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@eggpie
I rode down from Pisa a few years ago. We did it in a very gentle 3 days, including plenty of beer, pizza, a slight diversion onto the motorway, then climbing over a fence and through a field to escape. If thats too far, or too slow, take the train from Pisa, and the ride from Siena up to Gaiole is no trouble. I've managed easily with a backpack and a fixed wheel, but Ive seen a few people use seatpost-mounted racks. You dont need that much luggage for a weekend anyway.
I wouldnt drive from the UK unless I had to. I drove there in a van in 2009, and not only is it a fuck of a long way, the fuel/motorway charges were way more than I'd have spent flying (happily, I was getting paid so I didnt really care). If youre flying from anywhere near london though, BA are probably cheaper than Ryanair/easyjets bike charges..
+1 to the brakes, btw. There are some truly amazing descents. And some amazingly sharp, blind corners on dirt roads, with surprisingly large drops off the side..