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

Start: Cape Town
+2
Fly + Shuttle + Train:  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
+2
Train + Shuttle + 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.
Start off your visit on the 3rd (Sat): admire the masterpieces at Florence Academy of Fine Arts, see the interesting displays at Pitti Palace, then admire the masterpieces at Gallerie Degli Uffizi, and finally appreciate the history behind Loggia dei Lanzi.

For photos, ratings, where to stay, and more tourist information, use the Florence trip itinerary maker.

Cape Town, South Africa to Florence is an approximately 18- hour combination of flight and train. You can also fly; or do a combination of flight and bus. The time zone difference moving from South Africa Standard Time to Central European Standard Time is minus 1 hour. When traveling from Cape Town in August, plan for much hotter days in Florence, with highs around 35°C, while nights are a bit warmer with lows around 20°C. Finish your sightseeing early on the 4th (Sun) so you can take a bus to Lucca.

Things to do in Florence

Museums Historic Sites
Find places to stay Aug 2 — 4:
Highlights from your plan
Florence Academy of Fine Arts ©
Florence Academy of Fine Arts
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.
On the 4th (Sun), make a trip to Torre delle Ore, admire the striking features of St Martin Cathedral, make a trip to Via Fillungo, then contemplate in the serene atmosphere at Basilica of San Frediano, then look for gifts at Zazzi Dallamano, and finally don't miss a visit to Piazza Anfiteatro. Get ready for a full day of sightseeing on the next day: pause for some serene contemplation at Santuario di Montenero, don't miss a visit to Basilica romanica di San Piero a Grado, steep yourself in history at Chiesa di Santa Maria della Spina, then admire the striking features of Acquedotto del Nottolini, and finally take in the spiritual surroundings of San Michele in Foro.

For maps, more things to do, other places to visit, and more tourist information, use the Lucca trip itinerary planner.

You can take a bus from Florence to Lucca in 1.5 hours. Alternatively, you can drive; or take a train. In August, daily temperatures in Lucca can reach 35°C, while at night they dip to 20°C. Finish your sightseeing early on the 6th (Tue) so you can 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 ©
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. Kick off your visit on the 6th (Tue): contemplate in the serene atmosphere at Cathedral of Santa Maria Assunta, contemplate the long history of Roman Theatre, contemplate in the serene atmosphere at Chiesa di San Lino, then shop like a local with Societa Cooperativa Artieri Alabastro, then explore the historical opulence of Palazzo dei Priori, and finally examine the collection at Museo Etrusco Guarnacci.

To see maps, more things to do, ratings, and other tourist information, use the Volterra trip planner.

You can drive from Lucca to Volterra in 2 hours. Alternatively, you can take a bus; or do a combination of train and bus. In August, plan for daily highs up to 35°C, and evening lows to 20°C. Wrap up your sightseeing on the 6th (Tue) to allow time 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), do a tasting at Corbucci, see the interesting displays at Palazzo Pretorio - Comune di Certaldo, take an in-depth tour of San Gimignano 1300, then get a taste of the local shopping with Galleria Gagliardi, and finally view the masterpieces at La Bottega del Sale di Duccio Nacci photographer.

Planning San Gimignano trip won't be overwheling when you use's Insprock itinerary maker.

You can drive from Volterra to San Gimignano in an hour. Alternatively, you can take a bus. In August, daily temperatures in San Gimignano can reach 35°C, while at night they dip to 20°C. Finish your sightseeing early on the 7th (Wed) so you can 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
Galleria Gagliardi ©
Galleria Gagliardi

1
night
Monteriggioni

Monteriggioni ©
Kick off your visit on the 8th (Thu): contemplate the long history of Eremo Di S.Leonardo Al Lago and then get to know the fascinating history of Abbadia Isola.

For reviews, more things to do, photos, and other tourist information, read Monteriggioni attractions planner.

Traveling by car from San Gimignano to Monteriggioni takes 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. On the 8th (Thu), wrap the sightseeing up by early afternoon so you can take a train to Siena.

Things to do in Monteriggioni

Historic Sites
Find places to stay Aug 7 — 8:
Highlights from your plan
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.
Start off your visit on the 8th (Thu): take in the spiritual surroundings of Sinagoga di Siena and then take in the architecture and atmosphere at Basilica di San Clemente in Santa Maria dei Servi.

To find maps, ratings, where to stay, and other tourist information, go to the Siena travel planner.

Siena is just a stone's throw from Monteriggioni. In August, plan for daily highs up to 37°C, and evening lows to 22°C. Finish your sightseeing early on the 9th (Fri) so you can drive 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): appreciate the extensive heritage of San Quirico d'Orcia, learn about winemaking at Winery Solaria Patrizia Cencioni, and then take in the architecture and atmosphere at Abbazia di Sant'Antimo.

To see photos, other places to visit, ratings, and other tourist information, go to the Montalcino online attractions planner.

Traveling by car from Siena to Montalcino takes an hour. Alternatively, you can do a combination of train and bus; or take a bus. In August, daily temperatures in Montalcino can reach 37°C, while at night they dip to 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
Winery Solaria Patrizia Cencioni ©
Winery Solaria Patrizia Cencioni

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. Kick off your visit on the 10th (Sat): examine the collection at Museo Civico Archeologico della Civilta Etrusca and then contemplate in the serene atmosphere at Antico Ghetto e Sinagoga Pitigliano.

To see reviews, maps, traveler tips, and other tourist information, go to the Pitigliano itinerary planner.

You can drive from Montalcino to Pitigliano in 1.5 hours. Alternatively, you can take a bus. August in Pitigliano sees daily highs of 36°C and lows of 21°C at night. Wrap up your sightseeing on the 11th (Sun) early enough to travel to Sovana.

Things to do in Pitigliano

Museums Historic Sites
Find places to stay Aug 10 — 11:
Highlights from your plan
Antico Ghetto e Sinagoga Pitigliano
Antico Ghetto e Sinagoga Pitigliano
Museo Civico Archeologico della Civilta Etrusca ©

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. Kick off your visit on the 11th (Sun): take in the architecture and atmosphere at Cattedrale di San Pietro, get to know the fascinating history of Centro storico, and then make a trip to Piazza del Castello di Montemerano.

To find photos, ratings, where to stay, and tourist information, refer to the Sovana trip planning app.

Sovana is very close to Pitigliano. Expect a daytime high around 36°C in August, and nighttime lows around 21°C. Finish your sightseeing early on the 11th (Sun) to allow enough time to drive to Montepulciano.

Things to do in Sovana

Historic Sites

Side Trip

Piazza del Castello di Montemerano
Find places to stay Aug 11 — 12:
Highlights from your plan
Piazza del Castello di Montemerano ©
Piazza del Castello di Montemerano

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.
Kick off your visit on the 11th (Sun): learn about winemaking at Icario Winery.

To see traveler tips, where to stay, reviews, and tourist information, you can read our Montepulciano trip maker.

Traveling by car from Sovana to Montepulciano takes 1.5 hours. Expect a daytime high around 37°C in August, and nighttime lows around 22°C. You'll have a few hours on the 12th (Mon) to wrap things up before traveling to Cortona.

Things to do in Montepulciano

Museums Wineries Shopping

Side Trip

Art Studio di Adelina Quadri
Find places to stay Aug 11 — 12:
Highlights from your plan
Icario Winery ©
Icario Winery

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.
Start off your visit on the 12th (Mon): get engrossed in the history at Museo Civico Archeologico, then contemplate in the serene atmosphere at Eremo Le Celle, and then contemplate the long history of Abbazia Farneta.

To see other places to visit, maps, and tourist information, read our Cortona road trip tool.

Traveling by car from Montepulciano to Cortona takes an hour. Alternatively, you can take a bus; or do a combination of bus and train. Wrap up your sightseeing on the 12th (Mon) early enough to 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.
On the 13th (Tue), pause for some serene contemplation at San Francesco, Arezzo and then see the interesting displays at Ivan Bruschi House & Museum.

For maps, ratings, and other tourist information, you can read our Arezzo trip planner.

Arezzo is just a stone's throw from Cortona. Wrap up your sightseeing on the 13th (Tue) early enough 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
Kick off your visit on the 13th (Tue): learn about winemaking at Tenuta Riseccoli.

To find more things to do, photos, maps, and other tourist information, you can read our Greve in Chianti trip planner.

Traveling by car from Arezzo to Greve in Chianti takes 1.5 hours. Alternatively, you can do a combination of train and bus; or take a bus. In August, plan for daily highs up to 35°C, and evening lows to 20°C. On the 14th (Wed), wrap the sightseeing up by early afternoon so you can take a bus 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 ©
Start off your visit on the 14th (Wed): appreciate the extensive heritage of Piazza del Duomo and then contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore.

To see ratings, more things to do, traveler tips, and more tourist information, read Florence route planning site.

Getting from Greve in Chianti to Florence by bus takes about an hour. Other options: drive. Wrap up your sightseeing on the 14th (Wed) early enough to 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 ©
Cathedral of Santa Maria del Fiore
Piazza del Duomo ©
Piazza del Duomo

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