25 days in Tuscany Itinerary

25 days in Tuscany Itinerary

Created using Inspirock Tuscany Trip Planner

Make it your trip
Fly
1
San Gimignano
— 1 night
Drive
2
Siena
— 2 nights
Drive
3
Arezzo
— 2 nights
Drive
4
Florence
— 15 nights
Drive
5
Greve in Chianti
— 2 nights
Drive to Peretola Airport, Fly to London Heathrow Airport

S M T W T F S
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San Gimignano

— 1 night

Town of Fine Towers

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.
Kick off your visit on the 25th (Sat): take an in-depth tour of Museo della Tortura di San Gimignano, then do a tasting at Guardastelle Vineyard, and then contemplate the long history of Torre Grossa. Get ready for a full day of sightseeing on the 26th (Sun): view the masterpieces at iSculpture Gallery San Gimignano & Casole d'Elsa, take in the architecture and atmosphere at Duomo di San Gimignano, then get to know the fascinating history of San Gimignano 1300, then don't miss a visit to Piazza della Cisterna, and finally don't miss a visit to San Gimignano Bell Tower.

To find out how to plan a trip to San Gimignano, use our trip itinerary maker.

London, UK to San Gimignano is an approximately 7.5-hour flight. You can also do a combination of car and train; or do a combination of car and ferry. Due to the time zone difference, you'll lose 1 hour traveling from London to San Gimignano. Expect somewhat warmer temperatures when traveling from London in June; daily highs in San Gimignano reach 32°C and lows reach 18°C. Wrap up your sightseeing on the 26th (Sun) to allow time to drive to Siena.

Things to do in San Gimignano

Museums · Historic Sites · Wineries · Shopping

Siena

— 2 nights

Cultural Heart of Tuscany

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 27th (Mon): admire the masterpieces at Palazzo Pubblico and Museo Civico, explore the world behind art at Museo dell'Opera Metropolitana, get lost in a book at Biblioteca Piccolomini, take in panoramic vistas at Torre del Mangia, then make a trip to Piazza del Campo, and finally take in the architecture and atmosphere at Duomo di Siena. Get ready for a full day of sightseeing on the next day: take in the architecture and atmosphere at Basilica Cateriniana San Domenico, explore the galleries of Complesso Museale Santa Maria della Scala, then contemplate the long history of Battistero di San Giovanni, then take in nature's colorful creations at All'Orto de' Pecci, and finally explore the world behind art at Pinacoteca Nazionale.

To find maps, ratings, and tourist information, use the Siena online journey planner.

Traveling by car from San Gimignano to Siena takes an hour. Alternatively, you can take a bus; or take a train. June in Siena sees daily highs of 34°C and lows of 19°C at night. Finish your sightseeing early on the 28th (Tue) so you can drive to Arezzo.

Things to do in Siena

Museums · Historic Sites · Parks

Arezzo

— 2 nights

Ancient City

Arezzo is a city of art with colorful frescoes and abundance of goldsmiths and antique jewelers.
On the 29th (Wed), contemplate the long history of Historic Centre of the City of Pienza, learn about winemaking at Contucci, then do a tasting at Avignonesi, and finally revel in the low prices at Valdichiana Village. Keep things going the next day: examine the collection at Museo Civico di Sansepolcro, see the interesting displays at Aboca Museum, take an in-depth tour of MAEC - Museo dell'Accademia Etrusca, then contemplate in the serene atmosphere at San Francesco, Arezzo, and finally contemplate in the serene atmosphere at Santa Maria della Pieve.

To find photos, reviews, where to stay, and tourist information, go to the Arezzo trip planner.

You can drive from Siena to Arezzo in 1.5 hours. Alternatively, you can take a bus; or take a train. Wrap up your sightseeing on the 30th (Thu) to allow time to drive to Florence.

Things to do in Arezzo

Museums · Wineries · Historic Sites · Shopping

Side Trips

Florence

— 15 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 museums, historic sites, and shopping. Your plan includes some of its best attractions: admire the masterpieces at Gallerie Degli Uffizi, steep yourself in history at Basilica of Santa Croce, take in the architecture and atmosphere at Cathedral of Santa Maria del Fiore, and appreciate the extensive heritage of Piazza del Duomo.

To see photos, ratings, and other tourist information, read Florence trip itinerary website.

You can drive from Arezzo to Florence in 1.5 hours. Alternatively, you can take a train; or take a bus. Expect a daytime high around 33°C in June, and nighttime lows around 21°C. Finish your sightseeing early on the 15th (Fri) to allow enough time to drive to Greve in Chianti.

Things to do in Florence

Museums · Shopping · Historic Sites · Tours

Side Trips

Greve in Chianti

— 2 nights
Kick off your visit on the 16th (Sat): learn about winemaking at Poggio al Bosco, look for gifts at Pasta Fresca, then do a tasting at Fattoria Casa Sola, and finally do a tasting at Azienda Agricola Casa Emma. On your second day here, take in the spiritual surroundings of Pieve di San Leolino, then explore the historical opulence of Castello di Monterinaldi, then do a tasting at Sant'Agnese Farm, and finally do a tasting at Tenuta Casanova.

To see where to stay, photos, ratings, and other tourist information, use the Greve in Chianti trip planner.

You can drive from Florence to Greve in Chianti in an hour. In July, plan for daily highs up to 35°C, and evening lows to 21°C. Finish up your sightseeing early on the 17th (Sun) so you can travel back home.

Things to do in Greve in Chianti

Wineries · Historic Sites · Shopping · Classes

Side Trips

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.

Province of Florence travel guide

4.4
Art Museums · Historic Walking Areas · Landmarks
Florence is the capital city of the Italian region of Tuscany and of the Metropolitan City of Florence. It is the most populous city in Tuscany, with 383,083 inhabitants (as at 2013), expanding to over 1,520,000 in the metropolitan area.Florence was a centre of medieval European trade and finance and one of the wealthiest cities of that era. It is considered the birthplace of the Renaissance, and has been called "the Athens of the Middle Ages". A turbulent political history includes periods of rule by the powerful Medici family and numerous religious and republican revolutions. From 1865 to 1871 the city was the capital of the recently established Kingdom of Italy. The Florentine dialect forms the base of Standard Italian and it became the language of culture throughout Italy due to the prestige of the masterpieces by Dante Alighieri, Petrarch, Giovanni Boccaccio, Niccolò Machiavelli and Francesco Guicciardini.The city attracts millions of tourists each year, and the Historic Centre of Florence was declared a World Heritage Site by UNESCO in 1982. The city is noted for its culture, Renaissance art and architecture and monuments. The city also contains numerous museums and art galleries, such as the Uffizi Gallery and the Palazzo Pitti, and still exerts an influence in the fields of art, culture and politics. Due to Florence's artistic and architectural heritage, it has been ranked by Forbes as one of the most beautiful cities in the world.

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