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Discover Siena's secrets on a 2.5-hour walking tour with tastings of local wines, sweets, and Il Bacio gelato, guided by passionate local experts.

The Walking Tour in Siena with Tastings and Stories offers an engaging way to explore this enchanting Tuscan city. Priced at $74.02 per person and lasting 2.5 hours, this tour combines the pleasure of sampling local wines, sweets, and gelato with uncovering Siena’s hidden corners and fascinating legends. The experience is led by local guides from Thats All Local, ensuring an authentic perspective and insider knowledge.
What makes this tour stand out is its focus on secret and unusual places, often unknown to travelers. It’s ideal for those who appreciate good food, local culture, and stories that bring Siena’s streets alive. The only potential consideration is that hotel pick-up or drop-off is not included, so it works best for travelers already in or near the city center. This tour balances delightful tastings with storytelling, perfect for small groups seeking a personalized experience.
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The tour begins right in front of the Palazzo Salimbeni, a historic building in Siena’s city center. The guide’s contact details and a photo are shared the day before, making the meeting straightforward. Starting here allows an immediate sense of Siena’s history and architecture, setting the tone for the journey ahead.
The walk stays within the heart of Siena, leveraging its compact layout to explore lesser-known streets and corners. Since you end back at the starting point, no transport is needed after the tour, perfect for continuing your exploration independently.

Led by passionate local guides, this tour highlights secret piazzas, historic shops, and unusual spots travelers often overlook. These guides bring Siena’s stories to life, sharing legends and curiosities only known to residents. The personalized approach enhances the authenticity of the experience.
Walking through Siena’s streets, you’ll discover stories behind landmarks that many visitors miss, adding depth to your understanding of the city’s character. The guides’ enthusiasm and local expertise make a meaningful difference, turning a simple walk into a lively storytelling session.

Taste buds get their share of delight on this tour. You’ll enjoy a sweet tasting of Ricciarelli, traditional soft almond cookies typical of Siena. The tour also features the renowned Il Bacio Gelato, offering a delightful break with one of Siena’s best gelato shops.
Along With sweets, the tour includes local wines poured at different stops, giving insight into Siena’s regional flavors. These tastings are carefully curated, ensuring you experience the best of Siena’s culinary traditions in a relaxed, friendly setting.
More Great Tours NearbyYour guide leads you through renowned local patisseries and historic shops, some of which are off the typical tourist trail. These stops allow a closer look at Siena’s culinary craftsmanship, with stories behind each place. Expect to see specialty treats like Ricciarelli, and learn about their significance in Siena’s culture.
Many of these shops are family-run, maintaining traditions passed down through generations. Sampling at these spots offers an authentic glimpse into Siena’s daily life and culinary heritage, making each bite meaningful.
This tour emphasizes lesser-known piazzas and palaces that hold stories often left out of standard guidebooks. These hidden corners reveal the layered history of Siena, from medieval times to modern day.
Walking through narrow alleys and quiet squares, you’ll see architectural details and legends that add richness to the city’s tapestry. The guides are adept at sharing anecdotes that turn ordinary spots into memorable highlights, making every turn of the street an adventure.
The guides, notably Sandra and Jacapo as mentioned in reviews, are praised for their knowledge, enthusiasm, and ability to share stories engagingly. Sandra, being a Siena native, provides an insider’s view that deeply enriches the experience.
Their storytelling is clear and friendly, making complex histories accessible and entertaining. This personal touch ensures that the tour feels less like a lecture and more like a walk with a passionate local friend sharing their favorite stories and secrets.
The tour offers free cancellation up to 24 hours before the start, which adds peace of mind for travelers with flexible schedules. You can reserve your spot without payment upfront, keeping your plans open until the last minute.
This booking approach suits travelers who want the assurance of a confirmed spot while maintaining flexibility. The tour operates with live guides in English and Italian, accommodating a diverse audience.
Participants are advised to wear comfortable shoes and clothes, suitable for walking on cobbled streets and uneven surfaces. Since the tour involves some walking, proper footwear helps keep the experience enjoyable.
It’s also helpful to inform the organizers of any food allergies or intolerances during booking, ensuring tastings are suited to your dietary needs. As the tour is centered around food and storytelling, comfort and safety are key.
This experience best suits food lovers, culture enthusiasts, and those interested in local stories and hidden Siena. It’s perfect for travelers seeking an intimate, small-group tour led by passionate guides. Because it focuses on lesser-known spots and authentic tastes, it appeals to those wanting a genuine look at Siena beyond the typical tourist path.
The 2.5-hour schedule makes it accessible for most itineraries, fitting conveniently into an afternoon of sightseeing. It’s also an excellent choice for visitors who prefer a relaxed pace with plenty of opportunities for questions and tasting.
The $74.02 price point offers good value for an immersive experience combining storytelling, food, and local culture. The small-group format, guided by experts like Sandra and Jacapo, ensures a personalized and engaging encounter with Siena’s less-visible charms.
While it doesn’t include hotel transfers, the meeting point in front of Palazzo Salimbeni is easy to find, making logistics straightforward. The tour’s emphasis on insider stories and authentic flavors makes it an appealing option for anyone curious about Siena’s true character.
For those who appreciate knowledgeable guides, delicious tastings, and discovering uncharted corners of a historic city, this tour provides a memorable, flavorful journey through Siena’s streets.
“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…”
Is the tour suitable for those with food allergies?
You should inform the organizers of any food intolerances or allergies when booking. The guides are happy to accommodate dietary needs where possible.
What languages are available for the tour?
Guides conduct the tour in English and Italian, providing options for a broader audience.
Can I cancel the tour if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund with no penalty.
Is hotel pick-up included?
No, the tour begins at the designated meeting point in front of Palazzo Salimbeni. No transportation is provided.
What should I wear?
Participants should wear comfortable shoes and clothes, suitable for walking on Siena’s historic streets.
How many stops are included?
The tour includes at least 3 food stops, featuring local sweets, wines, and gelato, plus visits to hidden piazzas and shops.
How long does the tour last?
The experience lasts approximately 2.5 hours, making it easy to incorporate into a day’s schedule.
Is this tour good for families or groups?
While suitable for most, the walking and tasting focus are best enjoyed by those interested in food, stories, and light exploration. Small groups ensure a personal experience.
Can I book this tour last minute?
Yes, with the pay later option and free cancellation, last-minute bookings are straightforward and risk-free.