u/Standard_Basket947

First time in Italy: 10-day road trip from Zurich to Tuscany

Hi everyone,

I’m planning a road trip with my girlfriend from July 2 to July 12 and would love some feedback.

We live near Zurich, Switzerland and will travel by private car.

This would be my first time in Italy. I’m not really a sightseeing chaser — I don’t need to tick off every famous landmark. I’m more of a “vibes” person: good food, wine, beautiful towns, aperitivo, relaxed evenings, nice views and time to slow down. I love eating and cooking, so food is a big part of the trip for me.

This is the current itinerary:

Date Place Night Idea Goal Morning Afternoon
Day 1, Thu, July 2 Parma 1 Relaxed drive from Zurich Start the holiday calmly without driving all the way to Tuscany Leave early, drive via Gotthard / Milan towards Parma Check-in, short walk, relaxed dinner
Day 2, Fri, July 3 Parma → Pisa → Tuscany base 1 of 4 Arrive in Tuscany with a short Pisa stop Get the first Tuscany feeling without overloading the day Drive to Pisa, quick stop if we feel like it Continue to Certaldo / San Gimignano / Poggibonsi, check-in, pool, aperitivo
Day 3, Sat, July 4 San Gimignano / Certaldo 2 of 4 Free Free Free Free
Day 4, Sun, July 5 Siena 3 of 4 Siena day trip Culture, old town and good food Drive to Siena, cathedral, Piazza del Campo, old town Lunch in Siena, then return to the base
Day 5, Mon, July 6 Volterra 4 of 4 Quieter Tuscany day Experience a more authentic town and slow down again Drive to Volterra, old town, views, relaxed walk Lunch in Volterra, then back to the hotel
Day 6, Tue, July 7 Tuscany base → Florence 1 of 2 Travel Wake up in Florence on July 8 Slow breakfast, check-out, drive to Florence Check-in, Oltrarno / Ponte Vecchio / aperitivo
Day 7, Wed, July 8 Florence 2 of 2 Anniversary day Enjoy the day consciously and chill Slow breakfast, no early pressure Walk through Florence, rooftop aperitivo, nice dinner, evening by the Arno
Day 8, Thu, July 9 Florence → Bologna 1 Food / old town stop More proper Italian city vibe Slow check-out, drive to Bologna Check-in, old town, porticoes, get ragù
Day 9, Fri, July 10 Bologna → Pontresina 1 of 2 Transition from Italy to the mountains Push the return journey Breakfast in Bologna, drive towards Engadin Check-in, short walk, fresh mountain air, quiet dinner
Day 10, Sat, July 11 Pontresina 2 of 2 Quiet mountain ending Wind down before going home Muottas Muragl or Morteratsch Coffee / cake, wellness or quiet afternoon, final dinner
Day 11, Sun, July 12 Pontresina → Zurich area Drive home Get home relaxed Check-out Drive back home

We start with Parma as a relaxed first stop instead of driving all the way to Tuscany in one day. Then we stay four nights somewhere around Certaldo / San Gimignano / Poggibonsi as a base for Tuscany.

We then spend two nights in Florence before continuing to Bologna.

I originally considered another stop, but Bologna seems more food-focused and “Italian” in the way I’m looking for.

Finally, we drive to Pontresina in Switzerland for two nights before going home. This is meant as a calm ending in the mountains instead of having a very long drive home from Italy on the last day.

Main questions:

  1. What do you think of this itinerary overall?
  2. Is Certaldo / San Gimignano / Poggibonsi a good base for this kind of Tuscany trip? If yes, what kind of stays would you recommend there?
  3. Since it’s our anniversary, what restaurant would you recommend for it?

Preferences:

  • I care more about atmosphere, food, wine, beautiful views and relaxed evenings than ticking off landmarks.
  • Hotels should be clean, comfortable, slightly modern and car-friendly.

Would love to hear your thoughts.

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u/Standard_Basket947 — 3 days ago