Florence to Rome through Wine Country


New member
Tuscany experts - Hopefully you will be able to provide some guidance here .

We are a young couple from San Francisco planning a Tuscany trip in Oct. We are thinking about renting a car from Florence to Rome stopping over @ Siena & @ Pienza for a night each with stops at the wineries listed below. Would love your feedback on the itinerary. Do you have a better recommendation for an itinerary ? Also, read a few posts on the forum that don't recommend driving but renting a car with a driver. What are your thoughts ?

Day 1
Florence to Antinori Chianti Classico ( winery 1)
Antinori to Greve ( Local sight seeing)
Greve to Castello di Ama ( Winery 2)
Castello di Ama to Siena ( Local Sight seeing)
Spend night in Siena

Day 2
Siena to Castello di Banfi - Montalcino ( Winery 3)
Local sight seeing in Montalcino
Castiglion del Bosco SI, - Montalcino ( Winery 4)
Castiglion del Bosco SI to Pienza
Local sight seeing in Pienza
Spend night in Pienza

Day 3
Pienza to to Montepulciano
Montepulciano – Local Sight seeing
Montepulciano to Salchetto - ( winery 5)
Salchetto to Rome

Thank You
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The Tuscan Expert ;-)
Staff member
The itinerary looks great and does incorporate a good amount of wineries with sightseeing at a decent pace.

The thing to keep in mind is that you can't drink and drive, so either one of you doesn't do any tastings or you alternate between the morning and afternoon tastings so that there is ample time in between to get rid of the alcohol in your system. The roads are not bad, but everything you'll be in also has curves and ups and downs, you want to drive carefully.

Even if you're concentrating on big wineries, make sure to book ahead if possible so that you can maintain the pace of your schedule and double check that you can fit them in morning or afternoon.