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Tuscany: Florence & the Hill Towns: 7-Day Plan You Can Actually Drive

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The 7-day version for October: every day fits real transit, opening hours and daylight.

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7
days
380 km
distance
11.8 h
driving
13
curated stops

💡 Good to know for this plan

Before you go · check live details

This is a planning draft. Check these changing details for your dates before booking or travelling.

Day 1 Florence

1 curated stop
Transit
none
Finish
~15:00
Temperature
7.9°C–17.3°C
Rainy days
~12
Daylight
10.8h
09:00
Florence public north-centre circuit feelflorence.it map ↗
Park outside Florence’s ZTL and follow a bounded public circuit through the cathedral district, Piazza della Signoria and surrounding public streets. Paid monuments and museums, events and guided products remain optional.
300 min · Florence · Public streets, squares, promenades and viewpoints; confirm current roads, ZTL rules, parking, weather and access before travel
14:00
Enjoy quick, tasty panini and wine on the lively sidewalk.
60 min · Florence
open: Daily 10:00-20:00
Overnight here
e.g. Hostel Florence Experience · Arizona Hotel

Day 2 Around Florence

1 curated stop
Transit
none
Finish
~14:00
Temperature
7.9°C–17.3°C
Rainy days
~12
Daylight
10.8h
09:00
Florence public Oltrarno-and-Arno circuit feelflorence.it map ↗
Use lawful outer parking and public streets for a separate bounded Arno-and-Oltrarno circuit. Palace and garden entry, hill transport, events and guided products remain optional.
240 min · Florence · Public streets, squares, promenades and viewpoints; confirm current roads, ZTL rules, parking, weather and access before travel
13:00
Trattoria Mario search map ↗
Relish hearty lunch dishes alongside other hungry walk-ins.
60 min · Florence
open: Mon-Sat 12:00-15:30

Time to spare on this day

One stop and a free afternoon. We don't book activities, but these partners do.

Overnight here
e.g. Hostel Florence Experience · Arizona Hotel

Day 3 Lucca

1 curated stop
Transit
2h12
Finish
~16:15
Temperature
9.1°C–17.5°C
Rainy days
~13
Daylight
10.8h
11:15
Lucca public walls-and-centre circuit turismo.lucca.it map ↗
Park outside Lucca’s ZTL for a bounded public circuit along accessible wall sections and through the historic centre. Tower climbs, paid interiors, cycling hire, events and guided products remain optional.
240 min · Lucca · Public streets, squares, promenades and viewpoints; confirm current roads, ZTL rules, parking, weather and access before travel
15:15
Trattoria da Leo search
Savor Tuscan flavors with a pinch of Lucca's pine nuts.
60 min · Lucca
Overnight here
e.g. B&B Camera con Vista · B&B Lucca Fora

Day 4 Pisa

1 curated stop
Transit
1h06
Finish
~15:10
Temperature
12.6°C–21.0°C
Rainy days
~13
Daylight
10.8h
10:10
Pisa public centre-and-Arno circuit turismo.pisa.it map ↗
Use lawful parking outside restricted streets for a bounded public circuit linking Pisa’s centre, Arno and exterior landmark views. Tower and monument entry, events and guided products remain optional.
240 min · Pisa · Public streets, squares, promenades and viewpoints; confirm current roads, ZTL rules, parking, weather and access before travel
14:10
Enjoy generous portions in a casual, informal atmosphere.
60 min · Pisa · €10-20 (price listed 2018)
open: Mon-Sat 12:00-22:30, closed Sat at lunchtime
Overnight here
e.g. Bed and Breakfast ARISTON · Hotel Relais dell' Orologio

Day 5 San Gimignano

1 curated stop
Transit
2h28
Finish
~16:30
Temperature
9.3°C–19.9°C
Rainy days
~12
Daylight
10.8h
11:30
San Gimignano public walled-centre circuit comune.sangimignano.si.it map ↗
Use municipal parking outside the video-controlled ZTL and walk a bounded public circuit through the walled centre and exterior viewpoints. Tower climbs, paid interiors, tastings, events and guided products remain optional.
240 min · San Gimignano · Public streets, squares, promenades and viewpoints; confirm current roads, ZTL rules, parking, weather and access before travel
15:30
Trattoria Chiribiri search map ↗
Savor cheap, homemade pastas and sweet desserts.
60 min · San Gimignano · Cash only
open: Daily 11:00 to 23:00
Overnight here
e.g. Relais Santa Chiara Hotel · Villasanpaolo Spa Hotel San Gimignano

Day 6 Siena

1 curated stop
Transit
1h22
Finish
~15:55
Temperature
9.3°C–19.9°C
Rainy days
~12
Daylight
10.8h
10:25
Siena public historic-centre circuit visitsiena.it map ↗
Use official parking beside Siena’s ZTL for a bounded public circuit through Piazza del Campo and surrounding contrade streets. Tower and museum entry, Palio dates, events and guided products remain optional.
270 min · Siena · Public streets, squares, promenades and viewpoints; confirm current roads, ZTL rules, parking, weather and access before travel
14:55
Bar Pasticceria Nannini search map ↗
Indulge in sweet Tuscan pastries, with vegan options clearly displayed.
60 min · Siena
open: Mon-Fri 07:00-22:30, Sat Sun 07:00-23:30
Overnight here
e.g. Siena Colleverde · Agriturismo Monaciano

Day 7 Montepulciano → back to start

1 curated stop
Transit
4h40
Finish
~17:40
Temperature
9.7°C–20.0°C
Rainy days
~11
Daylight
10.8h
10:55
Montepulciano public ridge-town circuit comune.montepulciano.si.it map ↗
Park outside Montepulciano’s seasonal ZTL and walk a bounded public ridge-town circuit through public streets and viewpoints. Cellars, tastings, paid interiors, events and guided products remain optional.
240 min · Montepulciano · Public streets, squares, promenades and viewpoints; confirm current roads, ZTL rules, parking, weather and access before travel

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🔍 Check before you book

Every stop is a real, sourced place, but opening hours change, roads close and businesses move. Check anything you're paying for before you book.

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