Best Walking Tours in Arezzo

Discover the beauty of Arezzo on foot with our curated walking tours. Whether you're visiting for the first time or looking to uncover hidden gems, exploring Arezzo by walking lets you experience its culture, history, and landmarks up close.

Top Walking Tours in Arezzo

Brunello Wine Tour and Val D'Orcia Landscape in Arezzo

Arezzo , Tuscany

★ ★ ★ ★ ★ (83 reviews)
Likely to Sell Out Free Cancellation

From $ 263.35

Duration: 4 hours (approx.)

I was born and raised here in Tuscany and I know the best wine maker but the key is small wineries with high quality where they will call you by name and not by number.... Private experience for real. My English is quite good which will maximize your experience and that is very important. Also this tour as all of my tour are fully CUSTOMIZABLE..... is your tour..

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Cortona Private Guided Tour in Arezzo

Arezzo , Tuscany

★ ★ ★ ★ ☆ (22 reviews)
Likely to Sell Out Free Cancellation

From $ 310.71

Duration: 2 hours (approx.)

Cortona has become very popular several years ago thanks to the book by Frances Mayes, Under the Tuscan Sun (and the movie with Diane Lane) which is set in Cortona; the protagonist immediately falls in love with the town, its people, and villa Bramasole that she purchases and fixes up.

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Val D'Orcia Dreaming!! in Arezzo

Arezzo , Tuscany

★ ★ ★ ★ ★ (15 reviews)
Likely to Sell Out Free Cancellation

From $ 234.77

Duration: 4 hours (approx.)

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!!!!!

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Private Tasting of Organic Wines in the Cellar in Mugliano in Arezzo

Arezzo , Tuscany

★ ★ ★ ★ ☆ (11 reviews)
Free Cancellation

From $ 35.85

Duration: 2 hours (approx.)

In the cellar, in Mugliano, we offer the opportunity to taste our organic products combined with cutting boards made with local products in the different locations present, from the "Garden" to the "Barricaia", to the "Wine Rooms". The wine cellar and the garden atmosphere will guarantee the wine enthusiast a special experience.

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Cortona private walking Tour in Arezzo

Arezzo , Tuscany

★ ★ ★ ★ ★ (8 reviews)
Free Cancellation

From $ 173.28

Duration: 2 hours (approx.)

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 of its atmosphere, its Etruscan past, its delightful medieval old town and also its splendid panoramas.

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Arezzo Private walking tour in Arezzo

Arezzo , Tuscany

★ ★ ★ ★ ★ (6 reviews)
Free Cancellation

From $ 149.38

Duration: 2 hours (approx.)

During this 2-hour private tour, your expert guide will lead you through the most important and interesting sites of the beautiful city of Arezzo. You will be able to admire the medieval city and visit its historic shops.

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Private Guided Tour of Pienza on Foot in Arezzo

Arezzo , Tuscany

★ ★ ★ ★ ☆ (4 reviews)
Free Cancellation

From $ 250.95

Duration: 3 hours (approx.)

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.

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Cortona Private walking Tour under the Tuscan sun  in Arezzo

Arezzo , Tuscany

★ ★ ★ ★ ★ (3 reviews)
Free Cancellation

From $ 191.20

Duration: 2 hours (approx.)

Everyone loves Cortona, because it is an authentic and fascinating place. Village of Etruscan origin with stone houses, which stands in the center of an impeccable countryside, hand-sculpted in every corner, pampered by man in every detail. All around there are cypresses, vineyards, olive trees, oaks and fruit trees. Frances Mayes, the very famous writer, made Cortona famous in the eyes of the world thanks to her novel "Under the Tuscan Sun" and the beautiful film based on her novel. So what will we see in this treasure chest of wonders? 1) The Palace of the Captain of the People and the Town Hall, buildings from the medieval era 2) Piazza Signorelli, which owes its name to the famous Renaissance painter who was a friend of Leonardo da Vinci. 3) Piazza del Duomo with its fourteenth-century gothic cathedral 4) the Girifalco Fortress 5) The ancient walls of Cortona with the Porta Bifora, the oldest, as it is of Etruscan origin Enjoy strolling through magic Cortona!

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Private and Guided Walking Tour of Arezzo City of Gold in Arezzo

Arezzo , Tuscany

★ ★ ★ ★ ★ (1 reviews)
Free Cancellation

From $ 239.00

 

Walking through the medieval streets of Arezzo is a unique experience. Tradition, history and beautiful landscapes to photograph. Arezzo offers all this and much more. The tour aims to show the truest Tuscany, far from the classic tourist routes. Booking a day in Arezzo allows you to relax in one of the most beautiful medieval cities in Tuscany.

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Local Tips for Arezzo

Guided vs. Self-Guided Walking Tours

A guided walking tour offers expert insights, historical context, and often includes skip-the-line access to major landmarks. If you prefer flexibility, a self-guided route lets you explore Arezzo at your own pace using maps and mobile apps. Combining both options is ideal for a complete experience.

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