Tuscany Road Itinerary — PM1

A concise 4-day coastal and countryside loop from Florence — scenic routes, pit-stops, and driving notes by PAOLO MARI.

Paolo Mari

About the route

This PM1 loop links Florence with coastal gems and inland vineyards — designed for 2-4 day trips with manageable driving legs and many photo stops.

Quick facts

  • Total suggested time: 3–4 days
  • Total driving: ~350 km (loop)
  • Best season: April–October
  • Vehicle: compact car or small SUV recommended

Day-by-day itinerary

Day Route Distance Highlights
Day 1 Florence → Siena → Pienza ~170 km Val d'Orcia viewpoints, medieval Siena center
Day 2 Pienza → Montalcino → Grosseto ~110 km Brunello vineyards, hilltop towns
Day 3 Grosseto → Castiglione della Pescaia → Livorno ~130 km Coastal driving, seafood, sunset at the beach
Day 4 (optional) Livorno → Florence via inland scenic roads ~120 km Quiet backroads, small villages
Siena street
Val d'Orcia
Coastal road

Driving & planning tips

Prefer local SP and SR roads for views; average speeds are lower but safer. Watch for narrow lanes in hill towns and limited traffic zones (ZTL) in historic centers.

Use official parking lots; avoid entering ZTL without permit. Early mornings and late afternoons are best for finding spaces near attractions.

Fill up before long inland stretches — some rural stations close mid-day. Keep cash and card; many small vendors accept only one or the other.

Map & route embed

Use the embedded map to preview stops and download GPX from the contact page on request.

Practical information

What to pack

  • Light layers for coastal breeze
  • Comfortable shoes for cobblestones
  • Chargers, printed reservation confirmations

Timing & reservations

Book rural agriturismi in advance during high season. For popular wineries reserve tasting slots.