Cortona is a stunning hill town in Tuscany that invites exploration on foot. Its narrow streets, sweeping views, and centuries-old architecture make it ideal for walking tours. Among the options, the Cortona: 3-Hour Private Walking Tour offers a personalized experience, perfect for those eager to dig deeper into the town’s Etruscan past and scenic landscapes. Meanwhile, the Cortona: Guided Walking Tour provides a quicker but equally rundown of Cortona’s most iconic sights, along with a rich storytelling element that brings history vividly to life. If you’re wondering which tour best matches your interests and schedule, this guide will help you decide.
We’ve included two top-rated options, each with its own strengths. Whether you want a tailored, in-depth experience or a colorful snapshot of Cortona’s highlights, both tours are excellent choices. Let’s examine what makes each one special.
1. Cortona: 3-Hour Private Walking Tour

At number one on our list, the Cortona: 3-Hour Private Walking Tour offers a more personalized way to explore the Tuscan hilltop town. This private tour lasts about three hours and promises an intimate look at Cortona’s most notable sites, including its cathedral, which is a highlight for many visitors. You’ll learn about Cortona’s ancient Etruscan roots—a subject that the guide weaves into the narrative seamlessly, giving you a richer understanding of the town’s layered history.
What sets this tour apart is its focus on discovering the town’s fabulous landscapes as well as its historical sites. The guide’s depth of knowledge and ability to tailor the experience to your interests make this a top pick for travelers who value personal attention and detailed storytelling. It’s particularly well-suited for those who want a flexible itinerary and a more relaxed pace. The reviews reflect its popularity, with a high rating of 4.9 out of 5 from 13 reviews, praising the guide’s friendliness and expertise.
Bottom Line: If you seek a private, immersive experience with a focus on the Etruscan past and scenic views, this tour delivers in all respects.
2. Cortona: Guided Walking Tour

For about two hours of engaging sightseeing, the Cortona: Guided Walking Tour hits the mark. This tour offers a well-rounded introduction to Cortona’s main attractions, starting at Piazza Garibaldi and covering highlights like the Palace of the Captain of the People, the Town Hall, and Piazza Signorelli, named after the Renaissance painter. It also includes visits to the Piazza del Duomo and the Girifalco Fortress, giving you a sense of both the historical and architectural richness of the town.
What makes this tour stand out is its detailed itinerary, with stops at significant sites such as Porta Bifora and the fortress, providing a rundown in a short time. The guide speaks multiple languages—English, German, French, Italian, and Spanish—and the tour is wheelchair accessible, making it inclusive for many travelers. The fact that it received a perfect 5-star rating from five reviews shows how well it resonates with visitors. The tour is especially good for travelers who want a thorough but time-efficient introduction to Cortona.
Bottom Line: If you’re limited on time but want a structured, engaging overview of the town’s key sights and stories, this guided tour is a strong choice.
How to Choose
When deciding between these tours, consider your interests, schedule, and budget. The private tour (see details here) suits those who prefer a tailored experience, perhaps if you’re passionate about Etruscan history or want to explore at your own pace. The guided tour (see details here) is ideal if you have limited time but want a comprehensive, well-organized introduction.
Think about your walking comfort—both tours involve some uphill sections, typical of Cortona’s terrain. For travelers interested in more cultural insights or a leisurely, personalized walk, the private tour is worth the extra cost. If your priority is hitting the highlights with a lively guide and learning about Cortona’s Renaissance art and architecture, the group-guided tour fits perfectly.
Booking early is advisable, especially in peak season (spring and summer), when Cortona’s narrow streets fill up with visitors. Check availability and consider combining a walking tour with visits to local cafes or a meal in one of the town’s scenic squares.
Final Thoughts
Cortona offers a range of walking experiences tailored to different interests and schedules. The Private 3-Hour Tour really shines for those wanting a personalized, in-depth exploration of its Etruscan past and stunning vistas. Meanwhile, the Guided Tour gives a lively, comprehensive look at key sights, perfect for a quick but meaningful visit.
For travelers who love history and want detailed storytelling, the private tour is an excellent choice. If you prefer a more structured overview with a lively guide, the group tour will serve you well. Either way, booking early will help you secure your spot in this charming Tuscan town.
Getting out on foot is by far the best way to absorb Cortona’s charm, so choose the tour that best fits your style and enjoy wandering through one of Tuscany’s most picturesque towns.


