21 days in Tuscany Itinerary

21 days in Tuscany Itinerary

Created using Inspirock Tuscany itinerary planner
Make it your trip
Fly
1
Pisa
— 3 nights
Drive
2
Florence
— 4 nights
Drive
3
Siena
— 13 nights
Fly

S M T W T F S
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Pisa — 3 nights

Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
You'll find plenty of places to visit near Pisa: Italy Shore Drivers (in Cecina) and Lucca (San Michele in Foro, Torre Guinigi, &more). There's lots more to do: admire the landmark architecture of Leaning Tower of Pisa, explore the different monuments and memorials at Cimitero Ebraico, steep yourself in history at Camposanto, and examine the collection at Museo Aviotruppe Esercito Italiano.

To find traveler tips, photos, where to stay, and tourist information, you can read our Pisa trip itinerary maker.

Zurich, Switzerland to Pisa is an approximately 4.5-hour flight. You can also drive; or take a train. Traveling from Zurich in September, things will get somewhat warmer in Pisa: highs are around 30°C and lows about 17°C. Finish up your sightseeing early on the 20th (Tue) so you can go by car to Florence.
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Historic Sites · Tours · Wineries · Museums
Side Trips
Find places to stay Sep 17 — 20:

Florence — 4 nights

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Go for a jaunt from Florence to Santa Brigida to see Castello del Trebbio about 36 minutes away. Next up on the itinerary: admire the masterpieces at Florence Academy of Fine Arts, examine the collection at Pitti Palace, get to know the fascinating history of Piazza del Duomo, and admire the striking features of Campanile di Giotto.

For ratings, where to stay, and other tourist information, you can read our Florence day trip website.

Drive from Pisa to Florence in 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. Finish your sightseeing early on the 24th (Sat) so you can drive to Siena.
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Historic Sites · Wineries · Tours · Museums
Side Trips
Find places to stay Sep 20 — 24:

Siena — 13 nights

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Explore the numerous day-trip ideas around Siena: Cascate del Mulino (in Saturnia), Assisi (Eremo delle Carceri, Basilica Papale e Sacro Convento di San Francesco d'Assisi, &more) and Montalcino (Podere Il Cocco & Winery Solaria Patrizia Cencioni). On the 30th (Fri), give your taste buds a day to remember with a local gastronomic tour. There's lots more to do: do a tasting at Guardastelle Vineyard, deepen your understanding at Scuola di Cucina di Lella, admire the masterpieces at Studio Moretti Caselli, and indulge your senses at some of the top wineries in the area.

To see traveler tips, more things to do, where to stay, and tourist information, refer to the Siena day trip planning app.

Drive from Florence to Siena in 1.5 hours. Alternatively, you can take a bus; or take a train. In September, daily temperatures in Siena can reach 32°C, while at night they dip to 19°C. Finish your sightseeing early on the 7th (Fri) to allow enough time to fly back home.
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Historic Sites · Wineries · Tours · Museums
Side Trips
Find places to stay Sep 24 — Oct 7:

Tuscany travel guide

4.4
Landmarks · Art Museums · Sacred & Religious Sites
Birthplace of the Italian Renaissance
Known for its landscapes, traditions, and history, Tuscany possesses an unparalleled artistic legacy that continues to influence world culture. Regarded as the birthplace of the Italian Renaissance, the region boasts a lengthy list of attractions, including world-class museums, art galleries, and archeological sites. With a distinct culture and a very strong linguistic identity, this region is sometimes referred to as a nation within a nation. A land of picture-postcard areas, Tuscany contains plenty of places to visit on your holiday, with seven World Heritage Sites, including the historic town centers of Florence and Siena. With more than 120 protected nature preserves, Tuscany is not only a land of culture and historic monuments, but also a great place to discover and enjoy the Italian outdoors. Take it slowly here (as the locals do), and give yourself plenty of time to get to know the local culture and cuisine of Tuscany's medieval towns and ancient villages.
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