Bosnia · Serbia · Romania · Bulgaria · Turkey
The overlooked half of Europe, ending in Istanbul
East and south through the countryside nobody puts on a poster: Bosnian river valleys, Serbian farm roads, the Carpathians, the Bulgarian mountains, and then the long run down to the Bosphorus. This is the part of Europe that tourism forgot, which is exactly why it is on the list: villages where a cyclist is still a curiosity rather than just another tourist, and where the coffee you get invited to is not optional. It ends in Istanbul, which may be the most spellbinding city on the continent, and is the right kind of full stop: three weeks of quiet countryside and then fifteen million people all at once.
Distance
~2,300 km
Climbing
~25,000 m
Length
3 weeks
Window
May–Jun or Sep
The catch Five countries and a bunch of foreign languages in twenty-one days leaves me relying on English where not everyone speaks English fluently. The Balkan interior bakes from July onward, and the road surface is genuinely unknown until you are on it, and the same emptiness that makes it special makes resupply a thing I'd have to plan rather than assume.