14 days in Tuscany Itinerary

14 days in Tuscany Itinerary

Created using Inspirock Italy trip planner

This plan was created by another user.  Make it your plan

Route & dates

14 days in Tuscany Itinerary

Start: Cape Town
Fly:  17​h 15​min
1
Florence
— 2 nights
bus:  1​h 15​min
2
Lucca
— 2 nights
Drive:  1​h 30​min
3
Volterra
— 1 day
Drive:  45​min
4
San Gimignano
— 1 night
Drive:  45​min
5
Monteriggioni
— 1 night
train:  15​min
6
Siena
— 1 night
Drive:  1​h
7
Montalcino
— 1 night
Drive:  1​h 30​min
8
Pitigliano
— 1 night
Drive:  15​min
9
Sovana
— Few hours
Drive:  1​h 30​min
10
Montepulciano
— 1 night
Drive:  45​min
11
Cortona
— Few hours
train:  30​min
12
Arezzo
— 1 night
Drive:  1​h 15​min
13
Greve in Chianti
— 1 night
bus:  45​min
14
Florence
— Few hours
Fly:  17​h 15​min
End: Cape Town


Learn more about your trip

2
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
On the 3rd (Sat), examine the collection at Academy Of Florence Art Gallery, then explore the world behind art at Pitti Palace, then explore the world behind art at Uffizi Galleries, and finally admire the landmark architecture of Loggia dei Lanzi.

To see ratings, other places to visit, photos, and more tourist information, go to the Florence trip planner .

Cape Town, South Africa to Florence is an approximately 17.5-hour flight. You can also do a combination of flight and train. The time zone difference moving from South Africa Standard Time to Central European Time is minus 1 hour. When traveling from Cape Town in August, plan for warmer days in Florence, with highs around 35°C, while nights are somewhat warmer with lows around 20°C. Wrap up your sightseeing on the 4th (Sun) to allow time to take a bus to Lucca.

Things to do in Florence

Museums Historic Sites
Find places to stay Aug 2 — 4:
Highlights from your plan
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Pitti Palace ©
Pitti Palace

2
nights
Lucca

Lucca ©
Lucca, famous for its intact Renaissance-era city walls, remained an independent city-state until the end of the 18th century.
Kick off your visit on the 4th (Sun): make a trip to Torre delle Ore, admire the landmark architecture of St Martin Cathedral, don't miss a visit to Via Fillungo, then contemplate in the serene atmosphere at Basilica of San Frediano, then look for gifts at Zazzi, and finally don't miss a visit to Piazza Anfiteatro. On the next day, pause for some serene contemplation at Santuario di Montenero, make a trip to Basilica romanica di San Piero a Grado, then take in the spiritual surroundings of Chiesa di Santa Maria della Spina, then admire the striking features of Acquedotto del Nottolini, and finally contemplate in the serene atmosphere at San Michele in Foro.

To see traveler tips, ratings, maps, and more tourist information, you can read our Lucca trip planner .

Take a bus from Florence to Lucca in 1.5 hours. Alternatively, you can take a train; or drive. In August, daytime highs in Lucca are 35°C, while nighttime lows are 20°C. Wrap up your sightseeing on the 6th (Tue) to allow time to drive to Volterra.

Things to do in Lucca

Historic Sites Shopping

Side Trips

Pisa, Villa Torrigiani, Santuario di Montenero
Find places to stay Aug 4 — 6:
Highlights from your plan
St Martin Cathedral ©
St Martin Cathedral
Basilica of San Frediano ©
Basilica of San Frediano
Chiesa di Santa Maria della Spina ©

1
day
Volterra

Volterra ©
Volterra is a walled mountaintop town in the Tuscany region of Italy of which its history dates to before the 7th century BC and has substantial structures from the Etruscan, Roman, and Medieval periods.HistoryVolterra, known to the ancient Etruscans as Velathri or Vlathri and to the Romans as Volaterrae, is a town and comune in the Tuscany region of Italy. On the 6th (Tue), contemplate the long history of Cathedral of Santa Maria Assunta, delve into the distant past at Roman Theatre, pause for some serene contemplation at Chiesa di San Lino, then get a taste of the local shopping with Societa Cooperativa Artieri Alabastro, then step into the grandiose world of Palazzo dei Priori, and finally examine the collection at Museo Etrusco Guarnacci.

For other places to visit, maps, photos, and other tourist information, read our Volterra route planner.

You can drive from Lucca to Volterra in 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. In August in Volterra, expect temperatures between 35°C during the day and 20°C at night. Wrap up your sightseeing on the 6th (Tue) early enough to drive to San Gimignano.

Things to do in Volterra

Historic Sites Museums Shopping
Find places to stay Aug 6 — 7:
Highlights from your plan
Palazzo dei Priori ©
Palazzo dei Priori
Roman Theatre ©
Roman Theatre
Cathedral of Santa Maria Assunta ©
Cathedral of Santa Maria Assunta

1
night
San Gimignano

San Gimignano ©
A historical gem in the heart of Tuscany, San Gimignano is known as the Town of Fine Towers for its jutting skyline of high city walls.
On the 7th (Wed), experience rural life at Corbucci, examine the collection at Palazzo Pretorio, appreciate the extensive heritage of San Gimignano 1300, then view the masterpieces at Galleria Gagliardi, and finally take in the exciting artwork at La Bottega del Sale di Duccio Nacci photographer.

For photos, traveler tips, reviews, and more tourist information, read our San Gimignano trip itinerary maker tool .

You can drive from Volterra to San Gimignano in an hour. Alternatively, you can take a bus. In August, daytime highs in San Gimignano are 35°C, while nighttime lows are 20°C. Wrap up your sightseeing on the 7th (Wed) early enough to drive to Monteriggioni.

Things to do in San Gimignano

Museums Wineries Shopping

Side Trips

Corbucci, Palazzo Pretorio - Comune di Certaldo
Find places to stay Aug 6 — 7:
Highlights from your plan
San Gimignano 1300 ©
San Gimignano 1300
Corbucci ©
Corbucci
Palazzo Pretorio - Comune di Certaldo ©

1
night
Monteriggioni

Monteriggioni ©
Monteriggioni is a comune in the province of Siena in the Italian region Tuscany. On the 8th (Thu), take in the spiritual surroundings of Eremo Di S.Leonardo Al Lago, then get to know the fascinating history of Abbadia Isola, and then examine the collection at Monteriggioni prima del Castello.

For traveler tips, photos, ratings, and other tourist information, use the Monteriggioni online vacation maker .

You can drive from San Gimignano to Monteriggioni in an hour. Alternatively, you can take a bus; or do a combination of bus and train. In August, plan for daily highs up to 37°C, and evening lows to 22°C. Finish your sightseeing early on the 8th (Thu) so you can take a train to Siena.

Things to do in Monteriggioni

Museums Historic Sites
Find places to stay Aug 7 — 8:
Highlights from your plan
Monteriggioni prima del Castello ©
Eremo Di S.Leonardo Al Lago ©
Eremo Di S.Leonardo Al Lago
Abbadia Isola ©
Abbadia Isola

1
night
Siena

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
On the 8th (Thu), contemplate in the serene atmosphere at Sinagoga di Siena and then pause for some serene contemplation at Basilica di San Clemente in Santa Maria dei Servi.

For where to stay, ratings, maps, and tourist information, use the Siena day trip planner.

Siena is very close to Monteriggioni. In August, plan for daily highs up to 37°C, and evening lows to 22°C. Cap off your sightseeing on the 9th (Fri) early enough to go by car to Montalcino.

Things to do in Siena

Historic Sites Museums

Side Trips

Abazzia di Torri, Parco Sculture Del Chianti
Find places to stay Aug 8 — 9:
Highlights from your plan
Abazzia di Torri ©
Abazzia di Torri
Duomo di Siena ©
Duomo di Siena
Parco Sculture Del Chianti ©
Parco Sculture Del Chianti

1
night
Montalcino

Montalcino ©
In the heart of wine country, the hill town of Montalcino offers a glimpse of untouched medieval-era Tuscany.
Kick off your visit on the 10th (Sat): steep yourself in history at San Quirico d'Orcia, learn about winemaking at Azienda Agricola Patrizia Cencioni Solaria, and then pause for some serene contemplation at Abbazia di Sant'Antimo.

To see ratings, other places to visit, reviews, and more tourist information, use the Montalcino planning site .

Drive from Siena to Montalcino in an hour. Alternatively, you can do a combination of train and bus; or take a bus. Expect a daytime high around 37°C in August, and nighttime lows around 22°C. Wrap up your sightseeing by early afternoon on the 10th (Sat) to allow enough time to drive to Pitigliano.

Things to do in Montalcino

Historic Sites Shopping Wineries

Side Trip

San Quirico d'Orcia
Find places to stay Aug 9 — 10:
Highlights from your plan
San Quirico d'Orcia ©
San Quirico d'Orcia
Abbazia di Sant'Antimo ©
Abbazia di Sant'Antimo

1
night
Pitigliano

Pitigliano ©
Pitigliano is a town in the province of Grosseto, located about 80km south-east of the city of Grosseto, in Italy. Start off your visit on the 10th (Sat): examine the collection at Museo Civico Archeologico della Civilta Etrusca and then take in the spiritual surroundings of Antico Ghetto e Sinagoga Pitigliano.

You can plan Pitigliano trip in no time by asking Inspirock to help create your itinerary.

You can drive from Montalcino to Pitigliano in 1.5 hours. Another option is to take a bus. In August in Pitigliano, expect temperatures between 36°C during the day and 21°C at night. Wrap up your sightseeing on the 11th (Sun) to allow time to travel to Sovana.

Things to do in Pitigliano

Museums Historic Sites
Find places to stay Aug 10 — 11:
Highlights from your plan

few
hours
Sovana

Sovana
Sovana is a small town in southern Tuscany, Italy, a frazione of Sorano, a comune in the province of Grosseto.HistoryEtruscan by origin, Sovana became a Roman municipium, and, from the 5th century, an episcopal see. On the 11th (Sun), contemplate the long history of Grab des Ildebrando, take in the architecture and atmosphere at Cattedrale di San Pietro, then appreciate the extensive heritage of Centro storico, and finally explore the historical opulence of Piazza del Castello di Montemerano.

For ratings, photos, maps, and more tourist information, refer to the Sovana trip itinerary planning website .

Sovana is just a short distance from Pitigliano. In August, plan for daily highs up to 36°C, and evening lows to 21°C. Finish your sightseeing early on the 11th (Sun) so you can drive to Montepulciano.

Things to do in Sovana

Historic Sites

Side Trip

Piazza del Castello di Montemerano
Find places to stay Aug 11 — 12:

1
night
Montepulciano

Montepulciano
Perched on a limestone ridge in the heart of Tuscany, Montepulciano is known worldwide for its production of red wine, the Vino Noble.
Start off your visit on the 11th (Sun): do a tasting at Icario Winery.

To see other places to visit, ratings, traveler tips, and more tourist information, read Montepulciano trip planning tool .

Drive from Sovana to Montepulciano in 1.5 hours. In August, daytime highs in Montepulciano are 37°C, while nighttime lows are 22°C. You will have some time to spend on the 12th (Mon) before leaving for Cortona.

Things to do in Montepulciano

Museums Shopping Wineries

Side Trip

Art Studio di Adelina Quadri
Find places to stay Aug 11 — 12:

few
hours
Cortona

Cortona ©
The hilltop town of Cortona gained international attention as the subject of the 2003 film "Under the Tuscan Sun." With the Chiana Valley and Lake Trasimeno as its backdrop, Cortona is one of Tuscany's hotspots for art and culture.
Kick off your visit on the 12th (Mon): get engrossed in the history at Museo Civico Archeologico, contemplate the long history of Eremo Le Celle, and then steep yourself in history at Abbazia Farneta.

Plan my Cortona trip by asking Inpirock to come up with tips and suggestions.

Traveling by car from Montepulciano to Cortona takes an hour. Alternatively, you can take a bus; or do a combination of bus and train. Finish your sightseeing early on the 12th (Mon) so you can take a train to Arezzo.

Things to do in Cortona

Museums Historic Sites

Side Trip

Museo Civico Archeologico
Find places to stay Aug 12 — 13:
Highlights from your plan
Eremo Le Celle ©
Eremo Le Celle
Abbazia Farneta ©
Abbazia Farneta

1
night
Arezzo

Arezzo ©
Arezzo is a city of art with colorful frescoes and abundance of goldsmiths and antique jewelers.
Start off your visit on the 13th (Tue): take in the spiritual surroundings of Basilica di San Francesco and then examine the collection at Ivan Bruschi House & Museum.

To find photos, reviews, traveler tips, and tourist information, read our Arezzo online day trip planner .

Arezzo is just a short distance from Cortona. Finish your sightseeing early on the 13th (Tue) to allow enough time to drive to Greve in Chianti.

Things to do in Arezzo

Museums Historic Sites
Find places to stay Aug 12 — 13:
Highlights from your plan
Ivan Bruschi House & Museum ©
Ivan Bruschi House & Museum
San Francesco, Arezzo ©
San Francesco, Arezzo

1
night
Greve in Chianti

Greve in Chianti ©
Start off your visit on the 13th (Tue): do a tasting at Tenuta Riseccoli.

To find other places to visit, more things to do, reviews, and other tourist information, you can read our Greve in Chianti sightseeing site .

You can drive from Arezzo to Greve in Chianti in 1.5 hours. Other options are to do a combination of train and bus; or take a bus. In August in Greve in Chianti, expect temperatures between 35°C during the day and 20°C at night. Wrap up your sightseeing by early afternoon on the 14th (Wed) to allow time for the bus ride to Florence.

Things to do in Greve in Chianti

Historic Sites Wineries
Find places to stay Aug 13 — 14:
Highlights from your plan
Castello di Montefioralle ©
Castello di Montefioralle
Tenuta Riseccoli ©
Tenuta Riseccoli
Pieve di San Leolino ©
Pieve di San Leolino

few
hours
Florence

Florence ©
Kick off your visit on the 14th (Wed): appreciate the extensive heritage of Piazza del Duomo and then take in the spiritual surroundings of Cathedral of Santa Maria del Fiore.

To find maps, traveler tips, ratings, and tourist information, read our Florence trip planner .

Traveling by bus from Greve in Chianti to Florence takes an hour. Alternatively, you can drive. Finish up your sightseeing early on the 14th (Wed) so you can travel back home.

Things to do in Florence

Historic Sites
Find places to stay Aug 14 — 15:
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Piazza del Duomo ©
Piazza del Duomo

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