9 days in Tuscany Itinerary

9 days in Tuscany Itinerary

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Route & dates

9 days in Tuscany Itinerary

Start: Newark
Fly + Drive:  15 h 30 min
1
Siena
— 2 nights
Drive:  2 h
2
Pitigliano
— 1 night
Drive + Ferry:  3 h 15 min
3
Portoferraio, Elba Island
— 1 night
Ferry + Drive:  3 h
4
Florence
— 3 nights
Fly:  12 h 15 min
End: Newark

2
nights
Siena

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Visit Abbazia di San Galgano and Walls of Monteriggioni for their historical value. Palazzo Pubblico and Museo Civico and Museo dell'Opera Metropolitana will appeal to museum buffs. You'll find plenty of places to visit near Siena: Abbazia di Sant'Antimo (in Castelnuovo dell'Abate) and Winery Solaria Patrizia Cencioni (in Montalcino). There's much more to do: contemplate the long history of Centro Storico di Siena, pause for some serene contemplation at Duomo di Siena, take in the spiritual surroundings of Abazzia di Torri, and explore the historical opulence of Castello di Monteriggioni.

To find other places to visit, ratings, where to stay, and more tourist information, you can read our Siena day trip planner .

Newark, USA to Siena is an approximately 15.5-hour combination of flight and car. The time zone difference moving from Eastern Standard Time (EST) to Central European Time (CET) is 6 hours. Expect a daytime high around 84°F in June, and nighttime lows around 61°F. Finish up your sightseeing early on the 9th (Tue) so you can go by car to Pitigliano.

Things to do in Siena

Historic Sites Museums Wineries

Side Trips

Monteriggioni, Montalcino, Abbazia di San Galgano, Abazzia di Torri
Find places to stay Jun 7 — 9:
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Abbazia di San Galgano ©
Abbazia di San Galgano
Abbazia di Sant'Antimo ©
Abbazia di Sant'Antimo
Castello di Monteriggioni ©
Castello di Monteriggioni

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. On the 10th (Wed), get to know the fascinating history of Sorano Centro Storico, then explore the historical opulence of Piazza del Castello di Montemerano, then witness a stunning natural landmark at Cascate del Mulino, and finally appreciate the extensive heritage of Pitigliano Centro Storico.

To see photos, reviews, maps, and other tourist information, go to the Pitigliano trip app .

You can drive from Siena to Pitigliano in 2 hours. Alternatively, you can do a combination of train and taxi. In June, daytime highs in Pitigliano are 82°F, while nighttime lows are 59°F. Wrap up your sightseeing on the 10th (Wed) to allow time to travel to Portoferraio.

Things to do in Pitigliano

Historic Sites Parks Nature

Side Trips

Cascate del Mulino, Sorano Centro Storico, Piazza del Castello di Montemerano
Find places to stay Jun 9 — 10:
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Cascate del Mulino ©
Cascate del Mulino
Pitigliano Centro Storico ©
Pitigliano Centro Storico
Piazza del Castello di Montemerano ©
Piazza del Castello di Montemerano

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. On the 11th (Thu), kick back and relax at Spiaggia di Cavoli, enjoy the sand and surf at Spiaggia di Barabarca, then kick back and relax at Spiaggia di Capo Bianco, and finally kick back and relax at Spiaggia Di Sansone.

For reviews, other places to visit, where to stay, and other tourist information, refer to the Portoferraio trip itinerary website .

You can do a combination of car and ferry from Pitigliano to Portoferraio in 3.5 hours. Other options are to do a combination of taxi, train, and ferry; or do a combination of bus, train, and ferry. Traveling from Pitigliano in June, you will find days in Portoferraio are little chillier (77°F), and nights are about the same (63°F). Wrap up your sightseeing on the 11th (Thu) early enough to travel to Florence.

Things to do in Portoferraio

Parks Outdoors Beaches

Side Trips

Spiaggia di Cavoli, Spiaggia di Barabarca
Find places to stay Jun 10 — 11:
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Spiaggia di Cavoli ©
Spiaggia di Cavoli
Spiaggia Di Sansone ©
Spiaggia Di Sansone

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Appreciate the collections at Academy Of Florence Art Gallery and Church and Museum of Orsanmichele. Popular historic sites such as Cathedral of Santa Maria del Fiore and The Baptistery of St. John are in your itinerary. Change things up with these side-trips from Florence: Pisa (Camposanto, Duomo di Pisa, & more). There's much more to do: admire the masterpieces at Pitti Palace, take an in-depth tour of Basilica di Santa Croce, make a trip to Piazzale Michelangelo, and appreciate the extensive heritage of Piazza del Duomo.

To find reviews, traveler tips, and other tourist information, you can read our Florence trip planner .

You can do a combination of ferry and car from Portoferraio to Florence in 3 hours. Alternatively, you can do a combination of ferry and train; or do a combination of ferry, train, and bus. Expect somewhat warmer weather when traveling from Portoferraio in June: highs in Florence hover around 83°F, while lows dip to 65°F. Wrap up your sightseeing on the 14th (Sun) early enough to travel back home.

Things to do in Florence

Historic Sites Museums

Side Trip

Pisa
Find places to stay Jun 11 — 14:
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Duomo di Pisa ©
Duomo di Pisa
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery

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