Tuscany off the beaten path in 10 days

Myself and my family are travelling to Italy in May and would love some suggestions for a true italian trip (not too touristy). We are there for one month. We will not have a car and would love a suggestion for our longest stay in Tuscanny near Florence.
The plan at this stage is:
Greece – to Bari
Alberello x2 Nights
Sorrento (or similar) x 5 nights
Rome x 3 nights
Tuscanny x 10 nights incl. Sienna Pisa Chianti and Florence
Cinque Terre x 5 nights
Venice x 2
x2 extra nights??

Much Appreciated!!
Warm regards


Hi Olive, thanks for stopping by (and forgive the late reply: I just came back from faraway, were Internet wasn’t easily available).

The areas you may wish to visit in Tuscany are:
– Florence and the surroundings (don’t miss Fiesole!)
– Lucca and Pisa (Lucca is a jewell!), both can be reached by train from Florence
– Siena, Moteriggioni and San Gimignano
– The Val D’Orcia (it’s the “Tuscany you see on the post cards”), don’t miss Pienza, Montalcino and Montepulciano (
– The “Chianti Shire”: Castellina, Radda, etc
For the last 3 areas, public transportation is available, but connections arent that good, so plan carefully your itineraries. You may find it hard to have only day trips from Florence, and may want to spend 2-3 nights in Siena and 1-2 nights in Pienza.
Alternatively, you may look for guided tours (but that is VERY touristic!)
I would strongly suggest to rent a car: this would give you plenty of freedom and the possibility of sleeping in gorgeous country houses -“agriturismo”(including real middle age castles!) in beautiful setting and at very reasonable pricing.
For out of the beaten path destinations, you could dedicate a couple of day (or more) to beautiful Umbria: Perugia, Assisi, Gubbio, Spoleto. It has the same historical and artistic background than Tuscany, but without the tourists! Again, a car would help you a lot!
On your way to Rome, take an ordinary train (not a high speed one) and do stop in Orvieto: it’s a delightful medieval town, buils on a Vocanic rock, with a beatiful cathedral and a truly amazing well (seee my post for more info https://delightfullyitaly.com/2014/05/20/orvieto-duomo-st-patricks-well/)
Hope this helps. Enjoy your trip to Italy!



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