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Tuscany cities to visit, places to stay in country, what to see in this area

We are spending the first 3 days in Rome and 2 in Sorrento. We are driving from Sorrento and would like to stay in the Montepeluciano area, but are looking for suggestions on what to plan for these days.

Day 6
Drive from Sorrento to Orvieto 3 hrs 54 min (have lunch)
Drive to Montepeluciano (51 mins) Explore Montepeluciano and eat dinner

Day 7
Wine Tour?
Montalcino?
Assisi?

Day 8
1 day - Heart of Tuscany tour (3-4 hours) includes La Foce Garden tour, Siena, possible Brunello Winery tour?
- La Foce Gardens, (Make resv - Guided tour only, €10-50 min tours, 11:30 &15:00 (3pm) on Sat.)
- Visit Pienza, etc. – lunch?
- Stop for great photo ops of Cypress lined driveways, etc.
- Dinner??

Day 9
Drive to Greve in Chianti or San Gimignano for 2 nights. We are looking for an Agriturismo, B&B or similar type place to stay with homemade dinner or meals/family-run, etc. (Most of these that we have looked into do not have air conditioning, and that may not be what we want to stay in - but undecided right now.) We are visiting Pisa, Lucca and Florence from this place. Any suggestions or names or places to check out?
Visit Pisa and Lucca

Day 10
- Visit Florence for the day
Day 11
Drive from Greve in Chianti (or San Gimignano) to Monterosso in Cinque Terre (2hrs 18 min)

Any suggestions would be helpful!!

Thanks!

Posted by
7175 posts

You waste a lote of time by driving to Lucca and back on Day 9, only to pass by them again on Day 11.
Why not just spend a night in Lucca en route instead?

Day 6
Drive from Sorrento to Orvieto for lunch
Drive to Montepeluciano for 2 nights
Explore Montepeluciano and eat dinner
Day 7
1 day - Heart of Tuscany tour (3-4 hours) includes La Foce Garden tour, Siena, possible Brunello Winery tour?
- La Foce Gardens, (Make resv - Guided tour only, €10-50 min tours, 11:30 &15:00 (3pm) on Sat.)
- Visit Pienza, etc. – lunch?
- Stop for great photo ops of Cypress lined driveways, etc.
- Dinner??
Day 8
Drive to Greve in Chianti or San Gimignano for 2 nights
Day 9

Visit Florence for the day
Day 10
Drive via Pisa to Lucca for 1 night
Day 11

Drive from Lucca to Monterosso in Cinque Terre (2hrs 18 min)