07/09/2026
Comment “TUSCANY” for a FREE custom Tuscany trip plan. 🇮🇹🌿
First time in Tuscany? These 15 places are a great place to start.
Think rolling hills, cypress-lined roads, vineyard stops, hill towns, and postcard-worthy views along the way.
Some favorites on this list:
🍷 Chianti
🏛 Florence
⛪ Siena
🌄 Val d’Orcia
🏡 Pienza
♨️ Saturnia
🍇 Montalcino
✨ Pitigliano
This is the kind of trip where the drive is just as beautiful as the stops.
Just remember: Tuscany looks compact on the map, but slow scenic roads, hill towns, and winery stops can make travel days longer than expected — so it’s worth planning your route around your pace.
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