If you’re planning a trip to Tuscany and want to uncover Siena beyond the typical tourist spots, this digital guide experience offers a flexible, authentic way to explore the city through the eyes of a local. For just $6 per person, you get a self-guided tour that covers Siena’s main monuments, interesting anecdotes, hidden curiosities, and some of the best local eateries. It’s a fantastic option for travelers who prefer to craft their own adventure without the constraints of a group or rigid schedule.
What I really like about this experience is how it combines independent exploration with insider knowledge. First, it’s affordable and accessible—after all, for just a few euros, you get a wealth of information and guidance. Second, the ability to start anytime means you can fit it into your schedule, whether you’re arriving in Siena early or late, avoiding the rush of traditional tours. One thing to keep in mind is that the tour is entirely online, so a reliable internet connection and a charged phone are essential. The only caveat? If you’re not comfortable walking around a city with a smartphone, this might not be your best fit.
While it’s designed to give you freedom and flexibility, some travelers might find the lack of a physical guide or small group a bit isolating, especially if they enjoy more structured tours. Still, the positive reviews highlight how responsive the guide’s creator, Matteo, is—answering WhatsApp queries and providing extra tips adds a personal touch that’s hard to match. This digital tour stands out for its authentic, local flavor and cost-effectiveness.
Key points / Takeaways

- Affordable and flexible: For just $6, it offers a detailed self-guided tour that you can start anytime within the booked day plus two extra days.
- Authentic local insights: Created with a local, the guide shares curiosities, anecdotes, and fun facts you won’t find in standard guidebooks.
- Customizable pace: You decide what to visit and how long to linger, perfect for those who want to blend sightseeing with relaxing over food or views.
- Includes practical tips: Recommendations for the best local restaurants and must-see monuments ensure you enjoy genuine Tuscan cuisine and culture.
- User-friendly: The itinerary links with Google Maps make navigation straightforward, and the audio guides in multiple languages enhance accessibility.
- Ideal for independent travelers: Best suited for those comfortable with smartphones, walking, and exploring at their own speed.
How the Experience Works and What to Expect

This digital guide is designed for travelers who want to explore Siena on their own terms. Once you purchase the experience, you receive a link and password to access a comprehensive itinerary, connected via Google Maps. You don’t meet a physical guide; instead, your phone becomes your personal guidebook, offering audio commentary, tips, and local stories at each stop.
One of the things I love about this approach is the flexibility. You can start the tour anytime—morning, afternoon, or evening—based on your schedule. The tour is valid for one day, with two extra days to use the same link, so you’re not pressured into rushing through Siena. It’s perfect if you’re a slow traveler, want to revisit certain spots, or like to combine sightseeing with leisurely meals.
The tour guides you through Siena’s main monuments, including Piazza del Campo, the Duomo, and other historic sites, but it’s also rich with curiosities—quirky facts and legends that bring the city to life. According to reviews, guides like Matteo are responsive and willing to answer questions via WhatsApp, adding a personal touch. The content is designed to be engaging without overwhelming, giving just enough context and storytelling to keep your interest piqued.
Loving the local insights? Here are more guided experiences we recommend in Siena
What’s Included and What You’ll Need

For the price, you get a digital guide, itinerary linked to Google Maps, and an audio guide available in English, Spanish, or Italian. Plus, you get tips on monuments, eateries, and personal anecdotes, which give a local flavor to your experience. The guide also suggests the best restaurants for authentic Tuscan food—an invaluable addition for food lovers.
All you need are a smartphone with internet access—no offline mode is available—and some energy for walking about 4 km. The tour is wheelchair accessible, making it inclusive for most visitors. Entrance fees to monuments are not included, so if you choose to go inside specific sites, you’ll need to purchase tickets separately.
The Itinerary: A Walk Through Siena’s Heart

Starting from a convenient point (which you can choose based on your arrival), the guide leads you through Siena’s most iconic sights. The Piazza del Campo is a highlight—stunning and lively, it’s the beating heart of Siena. One reviewer, Federica, mentioned how the guide helped her discover additional curiosities about the square, making her visit richer.
Next, you’ll explore the Duomo, a masterpiece of Italian Gothic architecture. While entrance fees aren’t included, the guide points out key features and shares funny anecdotes, like legends behind certain sculptures or details about the Piccolomini Library. The guide also highlights lesser-known spots, such as quaint alleys and hidden viewpoints, perfect for those wanting something more than just the usual tourist fare.
Throughout the walk, you’ll hear stories and trivia—like local legends and interesting facts about Siena’s medieval rivalry with Florence. Multiple reviews praise how engaging and informative the narration is, with Federica noting, “Matteo was really reactive on WhatsApp to give me extra tips.” It feels more like having a knowledgeable friend showing you around than a generic app.
Food and Local Culture: Tasting Siena

One of the most delightful parts of this tour is the recommendation for local restaurants. The guide shares tips on where to find authentic Tuscan dishes and tapas—ideal for those who love to indulge in regional flavors. You’ll discover where locals eat, avoiding tourist traps, and learn about Siena’s culinary specialties.
The focus on food makes this experience particularly appealing for travelers who want to savor Siena’s gastronomic traditions. As one reviewer pointed out, the guide not only points out beautiful sights but also extra curiosities about the city’s food culture, enriching your visit.
Pros and Cons

Pros:
– Incredible value for money at just $6.
– Complete freedom to explore at your own pace.
– Personalized tips from a local, including restaurant recommendations.
– Responsive support from the guide, which can be reassuring.
– Accessible and suitable for most mobility levels.
Cons:
– Needs internet connection; no offline mode available.
– You must trust your navigation skills—there’s no physical guide.
– No entrance fees included, so some sites may incur additional costs.
Who Will Love This Tour?

This digital guide is perfect for independent travelers who enjoy flexibility and self-guided exploration. If you’re comfortable with smartphones and want to avoid large groups, you’ll appreciate the ability to craft your own Siena experience. It’s especially suited for those interested in local stories and curiosities, as well as food lovers eager to find authentic restaurants.
However, if you prefer guided commentary with a small group or structured itineraries, a traditional tour might suit you better. Also, travelers not comfortable with walking or those without reliable internet might find the experience less convenient.
Final Thoughts

For just a handful of euros, this self-guided digital tour offers a surprisingly rich and authentic way to experience Siena. It’s like having a friendly local companion guiding you through the city’s most important sights, sharing stories, tips, and secrets along the way. The ability to pause, explore, and indulge at your own pace makes this a compelling choice for travelers who value independence and local flavor.
If you’re someone who loves discovering hidden gems, tasting regional food, and avoiding the crowds, this experience will fit like a glove. The responsive support from Matteo and the authentic insights really help elevate what could otherwise be a standard sightseeing tour into a memorable, personalized adventure.
In essence, it’s a clever, cost-effective way to enjoy Siena like a local — relaxed, informed, and genuinely immersed in the city’s unique charm. Whether you’re in Siena for a day or a couple of days, this digital guide will help you make the most of your visit.
FAQ

Is this tour suitable for all ages?
Yes, as long as you’re comfortable walking and using your smartphone, it’s suitable for most ages. It’s a flexible experience that allows you to go at your own pace.
Do I need to download anything?
No downloads are necessary. You’ll access everything via a link and password sent after purchase, with the itinerary connected to Google Maps.
Are entrance fees to monuments included?
No, entrance fees are not included, so if you wish to go inside specific sites like the Siena Cathedral, you’ll need to buy tickets separately.
Can I start the tour from anywhere in Siena?
Yes, you can activate the guide before arriving or start from a different point in the city that’s most convenient for you. The itinerary is flexible.
How much walking is involved?
You’ll walk about 4 km, which is manageable for most travelers. The tour is designed for casual strolling through the historic streets.
What support do I get if I have questions?
You can contact the guide via WhatsApp for extra tips or questions. Many reviews highlight how responsive Matteo has been.
Is this experience wheelchair accessible?
Yes, the tour is wheelchair accessible, making it inclusive for most visitors.
To sum it up, this Siena digital guide offers a practical, affordable way to explore Tuscany’s jewel city. Its blend of authentic stories, local tips, and flexibility makes it ideal for independent travelers who want a deeper, more personal connection with Siena. It’s perfect for those eager to discover the city’s hidden charms without the constraints of traditional tours—simply, freely, and at your own pace.
More Guided Tours in Siena
- Siena: Guided Walking Tour with Cathedral Entry
- Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
- Tuscany: Self-Guided Video Tour with World’s Top Experts
- Siena: Guided Tour of the City and Cathedral in Italian
- Siena: Guided visit of the city in German
- Siena: Half-day Guided Hike to Monteriggioni
More Tours in Siena
- Siena: Chianti Classico Guided Cycling Tour
- Siena: private tour of the treasure chest of Tuscany
- From Siena: Chianti and San Gimignano Sunset Tour
- Florence: Siena, San Gimignano and Chianti Small Group Tour
- Siena: Duomo di Siena Private Guided Tour
- Private Tuscany Tour to Siena and San Gimignano with Lunch
More Tour Reviews in Siena
- Siena: Walking Tour and Skip-the-Line Duomo Tickets
- Shore excursion from Livorno to Siena and San Gimignano
- Val D’orcia Pienza: Montalcino Private Hot Air Balloon Ride
- From Siena: San Gimignano, Chianti, and Montalcino Day Trip
- Siena and San Gimignano Tour by van from Lucca or Pisa
- Siena: Horseback Riding Tour in the Tuscany Countryside
Not for you? Here's more things to do in Siena we have recnetly reviewed
- Siena: Traditional Tuscan Cooking Class with Fresh Pasta
- Siena: Tour and Wine Tasting in a Tuscan Private Castle
- Siena: Educational Wine Tour & Tasting
- Montepulciano: Cinta Senese Tour With Food Tasting
- Walking Tour in Siena with Tastings and Stories
- Siena: Dinner with wines and typical dishes in a secret cave
- Florence: Pisa, San Gimignano & Siena Tour with Lunch Option
- Siena: Pasta-Making Class at a Local’s Home
- Pisa, San Gimignano & Siena: A Full-Day Tuscany Adventure
- Siena: Sensory wine lesson, a unique blindfolded experience
- Family Cooking Class: Pizza and Tiramisù from Siena
- Wine Experience in an Organic Chianti Winery
