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@Bernhard
Went on a supported ride for my first cycling holiday (they organised hostels and moved bags etc), this was also my first experience of cycling and kind of distance and what got me into cycling. We did about 170 miles in 4 days of cycling I think! There are no hilly areas to speak of, the only hills you will get are the humps on bridges, the biggest thing to contend with will be the wind. 350 miles in 2 weeks will be pretty easy going, I expect you are planning on stopping off in places for a few days at a time. The bike you take probably depends on a couple of things, such as what bikes do you have at your disposal? and what will you be carrying? I reckon you could do it on a single speed with a flip flop hub as it is nice and flat, changing for windy days. How do you plan to carry your stuff?