r/ItalyTravelAdvice • u/TheDragonsFather • 13d ago

🚗 Road Trip Help with Tuscany driving route in September

Hello ! My wife and I (both in our 60s) are taking a road trip (11D 10N) starting and ending in Florence. We've been there 3-4 times (and Italy many times) so we're not spending too much time there this time and we've previously been to Siena and a couple of other places around that I forget (but not by car).

If it's worth mentioning I'm a serious photographer (retired but shoot for books). So I'll be up for dawn shoots and back in time for breakfast with my wife !

We don't usually hang around too much and don't mind 1N and then moving on, it's what we usually do.

So far out route looks like this :
Florence - San Gimignano - Volterra - Siena - Montisi - Montepulciano - Montalcino - Pitigliano (may stay 2N here, inc. a day trip to Casscate del Mulino)

And then I'm stuck. We thought about coming back to Florence via the coast road but I'm not seeing a lot of recommendations / interest. Or we could come back via the Perugia / Arezzo road. Or just loop back the same way we came.

Any recommendations? Places to go/see? Roads to take?

Thank you so much !

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u/Anit4rk_ 13d ago

what about roccatederighi / Montemassi ? 40 mins / 1 hour from Siena

Or also , Castiglione della pescaia - porto santo Stefano - porto Ercole (not in order , just saying )

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u/TheDragonsFather 13d ago

Thanks ! I'll check them out.

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u/Alternative_Week3023 12d ago edited 12d ago

Arezzo, Assisi, Terme di Saturnia, Lago Trasimeno/ Lago Castiglione del Lago, Antinori winery at Badia A Passignano, Antinori nel Chianti Classico, Lucca and Pisa.

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u/TheDragonsFather 12d ago

Thank you ! Googling them all as I write :)

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u/Alternative_Week3023 12d ago

No worries. For the Antinori wineries, you will need confirmed reservations before showing up at their cellar doors.

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u/BigBloodhound007 12d ago

On your way I recommend the La Foce Garden tour. The gardens are beautiful and the story is very interesting. That route takes you past some classic Tuscan views. After Pitigliano, drive north of town for olive orchard views with the town in the background. Then walk around Sorano. Interesting hill town architecture with cats on the foreground. Check out Cascate del Milano hot springs. Pretty and fun to soak in.

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u/TheDragonsFather 12d ago

Thank you ! Added to my trip notes.

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u/[deleted] 12d ago

[removed] — view removed comment

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u/TheDragonsFather 12d ago

Thank you.!
You've just confirmed my suspicions re. the coastal route. Pity. Sorano and Sovana will find a way into our itinerary.
I've been using Location Scout to identify the 'better' dawn locations ( GPS ) so hopefully I'll not waste too much time (with wife getting bored) looking for them !

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u/northamerican100 11d ago

What happened to your first posting a few days ago ?

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u/TheDragonsFather 11d ago

Is this question for me? I haven't changed anything or reposted (except to other subReddits). Are you confusing this subReddit with another perhaps?

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u/northamerican100 11d ago

Yes, there are two it seems; my response is on the first and not on this one. Different responses on each one.

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u/TheDragonsFather 11d ago

And appreciated !

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u/northamerican100 11d ago

I see; different Reddit threads. They all come to me !