A true Tuscan enjoys every minute of life and never rushes anything. In this itinerary I have carefully suggested the appropriate time of travel to each destination so that you can enjoy all they have to offer.
Check about 16 Photos to Inspire you to Visit Tuscany for more Italian inspiration.
If you venture out to these diversifying towns you will witness varying landscapes, ranging from tall mountains to soft rolling hills to flat grounds. You’ll discover some of the most memorable dishes within the country, and copious amounts of pizza, pasta and wine. Tuscany is like a fairytale to some, the peaceful environment filled with enchanting castles and vineyards around every corner. There isn’t a single complaint I’d make about this region. The Italian hospitality even will make you want to stay here forever.
Day 1 + 2 + 3: Florence
Florence is a must-see for tourists not just in the Tuscan region, but a destination in Italy overall. A city of the Renaissance this beautiful historic centre has plenty to do and see in three days. Smaller than Rome, Florence can easily be completed in a shorter amount of time if you prefer to explore the countryside of Tuscany more. On day one start by visiting the famous landmarks such as the Duomo, Cathedral of Santa Maria del Fiore, Giotto’s bell tower, Florence Baptistery, Ponte Vecchio, Piazza Michelangelo, Santa Maria Novella and Basilica of Santa Croce. On day two focus on the major museums such as Uffizi Gallery and Accademia Gallery. On day three you can finish up exploring by visiting classics like the Pitti Palace, Boboli Gardens, Basilica of San Lorenzo or Piazza della Signoria.
Check out the Ultimate Guide to: Florence for a more detailed version of what to see and do.
Day 4: Lucca and Pisa
On the fourth day its recommended that you combine two smaller cities into one day. It makes trip a lot easier! Since these cities are only 20 minutes apart by car away you can easily tackle both. Nonetheless, Lucca and Pisa cannot be missed while in Tuscany. In Lucca do as the locals do and rent a bicycle to explore the outer walls of the town and even venture to the city centre. Make sure to visit Piazza dell’Anfiteatro, Cathedral of St. Martin, San Michele in Foro, Basilica of San Frediano and the Guinigi tower. After spending a few hours here in the morning start to make your way over to Pisa.
Within a few short minutes you’ll end up in Pisa where you can see the famous Leaning Tower of Pisa. What I didn’t originally know is that you can actually climb the tower! I booked the tickets day right when we arrived (waited a few hours as it was time allocated) and explored the rest of the town. Next to the tower is the Square of Miracles where you will find the Cathedral and Baptistry.
Read more about Heading to Pisa for One Day.
Day 5: Siena
On the fifth day make your way towards Siena, one of the most visited cities in Tuscany. It is recognized mainly by its medieval-themed architecture transporting you back in time. Spend all day here and enjoy the splendid charm this unique city has to offer. Piazza del Campo is a must, it is regarded as one of Europe’s greatest medieval squares. It’s a shell-shaped piazza which holds Palazzo Pubblico and its Torre del Mangia. Just a few streets there is Piazza del Duomo where the magnificent Duomo di Siena sits- definitely check this one out.
Day 6: Monteriggioni, San Gimignano and Volterra
Day six is a day packed with loads of history and sightseeing. All three of these towns date back almost a thousand years and are decorated with medieval walls and fortresses. If you can visit all three in one day then kudos to you. Begin with Monteriggioni whose elliptical stone wall is its main attraction. It stands with lingering towers and an accessible rampart walkway for visitors to climb and enjoy the view. You can walk this village in one hour or less, there are some churches and shops to visit along with a few restaurants.
San Gimignano is much larger than Monteriggioni and has plenty to offer. Known as The Town of Fine Towers, San Gimignano is famous for its medieval towers which linger every corner of the town. While here make sure to check out Piazza della Cisterna, Collegiate Church of San Gimignano, Palazzo Comunale and Piazza del Duomo.
Volterra, a quiet a secluded town just 29km from San Gimignano gives off a peaceful Tuscan feel. You can easily walk the city and see everything it has to offer in no time. Make sure to check out Piazza dei Priori, Palazzo Pretorio, Torre del Porcellino, the Cathedral in Piazza San Giovanni and the baptistry.
Want to explore more of Italy’s incredible cities and sights? Check out 12 Must-See Cities In Italy!
Day 7: Arezzo and Cortona
On your last day in Tuscany finish with two classic but spectacular towns within the eastern region. Head over to Arezzo where you can visit Basilica of Saint Francis, Pieve di Santa Maria, Chiesa Di San Francesco and the Roman Amphitheater. Arezzo is known for its antiques, if you schedule it right you may be able to witness a 500- exhibitor fair in Piazza Grande on the first weekend of every month.
Once you finish touring Arezzo drive over to Cortona where the tourism completely diminishes. You will be enchanted by this lovely little Tuscan town perched on the tallest hill in the area withs its astonishing panoramas. Even though the famous Tuscan movie, Under the Tuscan Sun, was shot here the town still manages to keep its unique charm. Within this underrated village, you can visit Church of San Niccolò, Piazza Communale, Piazza Signorelli, Museo dell’Accademia Etrusca and Chiesa di Santa Margherita.
I hope this itinerary helps you plan your trip or at least inspires you to make a trip to Tuscany one day. After all, there is no more beautiful place on earth!