If you’re seeking a way to truly get under the skin of Siena beyond its famous landmarks, this Walking Tour in Siena with Tastings and Stories promises an experience full of flavor, secrets, and local charm. Guided by passionate Sienese locals, this 2.5-hour adventure combines cultural exploration with delicious bites and sips, making it a perfect option for food lovers and curious travelers alike.
From hidden piazzas to secret corners known only to residents, the tour’s highlights include sampling local wines, Ricciarelli sweets, and the famous Il Bacio Gelato. The personal stories and insider tips from guides like Sandra and Jacapo make Siena’s atmospheric streets come alive, offering a much richer experience than simply wandering on your own. The only potential consideration? The tour’s pace means it’s best suited for those comfortable on their feet for a couple of hours, and it doesn’t include hotel transfers.
This tour is ideal if you want an authentic, relaxed way to understand Siena’s culture while delighting in some of its best flavors. Whether you’re a first-timer or a seasoned visitor, you’ll come away with both tasty memories and fascinating insights into this historic city.
Good To Know:

- Authentic Local Experience: Guided by Siena residents, ensuring genuine insights.
- Culinary Highlights: Includes wine, sweets, and gelato tastings—perfect for foodies.
- Hidden Spots: Discover lesser-known corners and stories only locals share.
- Engaging Guides: Well-reviewed guides like Sandra and Jacapo bring the city to life.
- Flexible Tour: 2.5 hours long with multiple stops, including three food tastings.
- Excellent Value: At around $74 per person, combining sightseeing and tastings offers good value.
A Closer Look at the Siena Walking Tour Experience

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The Itinerary and What to Expect
Starting in front of Palazzo Salimbeni/Spannocchi, the tour kicks off with a warm welcome from your guide, whose local expertise sets the tone for the adventure. The meeting point’s central location makes it easy to find and perfect for those arriving by foot or public transport.
From there, the itinerary is designed to uncover hidden gems and unusual spots in Siena’s historic core. Expect to explore secret piazzas and less touristy streets that reveal Siena’s everyday life and stories—places not found in traditional guidebooks. The focus on lesser-known spots means you’ll walk through quiet corners, where you’ll learn about the legends and history that only locals are familiar with. The guides, praised for their knowledge and enthusiasm, bring the city’s stories to life—Sandra, in particular, has been described as both informative and passionate about her hometown.
Food and Drink Tastings
The tour’s culinary highlights are a major draw. You’ll indulge in local sweets like Ricciarelli, a soft almond-flavored cookie that’s a true Sienese specialty. Reviewers like Peggy commented on how wonderful the tastings were, emphasizing the guide’s knowledge about the city’s culinary traditions.
Next, a gelato stop at Il Bacio offers the quintessential Italian treat—rich, creamy, and made with love. The guide may share fun stories behind the gelato’s name and history, adding a layer of cultural richness to your reward.
Wine tastings are also included, allowing you to sample local varieties that reflect Siena’s terroir. The experience isn’t just about drinking; it’s about appreciating the story behind each glass—the grapes, the tradition, the land.
Why Guides Make the Difference
Guests consistently praise the guides’ expertise and friendliness. Sandra, who is a native Siena, is known for her detailed stories and genuine love for her city, which elevates the experience far beyond just the tasting aspect. Jacapo, another guide, was described as delightful and engaging, making the tour both informative and fun.
More Great Thing To Do NearbyThe Atmosphere and Group Size
The tour maintains an intimate vibe, with a small group size that allows for personalized attention and easy conversation. This setup invites questions and offers a relaxed environment for absorbing Siena’s stories and flavors at your own pace.
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Duration, Price, and Practicalities
At 2.5 hours, the tour fits comfortably into a day’s plan, especially for travelers who want a taste of Siena without committing to a full-day outing. The $74.02 price per person includes at least three food stops, water, and the guidance—making it good value considering the amount of local culture, stories, and tastings packed into this brief window.
Note that the tour does not include hotel transfers, so plan your arrival accordingly. The start point is easy to find, and the tour ends back at the same spot, keeping logistical concerns minimal.
Why This Tour Works Well

This experience is especially suited for food lovers and those interested in local stories and secrets. It’s perfect if you want to see Siena from a different perspective—through its hidden corners, delicious bites, and passionate locals. While not a comprehensive sightseeing tour of all major monuments, it offers a personalized and authentic slice of Siena that’s hard to replicate.
Travelers who enjoy relaxed, storytelling-led walking tours will find this a memorable addition to their Siena itinerary. The small group size ensures a friendly, engaging atmosphere, making it easier to connect with guides and fellow travelers alike.
Final Thoughts

This Walking Tour in Siena with Tastings and Stories provides a delightful blend of culinary discovery and cultural storytelling. The guides’ local insights and enthusiasm make the experience richer, ensuring you get a deeper understanding of Siena beyond its famous sights. The combination of hidden spots, tastings of Ricciarelli, local wines, and gelato makes for an engaging and tasty journey.
At around $74, it offers good value, especially considering the quality of the guides and the unique stories shared. The tour is particularly well-suited for those who want to savor Siena’s genuine charm without the rush of larger group tours or commercialized experiences.
If you’re keen to explore Siena’s less touristy sides, learn about its legends and traditions, and enjoy some of the best local flavors, this tour is a fantastic choice.
FAQ
How long is the tour?
The tour lasts approximately 2.5 hours, making it a perfect short activity that still offers plenty of fun, food, and stories.
Where does the tour start?
The meeting point is in front of the door of Palazzo Salimbeni/Spannocchi. You will receive a guide’s contact details and picture the day before the tour.
Does the tour include hotel pickup?
No, hotel pickup and drop-off are not included. Guests are responsible for arriving at the meeting point.
What is included in the price?
The price covers a guided tour by a local, at least three food stops, and water. Tastings include sweets (Ricciarelli), gelato, and wine.
Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund, giving you flexibility if your schedule shifts.
Is this tour suitable for all ages?
While it’s not explicitly stated, the walking and tasting nature makes it suitable for most ages, provided you’re comfortable walking for 2.5 hours.
This Siena tour offers a really authentic and flavorful way to get to know the city. Its combination of hidden sights, engaging storytelling, and local tastings makes it a memorable experience for anyone eager to see Siena through a more personal lens.
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