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Tuscany Loop: 5-Day Plan You Can Actually Drive

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The 5-day version for October: every day fits real transit, opening hours and daylight. Prefer more or fewer days? 4-day plan · 5-day plan · 7-day plan · best time to go.

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5
days
421 km
distance
10.7 h
driving
32
curated stops

💡 Good to know for this plan

Day 1 Florence → Lucca

6 curated stops
Transit
1h51
Finish
~17:10
Temperature
9.1°C–17.5°C
Rainy days
~13
Daylight
10.8h
09:00
Galleria degli Uffizi uffizi.it read more map ↗
Lose yourself in Renaissance masterpieces within a grand Renaissance palazzo.
50 min · Florence · High season (21 Feb-9 Nov; 21 Dec-9 Jan): adult €29 (or €23 for early morning tickets: 08:15 and 08:30), conc €6, combi with Pitti & Boboli €38; low season: …
open: Tu-Su 08:15-18:50, M closed, last admission 18:00; you may not bring in water
10:00
Santa Maria del Fiore duomofirenze.it read more map ↗
Marvel at towering heights and stained glass in a cavernous, echoing space.
50 min · Florence
open: M-Sa 10:00-16:30, Su 13:30-16:45
11:05
Baptistery museumflorence.com read more
Admire gleaming bronze doors and vibrant mosaics under a grand dome.
50 min · Florence · By ticket
open: M-F 08:15-10:15 & 11:15-19:30, Sa 08:15-18:30, Su 08:15-13:30
13:20
Duomo di San Martino read more map ↗
Gaze upon the Volto Santo and Ilaria del Carretto's Sarcophagus.
50 min · Lucca · €3
14:20
Saint Michael's Church read more map ↗
Visit this Roman Catholic basilica built over an ancient Roman forum in Lucca.
50 min · Lucca
15:20
Saint Frediano's Church read more map ↗
Admire the Romanesque architecture of the Basilica of San Frediano in Lucca.
50 min · Lucca
16:10
Trattoria da Leo search
Savor Tuscan flavors with a pinch of Lucca's pine nuts.
60 min · Lucca
Overnight: Lucca
e.g. B&B Camera con Vista · B&B Lucca Fora
Find a stay → Tours & tickets for the evening →

Day 2 Around Lucca

6 curated stops
Transit
0h36
Finish
~16:35
Temperature
9.1°C–17.5°C
Rainy days
~13
Daylight
10.8h
09:00
Piazza dell'Anfiteatro read more map ↗
See medieval houses built on the site of a former Roman amphitheatre.
50 min · Lucca
10:00
Torre Guinigi read more map ↗
Look up at trees atop this dramatic tower with sweeping city views.
50 min · Lucca · As of July 2019 the normal entrance price is €5 and the reduced price is €4. It is also possible to buy one ticket for both Torre Guinigi, Torre delle Ore and … (price listed 2019)
11:00
Torre delle Ore read more map ↗
Hear the ancient clock chime and enjoy a stunning city panorama.
50 min · Lucca · As of July 2019 the normal entrance price is €5 and reduced price is €4. It is also possible to buy one ticket for both Torre Guinigi, Torre delle Ore and … (price listed 2019)
12:00
Palazzo Pfanner read more map ↗
Wander through preserved rooms and a tranquil garden of a noble home.
50 min · Lucca · €4
13:00
Palazzo Mansi read more map ↗
Explore tapestries and post-19th century art in a Baroque palace in central Lucca.
50 min · Lucca
14:05
Lucca Comics and Games luccacomicsandgames.com read more
Cosplayers fill the streets in vibrant costumes.
90 min · Lucca · €15-20 per day
15:35
Pizzeria La Bersagliera search
Taste spicy Calabrian pizzas served with distracted charm.
60 min · Lucca
Overnight here
e.g. B&B Camera con Vista · B&B Lucca Fora
Find a stay → Tours & tickets for the evening →

Day 3 Pisa → San Gimignano

4 curated stops
Transit
3h34
Finish
~17:05
Temperature
9.3°C–19.9°C
Rainy days
~12
Daylight
10.8h
09:35
Torre Pendente opapisa.it read more map ↗
Marvel at the world-famous leaning bell tower.
50 min · Pisa · €18
open: Daily 09:00-19:00
10:35
Duomo di Pisa opapisa.it read more map ↗
Admire intricate Romanesque design and vibrant mosaics in this grand cathedral.
50 min · Pisa · Free (but entry passes, up to 2 per person, must be obtained beforehand in a nearby ticket office)
open: Daily, 10:00-19:00
11:35
Camposanto Monumentale opapisa.it read more map ↗
Explore ancient sarcophagi and haunting medieval frescoes in this solemn space.
50 min · Pisa · Single ticket €5. A combined ticket with two museums is €7 and three museums is €8. It can be combined with the Baptistery and the Sinopie Museum. Free …
open: Daily, 9:00-19:00
12:25
Numeroundici numeroundici.it map ↗
Enjoy generous portions in a casual, informal atmosphere.
60 min · Pisa · €10-20 (price listed 2018)
open: M-Sa 12:00-22:30, closed Sa at lunchtime
16:15
Sant'Agostino read more map ↗
Discover vivid frescoes and warm friars' stories.
50 min · San Gimignano · Free, but €0.50 inserted into a coin box will light up a painting
open: English mass at Sunday at 11:00, open daily 07:00-12:00 & 15:00-19:00
Overnight: San Gimignano
e.g. Relais Santa Chiara Hotel · Villasanpaolo Spa Hotel San Gimignano
Find a stay → Tours & tickets for the evening →

Day 4 Siena

6 curated stops
Transit
1h25
Finish
~16:50
Temperature
9.3°C–19.9°C
Rainy days
~12
Daylight
10.8h
10:00
Palazzo Pubblico read more map ↗
Admire centuries-old frescoes depicting good and bad government.
50 min · Siena
open: 10:00-18:00
11:00
Museo dell'Opera del Duomo operaduomo.siena.it read more map ↗
Discover masterpieces and enjoy panoramic city views.
50 min · Siena · Admission: €7, or see information on Opa Si Pass above
open: M-Sa 09:00-19:30, Su 09:00-13:30
12:00
Duomo di Siena duomosiena.it read more map ↗
Gaze upon stunning black and white Romanesque cathedral artistry.
50 min · Siena · The ticket options are confusing. The Opa Si Pass (€1 Nov-24 Dec €8, 18 Aug-27 Oct €15, €13 at other times) is valid for 3 days, and allows admission to the …
open: The open hours of the Cathedral, Library, Museum, Panorama, Crypt and Baptistery are generally the same, except that you may not enter the museum less than 1 …
13:00
Santa Maria della Scala facebook.com read more map ↗
Immerse in medieval art within a historic hospital turned museum.
50 min · Siena · €9; reduced €8
open: M W 10:30-16:30; Th-Su 10:30-18:30
14:00
Basilica Cateriniana San Domenico basilicacateriniana.com read more map ↗
Feel the austere grandeur housing Saint Catherine's relics.
50 min · Siena · Free entry
open: From March to October: 07:00-18:30, from November to February: 09:00-18:00
15:00
Pinacoteca Nazionale di Siena pinacotecanazionale.siena.it read more map ↗
Stroll through a treasure trove of medieval Sienese paintings.
50 min · Siena · Regular admission: €4; reduction for students from the EU aged 18-25 and their docents: €2; free entry to children, and to everyone on the first Sunday of …
open: M 09:00 - 13:00, Tu-Sa 08:15 - 19:15, Su and holidays: 09:00 - 13:00
15:50
Bar Pasticceria Nannini search map ↗
Indulge in sweet Tuscan pastries, with vegan options clearly displayed.
60 min · Siena
open: M-F 07:00-22:30, Sa Su 07:00-23:30
Overnight here
e.g. Siena Colleverde · Agriturismo Monaciano
Find a stay → Tours & tickets for the evening →

Day 5 Montepulciano → back to start

5 curated stops
Transit
3h14
Finish
~17:45
Temperature
9.7°C–20.0°C
Rainy days
~11
Daylight
10.8h
10:15
San Biagio Church read more map ↗
Admire soaring Renaissance architecture and peaceful light.
50 min · Montepulciano
open: Daily 09:00-13:00, 15:00-19:00
11:15
Palazzo Comunale search map ↗
Climb the tower for sweeping town panoramic views.
50 min · Montepulciano
12:15
Cantina wine cellars search map ↗
Taste rich wines aged in massive oak barrels deep in the hills.
50 min · Montepulciano · Free
13:15
Piazza Grande search map ↗
Wander under grand arches in a lively historic square.
50 min · Montepulciano
14:15
Civic Museum search map ↗
Marvel at delicate ceramics and ancient Etruscan treasures.
50 min · Montepulciano · €4.10
open: Tu-Sa 10:00-13:00, 15:00-18:00; Su 10:00-18:00
15:05
Caffè Poliziano caffepoliziano.it map ↗
Relish gelato and Tuscan dishes while soaking in countryside vistas.
60 min · Montepulciano · €12 pasta dish, €15 meat dish
open: Daily 07:00-21:00

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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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