we rode and I only learned of drying rooms by the third day.
- From another friend, I just learned that in Switzerland "bike hotels" offer cycling clothing laundry... a basket in the reception for cycling clothes with a specific time each day for getting them washed (e.g. put in basket by 7pm, clean by 6am next morning, picking up from the same basket). Having our cycling clothes cleaned would have felt so luxurious.
- We rented bikes. The rim tape was cheap and I had a total of 4 flat tires (3 of them in one day) and one of my friends had 2 flats. The brakes in the bike were not new (on day 4, we needed new brake pads), nor was the bike well tuned (skipped gears).
- In smaller towns, a list restaurants that are open after 9PM. A couple of days we rode past 8PM and had trouble finding where to eat.
PS: I hope I did not misunderstand your question.




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