📍 Italy

FLORENCE CIRCUIT: ART, NATURE, AND TUSCAN VILLAGES

Medieval towers overlooking hills, Renaissance frescoes bathed in amber light, Tuscan wheat rolling golden. Art and nature intertwined.

≈ 18
Days
722
Km
17
Stops
📖 10 min read 🔄 Last updated: 2026-01-17

Enter Florence through its marble cathedral, then gain height at Fiesole facing the city. Discover Prato and its Renaissance heritage, follow Leonardo's footsteps in Vinci, stroll along Lucca's ramparts, observe Pisa's balance and reach the suspended villages of Cinque Terre before San Gimignano. Tuscany reveals itself in successive layers.

Your day-by-day itinerary

1
Day

Fiesole

hilltop art Renaissance gem

Fiesole - Photo 1Fiesole - Photo 2Fiesole - Photo 3Fiesole - Photo 4Fiesole - Photo 5Fiesole - Photo 6
6 photos
Day 1
🔍

Discover

1
Ancient Roman theater (1st century BC)
2
Archaeological museum with Etruscan and Roman collections
3
Cathedral of Fiesole (Romanesque style, 11th century)
🎯

Activities

→
Villa Medici and panorama over Florence
→
Villa I Tatti - Renaissance Studies Center
→
Bandini Museum (medieval art)
+1 Optional activities
🚗
Next stop
Distance: 22 km
Travel time: 27min
2
Day

Prato

Renaissance heritage textile tradition

Prato - Photo 1Prato - Photo 2Prato - Photo 3Prato - Photo 4
4 photos
Day 2
🔍

Discover

1
Cathedral with frescoes by Filippo Lippi
2
Castle of the Emperor (12th century)
3
Palazzo Pretorio Museum
4
Santo Stefano Cathedral
🎯

Activities

→
Luigi Pecci Contemporary Art Center
→
Roman archaeological remains
→
Cascine di Tavola Park
🚗
Next stop
Distance: 20 km
Travel time: 24min
3
Day

Pistoia

Renaissance core artisan city

Pistoia - Photo 1Pistoia - Photo 2Pistoia - Photo 3Pistoia - Photo 4
4 photos
Day 3
🔍

Discover

1
Piazza del Duomo and San Zeno cathedral (12th century)
2
Sant'Andrea Church (marble facade)
3
Bishops' Palace - Diocesan Museum
4
del Ceppo Hospital (Della Robbia majolicas)
🎯

Activities

→
Piazza della Sala and local market
→
Historic botanical garden
→
Civic Museum
🚗
Next stop
Distance: 22 km
Travel time: 26min
4
Day

Vinci

genius birthplace Leonardo legacy

Vinci - Photo 1Vinci - Photo 2Vinci - Photo 3Vinci - Photo 4Vinci - Photo 5Vinci - Photo 6
6 photos
Day 4
🔍

Discover

1
Leonardo da Vinci's birthplace
2
Leonardiano Museum (machine reproductions)
🎯

Activities

→
Medieval historic center
→
Ancient walls
🚗
Next stop
Distance: 46 km
Travel time: 55min
5
Day

Lucca

walled city history heart

Lucca - Photo 1Lucca - Photo 2Lucca - Photo 3Lucca - Photo 4Lucca - Photo 5Lucca - Photo 6
6 photos
Day 5
🔍

Discover

1
Medieval ramparts (walking or cycling tour)
2
San Martino Cathedral (Romanesque)
3
Piazza dell'Anfiteatro (on Roman ruins)
4
Guinigi Tower (trees at the top)
🎯

Activities

→
San Michele in Foro Church
→
Piazza Napoleone
→
Palazzo Pfanner and baroque gardens
🚗
Next stop
Distance: 20 km
Travel time: 24min
6
Day

Pisa

leaning tower maritime glory

Pisa - Photo 1Pisa - Photo 2Pisa - Photo 3Pisa - Photo 4Pisa - Photo 5Pisa - Photo 6Pisa - Photo 7Pisa - Photo 8Pisa - Photo 9Pisa - Photo 10
10 photos
Day 6
🔍

Discover

1
Leaning Tower of Pisa
2
Piazza dei Miracoli (Cathedral, Baptistery, Camposanto)
3
Cathedral of Pisa (Romanesque art)
4
Baptistery of San Giovanni
🎯

Activities

→
Camposanto Monumentale (medieval frescoes)
→
Piazza dei Cavalieri
→
Museum of Sinopie
🚗
Next stop
Distance: 100 km
Travel time: 2h
7
Day

Cinque Terre

cliffside villages coastal magic

Cinque Terre - Photo 1Cinque Terre - Photo 2Cinque Terre - Photo 3Cinque Terre - Photo 4Cinque Terre - Photo 5Cinque Terre - Photo 6
6 photos
Day 7
🔍

Discover

1
Riomaggiore (colorful village)
2
Manarola (cliff panoramas)
3
Corniglia (perched village at 300m)
4
Vernazza (medieval port)
+1 Places visited
🎯

Activities

→
Coastal hiking trails
→
Via dell'Amore (pedestrian path)
🚗
Next stop
Distance: 176 km
Travel time: 3h31
8
Day

San Gimignano

towers medieval crown skyline

San Gimignano - Photo 1San Gimignano - Photo 2San Gimignano - Photo 3San Gimignano - Photo 4San Gimignano - Photo 5San Gimignano - Photo 6San Gimignano - Photo 7San Gimignano - Photo 8San Gimignano - Photo 9San Gimignano - Photo 10
10 photos
Day 8
🔍

Discover

1
14 historic medieval towers
2
Piazza del Duomo and cathedral
3
Civic museum at Palazzo Comunale
4
Sant'Agostino Church (13th century)
🎯

Activities

→
Walk through the historic center
→
Panoramas over the Tuscan hills
🚗
Next stop
Distance: 12 km
Travel time: 14min
9
Day

Certaldo

brick village literary heritage

Certaldo - Photo 1Certaldo - Photo 2Certaldo - Photo 3Certaldo - Photo 4
4 photos
Day 9
🔍

Discover

1
Certaldo Alta (fortified medieval city)
2
Via Boccaccio and the writer's house
3
Palazzo Pretorio
🎯

Activities

→
Ramparts and panoramas over the valley
→
Paved medieval alleys
🚗
Next stop
Distance: 15 km
Travel time: 18min
10
Day

Barberino Val Elsa

valley gateway tuscan route

Barberino Val Elsa - Photo 1Barberino Val Elsa - Photo 2Barberino Val Elsa - Photo 3Barberino Val Elsa - Photo 4Barberino Val Elsa - Photo 5Barberino Val Elsa - Photo 6
6 photos
Day 10
🔍

Discover

1
Medieval center with access gates
2
Pieve di Sant'Appiano (Romanesque church)
3
Sant'Appiano Antiquarium (archaeological museum)
🎯

Activities

→
Dome inspired by Brunelleschi
🚗
Next stop
Distance: 9 km
Travel time: 11min
11
Day

Chianti

wine region vineyard soul

Chianti - Photo 1Chianti - Photo 2Chianti - Photo 3Chianti - Photo 4Chianti - Photo 5Chianti - Photo 6Chianti - Photo 7Chianti - Photo 8
8 photos
Day 11
🔍

Discover

1
Vineyards of the Chianti region
2
Typical wine villages
🎯

Activities

→
Panoramic hill route
→
Landscapes of vineyards and olive trees
🚗
Next stop
Distance: 25 km
Travel time: 30min
12
Day

Monteriggioni

circle walls fortress village

Monteriggioni - Photo 1Monteriggioni - Photo 2Monteriggioni - Photo 3Monteriggioni - Photo 4Monteriggioni - Photo 5Monteriggioni - Photo 6
6 photos
Day 12
🔍

Discover

1
Circular fortified walls (15 towers)
2
Santa Maria Assunta Church (13th century)
3
Santa Maria a Castello Church
🎯

Activities

→
Walkway on the ramparts
→
Porta Franca and Porta Fiorentina
🚗
Next stop
Distance: 63 km
Travel time: 1h15
13
Day

Siena

marble shell brick beauty

Siena - Photo 1Siena - Photo 2Siena - Photo 3Siena - Photo 4Siena - Photo 5Siena - Photo 6
6 photos
Day 13
🔍

Discover

1
Piazza del Campo
2
Siena Cathedral (Gothic facade, mosaic pavements)
3
Torre del Mangia (panorama)
4
Opera Museum (Duccio's Maestà)
🎯

Activities

→
Narrow streets and Gothic architecture
→
Cypresses of San Quirico (I Triboli)
🚗
Next stop
Distance: 15 km
Travel time: 18min
14
Day

San Quirico Orcia

cypress avenue romantic passage

San Quirico Orcia - Photo 1San Quirico Orcia - Photo 2San Quirico Orcia - Photo 3San Quirico Orcia - Photo 4San Quirico Orcia - Photo 5San Quirico Orcia - Photo 6
6 photos
Day 14
🔍

Discover

1
Collegiate Church of Saints Quirico and Giulitta (Romanesque/Baroque)
2
Historic stone center
🎯

Activities

→
Panoramic views of Val d'Orcia
→
National Archaeological Museum
🚗
Next stop
Distance: 65 km
Travel time: 1h18
15
Day

Arezzo

hill city Etruscan foundation

Arezzo - Photo 1Arezzo - Photo 2Arezzo - Photo 3Arezzo - Photo 4Arezzo - Photo 5Arezzo - Photo 6
6 photos
Day 15
🔍

Discover

1
Basilica of San Francesco (frescoes by Piero della Francesca)
2
Piazza Grande and Torre del Comune
3
Cathedral of Arezzo
4
Petrarch's House (museum)
🎯

Activities

→
Medici Fortress (panorama)
→
San Domenico Church (Cimabue, Vasari)
→
Vasari House
+1 Optional activities
🚗
Next stop
Distance: 22 km
Travel time: 26min
16
Day

Anghiari

hilltop village artist refuge

Anghiari - Photo 1Anghiari - Photo 2Anghiari - Photo 3Anghiari - Photo 4Anghiari - Photo 5Anghiari - Photo 6
6 photos
Day 16
🔍

Discover

1
Medieval Castle
2
Piazza del Popolo
3
San Michele Arcangelo Church (Romanesque)
4
Museum of the Battle of Anghiari (1440)
🎯

Activities

→
Borough labeled Orange Flag
→
Return to Florence
🚗
Next stop
Distance: 90 km
Travel time: 1h48
17
Day

Firenze

cathedral city marble splendor

Firenze - Photo 1Firenze - Photo 2Firenze - Photo 3Firenze - Photo 4Firenze - Photo 5Firenze - Photo 6Firenze - Photo 7Firenze - Photo 8Firenze - Photo 9Firenze - Photo 10
10 photos
Day 17
🔍

Discover

1
The Mall Firenze (luxury outlet in Leccio)
🎯

Activities

→
Return to Florence

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🛡️ Travel advice - Italy

Check official recommendations

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❓ Frequently asked questions

What weather should you expect?

Spring (April-June): Perfect weather, blooming landscapes, comfortable temperatures, fewer crowds, excellent value, Easter celebrations, ideal touring conditions.

Summer (July-August): Warmest weather, peak tourist season, highest prices, crowded attractions, vibrant atmosphere, beach season, festival time.

Fall (September-October): Excellent weather, harvest season, wine tourism, comfortable temperatures, fewer crowds, beautiful colors, culinary focus.

Winter (November-March): Mild southern weather, Christmas markets, lowest prices, minimal crowds, cultural focus, cozy atmosphere, indoor attractions.

How many days should I plan?

We believe you will enjoy this itinerary best by dedicating between 14 and 22 days. The next step will allow you to adjust the duration of your stay.

What to discover in Italy?

Cultural masterpiece with incredible art, cuisine, and historical heritage from Rome to Venice. Experience Renaissance treasures, regional diversity, and authentic Italian lifestyle. The country offers cultural immersion with culinary excellence and artistic heritage. Italy provides complete cultural experiences with historical significance and natural beauty.