15 days in Tuscany Itinerary

15 days in Tuscany Itinerary

Created using Inspirock Tuscany travel route planner
Make it your trip
Fly
1
Pisa
— 3 nights
Drive
2
Siena
— 4 nights
Bus
3
Arezzo
— 3 nights
Drive
4
Florence
— 4 nights
Fly

S M T W T F S
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1

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.
Venture out of the city with trips to Italy Shore Drivers (in Cecina), Terre del Marchesato (in Bolgheri) and Lucca (Le mura di Lucca & Torre Guinigi). The adventure continues: admire the striking features of Leaning Tower of Pisa, see the interesting displays at Museo Aviotruppe Esercito Italiano, don't miss a visit to Piazza dei Miracoli, and contemplate the long history of St Martin Cathedral.

For where to stay, reviews, and more tourist information, you can read our Pisa trip maker.

Punta Cana, Dominican Republic to Pisa is an approximately 16-hour flight. The time zone difference when traveling from Punta Cana to Pisa is 5 hours. Traveling from Punta Cana in September, expect Pisa to be a bit cooler, temps between 30°C and 17°C. Wrap up your sightseeing on the 15th (Thu) to allow time to drive to Siena.
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Wineries · Tours · Museums · Historic Sites
Side Trips
Find places to stay Sep 12 — 15:

Siena — 4 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Explore Siena's surroundings by going to Fattoria Casa Sola (in Barberino Val d'Elsa) and San Gimignano (Fattoria Il Piano, Guardastelle Vineyard, &more). There's lots more to do: take in the architecture and atmosphere at Duomo di Siena, contemplate in the serene atmosphere at San Francesco, explore the world behind art at Pinacoteca Nazionale, and make a trip to Centro Storico di Siena.

Use Inspirock's suggestions to plan your Siena trip and find the best activities and attractions for your vacation.

You can drive from Pisa to Siena in 2 hours. Alternatively, you can take a train; or take a bus. Expect a daytime high around 32°C in September, and nighttime lows around 19°C. Finish your sightseeing early on the 19th (Mon) so you can take a bus to Arezzo.
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Find places to stay Sep 15 — 19:

Arezzo — 3 nights

Ancient City

Arezzo is a city of art with colorful frescoes and abundance of goldsmiths and antique jewelers.
You'll find plenty of places to visit near Arezzo: Cortona (Daniela Piegai Art Gallery, MAEC - Museo dell'Accademia Etrusca, &more), Montepulciano (Az. Agr. Poliziano & Tenuta Valdipiatta) and Buccelletti - Cantina (in Castiglion Fiorentino). There's much more to do: do a tasting at Villa La Ripa, take in the spiritual surroundings of Santa Maria della Pieve, see the interesting displays at Museo della Fauna Selvatica, and visit Other.

To see other places to visit, photos, ratings, and other tourist information, read Arezzo trip website.

You can take a bus from Siena to Arezzo in 1.5 hours. Alternatively, you can drive; or take a train. Cap off your sightseeing on the 22nd (Thu) early enough to go by car to Florence.
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Find places to stay Sep 19 — 22:

Florence — 4 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Florence is known for sightseeing, museums, and historic sites. Your trip includes some of its best attractions: admire the masterpieces at Florence Academy of Fine Arts, take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, admire the natural beauty at The Boboli Gardens, and admire the striking features of The Baptistery of St. John.

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

Getting from Arezzo to Florence by car takes about 1.5 hours. Other options: take a train. In September in Florence, expect temperatures between 30°C during the day and 17°C at night. Wrap up your sightseeing by early afternoon on the 26th (Mon) to allow time for the flight back home.
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Historic Sites · Tours · Museums · Parks
Find places to stay Sep 22 — 26:

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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