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Tuscany & Lake Como Itinerary Review Pls - leaving soon

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Hello!

Two adults, two kids 9 and 6. With a car. First time to these parts of Italy.
Would love advice!
Here's the plan, order is adjustable:

Day 1
Arrive Pisa airport 11am (no jet lag, we live in Europe so off we go)
Explore Pisa
Drive to agriturismo rental near Volterra and settle in

Day 2
Volterra, Monteriggioni, Siena

Day 3
Montepulciano (La Foce?), Pienza, San Quirico

Day 4
Bagno Vignono, Abbey Sant' Antimo, Montalcino

Day 5
San Gimignano, Greve, more this day?

Out of time in Tuscany, would love to see Elba Island and Cortona but not sure how to prioritize.

Day 6
Drive to Varenna via Tellaro or Parma or ???
Settle into apartment near Varenna

Day 7 - 10:
-Bellagio, Menaggio, Varenna, Lenno.
-Vezio Castle, Villa Balbianello.
-Lunch at Rifugio Martina in San Primo above Bellagio
-Is Isola Comacina worth the visit if you don't eat at the restaurant (I could just see my kids faced with 65 euros worth of fish and veggies!)
-Possible alpine driving tour from Menaggio?
-Possibly kayak out of Menaggio?
-Boat tour of the lake?
-Considering trip into Switzerland but not sure it's worth the time away from Lake Como.

Depart Bergamo airport on day 11.

Thank you so much for your opions/advice!

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