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Discover Siena’s hidden gems on a 2.5-hour walking tour, sampling local wines, sweets, and gelato, guided by passionate locals for an authentic experience.
Exploring Siena through its winding streets, secret corners, and local flavors offers a refreshing perspective on this Tuscan treasure. This 2.5-hour tour, led by passionate Siena-born guides, combines cultural storytelling with delicious tastings, making it a fantastic choice for travelers craving an authentic, food-filled experience.
What truly stands out is how the guides, like Sandra and Jacapo, bring their hometown to life with stories and insights only locals can share. The opportunity to sample Ricciarelli, Il Bacio Gelato, and local wines while wandering lesser-known spots sets this tour apart from more typical sightseeing routes.
A possible consideration? Since it’s a walking tour, comfortable shoes are a must, especially if you plan to explore Siena’s cobblestone streets. Also, the focus on food and local secrets makes it ideal for those interested in culinary delights and hidden histories, rather than comprehensive historical tours. This experience is perfect for anyone who wants to see Siena from a fresh angle, combining bites with stories, all led by friendly, knowledgeable locals.


If you enjoy exploring Siena on foot, these walking tours might also suit your style
This walking tour promises a lively blend of culture, history, and flavor, all wrapped into just two and a half hours. Guided by passionate Siena locals, such as Sandra or Jacapo, the tour ensures an intimate and genuine connection to the city’s hidden charms. It’s designed for curious travelers who prefer authentic storytelling to dry historical recitations, offering a chance to learn about Siena’s lesser-known stories and legends while sampling some of the best local treats.
You’ll start your adventure in front of Palazzo Salimbeni/Spannocchi, a site easy to find and central enough to set the tone for your exploration. The tour ends back at the same point, making logistics straightforward. With a duration of 2.5 hours, it balances enough time to absorb Siena’s atmosphere without feeling rushed or overly lengthy. Given the walking involved, comfortable shoes and clothes are a must – think cobblestones and Tuscan sunshine.
One of the most appealing aspects of this tour is its focus on secret spots known only to residents. Think hidden piazzas, historic shops, and corners that don’t typically feature on mainstream itineraries. These places are often overlooked by travelers but are packed with character and stories. It’s a chance to see Siena like a local, away from the crowds, while feeling the genuine pulse of the city.
The tastings are a central part of the experience. Guests can expect at least three stops, where they’ll sample:
According to reviews, Sandra’s presentation throughout the walk was both informative and engaging, emphasizing her love for her hometown and her deep knowledge of the city’s stories. Reviewers have appreciated the intimate, story-rich approach, with one noting, “Sandra did a wonderful presentation throughout the walk. She loves her community and is very knowledgeable about Siena.”
The success of this tour largely hinges on the guides’ passion and local knowledge. It’s clear from reviews that Sandra and Jacapo are more than just tour leaders—they’re storytellers who bring Siena’s history alive. Their insights include curiosities and legends that only residents might know, making the experience more personal and memorable.
Priced at $74.02 per person, this tour offers a well-rounded package: guided exploration, multiple tastings, and access to hidden parts of Siena. When you consider the costs of individual tastings at local shops, along with the value of a knowledgeable guide who adds context to each stop, it’s quite reasonable. You’re paying for an insider’s perspective, local hospitality, and a curated experience that’s both fun and educational.
You’re likely to encounter a relaxed, friendly atmosphere where questions are encouraged. The route will take you through less crowded streets and secret corners, giving you a more genuine feel of Siena. The stops for tastings are thoughtfully selected, ensuring a variety of flavors that showcase Siena’s culinary identity.
The tour is suitable for most travelers, but comfortable shoes are a must due to cobblestones and walking. The guide speaks both English and Italian, making it accessible to a broad audience. No transportation is provided, and the tour does not include hotel pick-up or drop-off, so plan accordingly if you’re staying outside the city center.
Booking is flexible—if your plans change, you can cancel up to 24 hours in advance for a full refund. You can also reserve your spot without paying upfront, allowing for easy planning.

This experience is ideal for food lovers and culture seekers who enjoy stories behind the places they visit. It’s perfect for travelers looking for an authentic taste of Siena, away from the typical bus tours. If you like discovering hidden spots and savoring local specialties in good company, you’ll find this tour rewarding.
It’s not suited for those seeking a comprehensive history or art-focused experience, as the emphasis here is on local secrets, flavors, and stories. Also, those with mobility issues should be aware of the walking involved in cobbled streets.

This walking tour offers a charming, personalized exploration of Siena that balances storytelling with delicious tastings. The local guides, like Sandra and Jacapo, elevate the experience with their genuine passion and insider knowledge, making every stop feel special. The combination of hidden gems, local delicacies, and intimate storytelling makes this a memorable way to see Siena beyond the usual tourist spots.
For travelers eager to connect with Siena’s authentic spirit through its food, secrets, and stories, this tour delivers genuine value. It’s particularly ideal for those who appreciate a laid-back, friendly atmosphere and the chance to learn firsthand from locals who love their city.
“We loved Sandra our guide. She is a native to Siena and was informative about the city, and the tastings we had were wonderful! She was very knowle…”
How long is the tour?
The tour lasts approximately 2.5 hours, giving a relaxed pace to explore Siena’s hidden spots while enjoying tastings.
Where do I meet the guide?
You’ll meet in front of Palazzo Salimbeni/Spannocchi. The guide’s contact details and photo are sent the day before the tour for easy identification.
What’s included in the price?
The fee covers a guided tour by a local, at least three food stops, and water.
Are the tastings suitable for people with allergies?
Yes, just inform the tour provider of any food intolerances or allergies at the time of booking so they can accommodate your needs.
Is this tour accessible for all mobility levels?
Since walking on cobblestones is involved, it’s best suited for those comfortable with walking. No specific accessibility info is given, so check with the provider if needed.
Can I cancel my booking?
Yes, you can cancel up to 24 hours before the tour for a full refund.
Is there an age limit?
The tour is suitable for adults and older children comfortable walking and tasting. Specific age restrictions are not listed.
Can I join the tour if I don’t speak Italian?
Yes, the tour is offered in English and Italian, so English-speaking travelers will find it accessible.
Is it a group or private experience?
It’s conducted in a group setting, but with an intimate size ideal for personal interaction and questions.
What should I wear?
Comfortable shoes and clothes suitable for walking on cobblestone streets and outdoor weather are recommended.
In summary, this Siena walking tour is a fantastic blend of local storytelling, authentic flavors, and hidden corners. Led by passionate guides like Sandra, it offers a genuine slice of Siena’s soul—perfect for travelers eager to taste, see, and learn in a relaxed, friendly environment. Whether you’re a foodie, history lover, or curious wanderer, this experience promises memorable moments and a deeper appreciation for Siena’s lesser-known treasures.