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yep definitely a stretch on a lunch break. will just have a look on some strava segments see what people are up to in the area I think! unless there are some other ways to work out some decent roads
swedeee-
There's a nice coastal run along to La Spezia I did when touring taking a back road that's parallel to the main autostrada and hugging the base of the hills. You need to watch out for tunnels going into Spezia tho as your Garmin/whatever won't fucking tell you and there's no hard shoulder to pull over and put lights on etc so I had a few squirty bum moments.
The nice thing about Lucca is that it's in a basin so lots of options for flat rides but also really close to the hills. I'm sure the Italian Championships and Giro have had routes in and around Montecatini Terme and when I was there I saw a few team cars so might be worth checking that out. I just passed through on a tour so no great knowledge about routes although I could point you in the direction of a fucking amazing pizza place I found there replete with their local sparkling red wine which was surprisingly delicious...
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Strade. Fucking. Bianchi. Might be a stretch from Lucca to get to the best bits south of Siena but if you find something similar near you... So beautiful.