Jasper: Well, Oreo, my dog, loves Tuscany, because you can take dogs anywhere in Italy, They are super dog tolerant. Calci is close to Pisa, has nice singletracks and beautiful spots for parking. You have a great view right across Pisa all the way to the sea. You can spend a few days in the mountains and then drive down to the sea to enjoy the sandy beaches. Me personally, I was pretty stoked by Murcia in Spain. It’s only a small hill, but packed with tracks. The local bike community is super open and helpful, the town itself is rustic and you get great food.
And finally my survival lifehacks: Always communicate! When you park somewhere and people are passing by or you see someone: always be polite, talk to them, ask them to check if it’s cool to stand there. You often don’t know, do you? Maybe you are standing in a nature reserve, in a forest fire area or on private land.
I’m also not a big fan of loud music and a huge camp – and, of course, never ever leave your rubbish behind. Then all is good!