13 days in Tuscany Itinerary

13 days in Tuscany Itinerary

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Route & dates

13 days in Tuscany Itinerary

Start: Birmingham
+2
Drive + Fly + Drive:  9​h 45​min
1
Pitigliano
— 1 night
Drive:  1​h 30​min
2
Montalcino
— 2 nights
Drive:  3​h
3
Portoferraio, Elba Island
— 1 night
ferry + Drive:  2​h 30​min
4
Lucca
— 2 nights
Drive:  1​h 45​min
5
San Gimignano
— 2 nights
Drive:  1​h 15​min
6
Florence
— 4 nights
+3
Fly + train + subway + train:  7​h
End: Birmingham

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 4th (Fri): don't miss a visit to Piazza del Castello di Montemerano, then witness a stunning natural landmark at Cascate del Mulino, then take in the spiritual surroundings of Antico Ghetto e Sinagoga Pitigliano, and finally get to know the fascinating history of Pitigliano Centro Storico.

For photos, reviews, maps, and tourist information, go to the Pitigliano trip tool .

Paderborn, Germany to Pitigliano is an approximately 9.5-hour combination of flight and car. You can also drive. Prepare for somewhat warmer weather when traveling from Paderborn in September: high temperatures in Pitigliano hover around 30°C and lows are around 17°C. Finish your sightseeing early on the 4th (Fri) to allow enough time to drive to Montalcino.

Things to do in Pitigliano

Historic Sites Parks Nature

Side Trips

Piazza del Castello di Montemerano, Cascate del Mulino
Find places to stay Sep 3 — 4:
Highlights from your plan
Cascate del Mulino ©
Cascate del Mulino
Pitigliano Centro Storico ©
Pitigliano Centro Storico
Piazza del Castello di Montemerano ©

2
nights
Montalcino

Montalcino ©
In the heart of wine country, the hill town of Montalcino offers a glimpse of untouched medieval-era Tuscany.
Start off your visit on the 5th (Sat): contemplate in the serene atmosphere at Abbazia di Monte Oliveto Maggiore, make a trip to Piazza Grande a Montepulciano, then learn about winemaking at Ciacci Piccolomini d'Aragona, and finally contemplate the long history of Abbazia di Sant'Antimo. Keep things going the next day: get into the urban bustle at San Quirico d'Orcia, then contemplate the long history of Terme Bagno Vignoni, then contemplate in the serene atmosphere at Tempio di San Biagio, and finally don't miss a visit to Piazza Pio II.

For where to stay, other places to visit, ratings, and more tourist information, refer to the Montalcino road trip app .

Traveling by car from Pitigliano to Montalcino takes 1.5 hours. Alternatively, you can take a bus. In September, daytime highs in Montalcino are 32°C, while nighttime lows are 19°C. Finish your sightseeing early on the 6th (Sun) so you can drive to Portoferraio.

Things to do in Montalcino

Historic Sites Wineries Shopping

Side Trips

Montepulciano, San Quirico d'Orcia, Terme Bagno Vignoni, Piazza Pio II, Abbazia di Monte Oliveto Maggiore
Find places to stay Sep 4 — 6:
Highlights from your plan
Abbazia di Monte Oliveto Maggiore ©
Abbazia di Monte Oliveto Maggiore
Abbazia di Sant'Antimo ©
Abbazia di Sant'Antimo
Ciacci Piccolomini d'Aragona ©
Ciacci Piccolomini d'Aragona

1
night
Portoferraio, Elba Island

Portoferraio ©
Portoferraio is a town and comune in the province of Livorno, on the edge of the eponymous harbour of the island of Elba. Start off your visit on the 7th (Mon): enjoy the sand and surf at Spiaggia di Cavoli, then kick back and relax at Spiaggia delle Ghiaie, then tour the pleasant surroundings at Spiaggia di Capo Bianco, and finally kick back and relax at Spiaggia Di Sansone.

To find where to stay, more things to do, reviews, and other tourist information, read our Portoferraio trip planner .

Drive from Montalcino to Portoferraio in 3 hours. While traveling from Montalcino, expect slightly colder days and about the same nights in Portoferraio, ranging from highs of 28°C to lows of 19°C. Finish your sightseeing early on the 7th (Mon) to allow enough time to travel to Lucca.

Things to do in Portoferraio

Parks Beaches Outdoors

Side Trip

Spiaggia di Cavoli
Find places to stay Sep 6 — 7:
Highlights from your plan
Spiaggia di Cavoli ©
Spiaggia di Cavoli
Spiaggia Di Sansone ©
Spiaggia Di Sansone

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 8th (Tue): steep yourself in history at St Martin Cathedral, take in panoramic vistas at Torre Guinigi, contemplate the long history of Camposanto, take in the spiritual surroundings of Duomo di Pisa, then contemplate the long history of Battistero, and finally take in panoramic vistas at Leaning Tower of Pisa. On your second day here, take in the spiritual surroundings of San Michele in Foro, explore the stunning scenery at Canyon Park, and then don't miss a visit to Montecatini Alto.

For photos, traveler tips, more things to do, and tourist information, go to the Lucca online journey planner .

Do a combination of ferry and car from Portoferraio to Lucca in 2.5 hours. Alternatively, you can do a combination of ferry and train; or do a combination of ferry and bus. In September, plan for daily highs up to 30°C, and evening lows to 17°C. Finish your sightseeing early on the 9th (Wed) to allow enough time to drive to San Gimignano.

Things to do in Lucca

Parks Tours Adventure

Side Trips

Pisa, Canyon Park, Montecatini Alto
Find places to stay Sep 7 — 9:
Highlights from your plan
Duomo di Pisa ©
Duomo di Pisa
Canyon Park ©
Canyon Park
Battistero ©
Battistero

2
nights
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.
Start off your visit on the 10th (Thu): don't miss a visit to Centro Storico di Siena, then take in the architecture and atmosphere at Duomo di Siena, then enjoy breathtaking views from Torre del Mangia, and finally browse the exhibits of Torre e Casa Campatelli. Here are some ideas for day two: don't miss a visit to Piazza del Campo, explore the historical opulence of Castello di Monteriggioni, then do a tasting at Guardastelle Vineyard, and finally contemplate the long history of Torre Grossa.

To find other places to visit, photos, ratings, and tourist information, use the San Gimignano trip itinerary builder .

You can drive from Lucca to San Gimignano in 2 hours. Other options are to take a train; or take a bus. In September, plan for daily highs up to 30°C, and evening lows to 17°C. Cap off your sightseeing on the 11th (Fri) early enough to go by car to Florence.

Things to do in San Gimignano

Historic Sites Wineries Museums

Side Trips

Siena, Castello di Monteriggioni
Find places to stay Sep 9 — 11:
Highlights from your plan
Castello di Monteriggioni ©
Castello di Monteriggioni
Guardastelle Vineyard ©
Guardastelle Vineyard
Duomo di Siena ©
Duomo di Siena

4
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Your cultural itinerary includes sights like Piazzale Michelangelo and Cathedral of Santa Maria del Fiore. You'll discover tucked-away gems like Centro Storico and The Baptistery of St. John. Change things up with a short trip to Abbazia di San Galgano in Chiusdino (about 1h 25 min away). There's much more to do: take some stellar pictures from Basilica San Miniato al Monte, examine the collection at Academy Of Florence Art Gallery, snap pictures at Ponte Vecchio, and explore the world behind art at Pitti Palace.

To find photos, more things to do, other places to visit, and more tourist information, you can read our Florence online holiday builder .

Traveling by car from San Gimignano to Florence takes 1.5 hours. Alternatively, you can take a bus; or take a train. In September, daytime highs in Florence are 30°C, while nighttime lows are 17°C. On the 15th (Tue), you'll have the morning to explore before heading back home.

Things to do in Florence

Historic Sites Museums

Side Trip

Abbazia di San Galgano
Find places to stay Sep 11 — 15:
Highlights from your plan
Piazzale Michelangelo ©
Piazzale Michelangelo
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Abbazia di San Galgano ©
Abbazia di San Galgano

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