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Wine Tasting in Tuscany in May

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My boyfriend and I will be driving from Rome to Florence on Monday, May 7th, and are hoping to do some wine tasting in between (we'll be driving the scenic SS22 route between Sienna and Florence). Does anyone know how we would go about finding wineries that do tastings, and possibly take advance reservations? Is there one concentrated area (like Napa) that have a bunch of wineries that we should just get ourselves to and then just drop in? Not really sure how to go about this! We are not too particular about what kind of wine, though we may also have to swing by Montalcino for some Brunello! Can we go into the town and find anything like the tasting rooms they have in Napa & Sonoma, or is it better/easier to go straight to the wineries?

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