Picture this: rambling through sun-drenched vineyards, sipping wine made from those grapes and tearing corners off crusty bread dunked in estate-made olive oil. That’s exactly the lifestyle lived at Castello Di Vicarello, a toweringly tall castle with cool cobblestones and four poster beds. This 100-acre estate in southern Maremma was restored in the 1970s, first into a family home and then a snazzy hotel. The suites are full of antiques, Aesop toiletries and no TVs in sight – an overnighter here is all about trying new things, like truffle hunting and leather workshops, or renting a vintage Fiat 500 to whizz around the Ombrone Valley. Resident dog named Uva will lead you to reception – the true hostess of the castle.