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.

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.

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.

Discover the secrets of authentic Italian cuisine during this home cooking experience in Arezzo. Visit a traditional Tuscan farmhouse; get hands-on as you cook up an array of fresh pastas and sauces; then tuck into your delicious homemade creations, accompanied local wine and dessert.

Indulging in local wine is a must when you visit Tuscany—and on this private tour, you’ll go behind-the-scenes at one of the region’s most scenic and esteemed wineries, located just on the outskirts of Arezzo. Learn about organic winemaking processes when you tour the vineyards, delve into the cellar to discover how wine is aged, and finally taste three organic wines, along with locally made pecorino cheese and cured meats.

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.

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.

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.

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!

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!!!!!