Walking tours in Arezzo and nearby Tuscan towns pack centuries of history into manageable, guided experiences.
The standout option is Arezzo’s private walking tour – it’s intimate and covers all the must-see spots in the historic center.
For cheese lovers, the Pienza tour (fully accessible) combines sightseeing with delicious Pecorino tastings.
Cortona’s medieval lanes come alive through expert local guides who share stories spanning Etruscan to Renaissance times.
Budget travelers will appreciate Arezzo’s 2-hour group tours, which efficiently cover the main architectural highlights.
These memorable walks have earned our highest recommendations – check our top picks below.
Key Points
- Arezzo Private Walking Tours offer personalized experiences led by certified local guides and highlight historical streets and landmarks, with positive reviews for knowledgeable guides Chiara and Debora.
- Cortona Private Walking Tours showcase the city’s Etruscan, medieval, and Renaissance heritage, with guides Debora and Catia praised for their enthusiasm and informative approach.
- Pienza Private Walking Tour includes a Pecorino cheese tasting, is accessible for wheelchair and stroller users, and is highly rated for knowledgeable guides and engaging experiences.
- Arezzo Group Walking Tour offers a 2-hour exploration of architectural marvels and picturesque Piazza Grande, focusing on the city’s hidden gems.
- Guided Walking Tours in Arezzo span 2 hours, showcase landmarks and cultural heritage, and are available in multiple languages with wheelchair accessibility and flexible booking options.
Arezzo Private Walking Tour
For those seeking an immersive exploration of Arezzo’s historic charm, the Arezzo Private Walking Tour offers a captivating experience.
Provided by Bologna Tour & Best Italy Tour, this private walking tour takes visitors on a journey through the city’s picturesque streets and landmarks.
Led by a certified local guide, the tour provides a personalized experience, with private transportation and a flexible meeting point.
At just $136.50 per group, the tour offers excellent value, with free cancellation up to 24 hours in advance.
Reviews praise the knowledgeable and engaging guides, Chiara and Debora, who bring the city’s rich history to life.
Read our full review: Arezzo Private Walking Tour Review
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Cortona Private Walking Tour
Exploring the historic charm of Cortona, the Cortona Private Walking Tour offers visitors an immersive experience led by knowledgeable local guides. Priced from $158.34 per person, the tour takes participants on a journey through the city’s Etruscan, medieval, and Renaissance heritage.
Debora and Catia, the tour’s guides, have received praise for their enthusiasm and informative approach. Highlights include iconic architecture, local shops, and traditional restaurants.
The tour, which isn’t wheelchair accessible but accessible via public transportation, lasts for an unspecified duration and concludes at the starting point in Piazza Garibaldi.
With a perfect 5.0 rating from 7 reviews, the Cortona Private Walking Tour promises an engaging and personalized exploration of this historic Italian destination.
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Private Walking Tour of Pienza With Licensed Tour Guide
Discover the historic charm of Pienza on a private walking tour led by a licensed guide.
Explore the picturesque town, savor a quick Pecorino cheese tasting, and enjoy optional visits to museums and crypts.
This tour, priced from $109.20 per person, offers a personalized experience with free cancellation up to 24 hours in advance.
The tour starts in Piazza Dante Alighieri and ends in Piazza Pio II, or elsewhere upon request.
Wheelchair and stroller users, as well as those with service animals, can fully participate as the tour is accessible.
With 5-star reviews praising the knowledgeable guide, this private walking tour is a must-do for anyone visiting Pienza.
Read our full review: Private Walking Tour of Pienza With Licensed Tour Guide Review
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2 Hours Arezzo Group Walking Tour
The Arezzo Group Walking Tour offers visitors a captivating 2-hour exploration of this hidden Tuscan gem, priced conveniently from $25.58 per person.
Led by knowledgeable guides in English and Italian, the tour showcases Arezzo’s architectural marvels, including the iconic Cimabue’s Cross in the Church of San Domenico and Piero della Francesca’s masterpiece, St. Mary Magdalene, in the Cathedral.
Guests can also admire the multicolored stained-glass windows by Marcillat and explore the picturesque Piazza Grande and the Cycle of the Months at the Pieve di Santa Maria.
With a wheelchair-accessible route and flexible booking options, this tour provides an immersive experience for visitors to discover the hidden gems of Arezzo.
Read our full review: 2 Hours Arezzo Group Walking Tour Review
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Arezzo: Private Walking Tour
Arezzo’s charming streets beckon visitors to embark on a private walking tour that delves into the city’s captivating history. Priced at $138.53 per person, the 2-hour tour is available in English, Spanish, and Italian.
Participants will discover the magnificent Cathedral of Arezzo and learn about the renowned poet Francesco Petrarca, who was born in the city. The tour also includes a visit to the S. Francesco Church and provides personalized attention from a dedicated guide.
While not suitable for those with mobility impairments, the tour offers a chance to explore Arezzo’s medieval landmarks and historic shops. With an overall rating of 4.8/5, this private walking experience promises an immersive journey through the city’s rich past.
Read our full review: Arezzo Private Walking Tour Review
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Arezzo: Guided Walking Tour With Piazza Grande
Immersing visitors in the rich tapestry of Arezzo’s historical allure, the Guided Walking Tour With Piazza Grande offers a captivating exploration of the city’s architectural gems and cultural heritage.
Spanning 2 hours, this guided walking tour showcases the city’s renowned landmarks, including the Arezzo Cathedral, with its stunning stained glass and frescoes, and the picturesque Piazza Grande.
Along the way, guests will discover historic alleys, the Medici Fortress Park, and the renowned Basilica of San Francesco, home to the breathtaking “Legend of the True Cross” frescoes.
Available in Italian and English, the tour provides a comprehensive experience, allowing visitors to explore Arezzo’s Italian Renaissance splendor.
Read our full review: Arezzo: Guided Walking Tour With Piazza Grande Review
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Private Walking Tour in Cortona
Explore the charming town of Cortona on a Private Walking Tour. This 2-hour tour takes visitors through the historic streets, offering an in-depth look at the city’s rich history and stunning architecture.
Led by the knowledgeable guide Elisona, the tour highlights the impressive Piazza Garibaldi, the San Francesco church, and other notable landmarks.
With a maximum group size of 15 travelers, the tour provides an intimate and personalized experience.
Wheelchair and stroller accessible, the tour is also near public transportation, making it convenient for visitors.
Priced at $54.60 per person, the tour has received 100% traveler recommendation based on 12 glowing reviews.
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Arezzo: Guided Walking Tour With Basilica of San Francesco
Although Arezzo boasts a rich history spanning centuries, the Guided Walking Tour with Basilica of San Francesco provides an immersive exploration of the city’s medieval architecture and cultural treasures.
This 2-hour tour, priced at $202.47 per person, takes visitors through the picturesque Piazza Grande, Piazza del Duomo, and the renowned Basilica of San Francesco, known for its Piero della Francesca frescoes.
Guests can discover the local cuisine, including Scottiglia and Gatò di Arezzo, while strolling through medieval streets.
With a live English, German, French, Italian, and Spanish-speaking guide, the tour is wheelchair accessible and offers a private group option.
Cancellation is free up to 24 hours in advance, and a reserve now, pay later option is available.
Read our full review: Arezzo: Guided Walking Tour With Basilica of San Francesco Review
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Private and Guided Walking Tour of Arezzo City of Gold
Set out on a captivating private walking tour of Arezzo, the “City of Gold,” and uncover its rich history and enchanting medieval architecture.
Priced at $218.40 for a group of up to 10 people, this guided tour boasts a 5.0 rating based on one review. It includes GST and parking fees, while excluding alcoholic beverages, coffee, tea, and drinks.
The tour offers flexible meeting options and is accessible for wheelchair users and those with walking difficulties.
With free cancellation up to 24 hours before the experience, this private tour ensures an exclusive and customizable exploration of Arezzo’s cultural gems.
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Cortona Private Walking Tour Under the Tuscan Sun
Under the captivating Tuscan sun, a private walking tour of Cortona beckons visitors to uncover the enchanting historical gems of this picturesque town.
Offered by Florence Tours by Made of Tuscany, this 2-hour guided experience takes guests on a journey through Cortona’s charming streets. Led by an expert local guide, the tour includes a visit to the stunning Cortona Duomo.
Priced from $174.72 per person, the tour is wheelchair and stroller accessible, with infants welcome to join on laps.
Traveler reviews praise the guide’s wealth of knowledge and the tour’s insightful exploration of Cortona. This is a must-do activity for anyone seeking an immersive Tuscan adventure.
Read our full review: Cortona Private Walking Tour Under the Tuscan Sun Review
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Break Down
Arezzo and Cortona offer a variety of private and group walking tours that allow visitors to explore the cities’ historic centers, architectural landmarks, and cultural attractions. These tours provide a personalized and informative experience, led by licensed guides who share the rich history and unique charm of these Tuscan destinations. Whether you’re interested in a private tour or a small group experience, there are options to suit different preferences and budgets.