Top Arezzo Historical Tours

This is a wonderful way to explore two of the most scenic medieval towns in Italy. On board of a comfortable van you will experience the easiest way to visit those iconic towns of Tuscany in one day without stress, door to door service. The meeting point is easily accessible by train from Florence (40 minutes of travel) and Arezzo (25 minutes of travel).

Discover the most popular landmarks and best kept secrets of Arezzo on a 2-hour private walking tour. The short jaunt around the historic center is the perfect way to orient yourself to the Tuscan city for future exploring. Highlights include the Parish Church, Piazza Grande, Antique Market, and more. Be sure to ask for recommendations for things to see, do, and eat during the rest of your vacation.

Discover Cortona, the town made famous by the novel Under the Tuscan Sun, during a short walking tour. With a local guide, you’ll hear fun facts about the book and the film as you stroll through the Roman square of Piazza della Repubblica and see landmarks such as Teatro Signorelli and the Palazzo Comunale. Choose between a morning or afternoon tour when you book.

Sitting on top of a hill at the junction of the 4 valleys that compose its province, Arezzo was a great Etruscan and Roman city. In the Middle Ages Guido Tarlati, important Bishop in the XIV century, turned the city into a great cultural and artistic centre.

Maximize time in Cortona with a full-day private walking tour. Discover the history and major landmarks of this small Tuscan town with an art historian guide. See churches including San Niccolo and Santa Chiara along with a fortress and beautiful main square. Explore local traditions by visiting specialty shops, ceramics stores, and wine bars. Free time for lunch in a charming restaurant is included.

Born from a "dream of love and an idea of beauty", Pienza, the ideal city of the Italian Renaissance, is still today an intact testimony of an illustrious architectural project, commissioned by Pope Pius II Piccolomini and made concrete by the great Florentine architect Bernardo Rossellino. Built in a very limited period of time (1459-1462), the city of Pio is the result of a single master plan marked, by the will of the great humanist pope who gave it the name, by design criteria of harmony and aesthetic perfection still today. clearly visible in the small urban center that was Corsignano in the Middle Ages.

The UNESCO-listed countryside of the Val d’Orcia is some of the most scenic in Tuscany, but it’s easy to get lost when visiting this rural area on your own. Skip the hassle of navigating with this private tour that takes in the rolling hills and beautiful hill towns. Stop to visit Pienza and Montepulciano with a guide, learning about the famed culture and cuisine of these two historic villages.

The Valdorcia Valley is the most iconic image of Tuscany all over the world. It is recognised as World Heritage Site by UNESCO. Discover this masterpiece of nature and human labour with our slow-paced tour that will let you enjoy its treasures. Galavent through the small lanes of Pienza, a town designed according to the Renaissance canons of beauty. Chill out in the Medicean gardens of dormant San Quirico d’Orcia and enjoy the views over gentle hills dotted with medieval hamlets, cypress and olive trees. Let ancient villas and churches invite you to day-dream. Valdorcia is a landscape symphony that will touch your heart. Fearing an aesthetic overload? No worries, delicious food is also part of this tour: Pienza is well known for its fantastic pecorino cheese! We will finish our tour in Bagno Vignoni, a unique hamlet where an ancient source of thermal water springs out right in the middle of the local piazza. A short stay in one of the local SPAs can be arranged upon request!

Discover the thousand-year old cultural heritage of Arezzo, the hidden gem of Eastern Tuscany. We will walk you through all iconic places of our home town for a fantastic journey back in time: the Roman Amphitheatre, the Medieval Piazza Grande and its tangle of narrow lanes, the Medicean Fortress, the gothic Cathedral, the world-renowned frescos by Piero della Francesca and the mesmerising Casa Museo Ivan Bruschi. We will end our tour in an organic winery in the hills just above the old town for a unique wine tasting experience. You will get the chance to taste Arezzo’s best wine accompanied by some tasty antipasti (vegetarian/vegan variations upon request) as the sun slowly sets over the vineyard

Discover the iconic Tuscan town of Cortona (made famous in the book by Frances Mayes Under The Tuscan Sun). Located between Florence and Rome, Cortona is rich in Etruscan roots. Cortona is an easy city for everyone to really love. This is because its atmosphere, its Etruscan past, its delightful medieval old town and also its splendid panoramas.

During this 3-hour private tour, your expert guide will lead you through the most important and interesting sites of the beautiful city of Arezzo. You can admire the medieval city and visit its historic shops.

I was Born and raised in this magical region od Tuscany, I have key villagers that I have known for many years and you know in Italy is all about relationships...I go above and beyond to take care of my clients. One thing that makes me unique is that I have lived abroad for several years and my spoken English is excellent, this is very important for you to maximize your tour and investment, I comunicate well and I know how to relate to the culture overseas. One other thing is I can sure teach you history but what my clients love about me is the stories and secret I tell them and one thing is for sure...you will laugh and not be the usual boring tour!!!!!

While Arezzo is often overlooked in favor of more famous Tuscan cities, this 2.5-hour private tour will reveal its impressive history, rich artistic culture and offer you a new appreciation for this jewel. As you stroll through the medieval streets and piazzas, your expert guide will show you the must-see sites including the Cathedral of St. Peter and Donato, and Romanesque Church of Santa Maria della Pieve as well as the delightful Piazza Grande, which played a starring role in the film “Life is Beautiful” by Roberto Benigni.