Explore Siena’s Historic Alleys and Iconic Squares

This Siena walking tour with lunch and Chianti wine offers an engaging 2.5-hour stroll through one of Tuscany’s most captivating cities. Starting from in front of HOTEL NH SIENA, the guide leads you through medieval streets, hidden alleys, and bustling piazzas, giving a true local perspective on Siena’s atmosphere. The tour includes visits to Piazza del Campo, Piazza Salimbeni, and Piazza Tolomei, each revealing parts of Siena’s history and lively daily life.

What makes this experience truly special is the chance to walk off the beaten path into secret medieval alleys, often overlooked by travelers. These narrow streets and historic squares showcase Siena’s well-preserved architecture and vibrant community spirit. The small group size, capped at 12 people, ensures personalized attention and a cozy atmosphere for discovering the city.

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Savor Authentic Siena Food and Local Wines

During this tour, participants enjoy tasting some of Siena’s most beloved foods. You’ll sample pecorino cheese, homemade pasta, and ricciarelli, a traditional Italian cookie. These food stops are set within traditional shops and family-run osterias, offering a genuine taste of local cuisine.

The wine tasting features Chianti, a renowned regional wine, along with Vernaccia, a crisp white wine. The guide introduces you to these wines, explaining their significance in Siena’s culinary culture. For those with dietary preferences, vegetarian options are available, ensuring everyone can enjoy the food experience.

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Visiting Siena’s Historic Landmarks and Panoramic Views

The tour highlights Siena’s most recognizable sights, including a panoramic view over the Cathedral and several historic squares. You’ll see Piazza Salimbeni, home to Siena’s oldest bank, and Piazza del Campo, famous for its shell shape and the Palio horse race.

The guide shares stories behind these landmarks, helping you understand their importance in Siena’s history. One of the tour’s favorite moments is the spectacular view of the old town, which offers a perfect photo opportunity and a sense of the city’s medieval grandeur.

Indulge in Awarded Gelato and Italian Delicacies

A highlight of the experience is sampling three flavors from an award-winning gelato shop. The gelato tasting provides a sweet break during the walk, with flavors carefully chosen to complement the local theme.

Along With gelato, the tour often includes stops at delis and cafes where you can try truffle paste, cheeses, and wines. These food and drink stops are designed to give a taste of Siena’s culinary craftsmanship and family traditions.

The Guide: Personalities and Local Knowledge

This tour is led by live English-speaking guides known for their knowledgeable, friendly, and engaging style. Testimonials praise guides like Angela and Anne for their warmth and storytelling ability, which enhances the overall experience. Guides go above and beyond to accommodate guests, even if schedules are disrupted by late taxis or other unforeseen issues.

The guides also share myths, legends, and secrets of Siena, making the walk both informative and entertaining. Their expertise helps visitors understand the city’s medieval history as well as its modern-day culture.

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Logistics: Meeting Point and Group Size

The tour departs from Hotel NH Siena, with clear directions provided via Google Maps coordinates. The small group format, with a maximum of 12 participants, ensures a more intimate and relaxed atmosphere. This is ideal for those who prefer personalized attention and the chance to ask questions directly to the guide.

This tour is available in English, with rain or shine confirmation, allowing for flexibility regardless of weather. It does not accommodate wheelchair users, people over 70, or pregnant women, due to the walking nature of the experience.

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Overall Value and What Sets It Apart

Priced affordably for the experience, this tour offers a perfect balance of historical sightseeing, food tasting, and wine sampling. The inclusion of a lunch with Chianti wine and gelato tasting elevates the typical walking tour into a full sensory adventure.

What truly distinguishes this experience is the combination of exploration and tasting, guided by knowledgeable locals who bring Siena’s stories to life. The small group size ensures a relaxed pace, allowing for more personalized interactions and spontaneous discoveries.

Who Will Enjoy This Siena Tour?

This experience appeals most to food lovers, wine enthusiasts, and history buffs eager to see Siena through a local lens. It’s ideal for travelers seeking an intimate, relaxed introduction to the city’s most beautiful spots and culinary traditions.

While the tour does not include major sights like the Siena Cathedral itself, it compensates with authentic food stops, panoramic views, and secret alleys that reveal Siena’s true character.

Final Notes on the Siena Walking Tour with Lunch & Chianti Wine

The 4.8 out of 5-star rating based on 14 reviews reflects strong satisfaction, especially praising the friendly guides, delicious food, and engaging storytelling. Reviewers appreciate the variety of tastings and the authentic local atmosphere.

The tour offers a convenient, enjoyable way to explore Siena, combining history, cuisine, and scenic views in just two and a half hours. It’s a well-rounded experience perfect for those wanting an authentic taste of this medieval city, with the added bonus of a small, friendly group.

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Siena walking tour with lunch & Chianti wine

4.8

(14)

Frequently Asked Questions

How long does the tour last?
The tour lasts 2.5 hours, including tastings and sightseeing.

Where does the tour start?
It begins in front of HOTEL NH SIENA, with the guide standing outside. Typing Hotel NH Siena into Google Maps helps locate the meeting point.

What foods and drinks are included?
Participants taste pecorino cheese, homemade pasta, ricciarelli, and three flavors of gelato. Wines include Chianti and Vernaccia, with vegetarian options available.

Is the tour suitable for children or those with mobility issues?
The tour is not suitable for wheelchair users, people over 70, or pregnant women because of the walking involved.

Can I cancel the tour?
Yes, full refunds are available if canceled 24 hours in advance.

What should I wear or bring?
Comfortable walking shoes are recommended, and an umbrella if rain is forecast, as the tour proceeds rain or shine.