This walking tour offers a truly local take on Siena, far beyond the postcard views. With your host, you’ll explore hidden chapels, medieval backstreets, peaceful gardens, and the living traditions of the Palio and contrade. Whether you're tracing the path of a district rivalry, admiring Gothic architecture, or sipping wine in a tucked-away enoteca, this is your chance to explore like a local, not a tourist.
After booking, you’ll receive a short questionnaire to share your interests and travel style. Based on your responses, you’ll be matched with a like-minded host who will contact you directly to suggest a personalized itinerary. You’ll agree on a meeting point and time, and your route can adapt throughout the day based on what captures your interest.
Duration: 2 hours
Pickup included
See Siena through the eyes of someone who lives and loves it—wandering quiet lanes, historic squares, neighborhood fountains, and hidden altars. This isn’t a scripted tour; it’s a flexible, personalized experience shaped around you. Before your walk, your host will reach out with a short questionnaire to understand your interests—whether you're drawn to sacred art, medieval architecture, local food, or peaceful viewpoints. Here are some places you might explore:
Begin in Siena’s dramatic, shell-shaped square—home to the Palio horse race and centuries of civic life. Your host will share how this iconic space captures the spirit, rivalry, and unity of Siena’s historic districts.
Pause at this ornate Renaissance fountain, where sculpted panels once celebrated abundance and innovation. In a hilltop city, Fonte Gaia is more than a monument—it’s a symbol of survival, pride, and ingenuity.
Choose to be picked up from a list of locations
When booking, please select your preferred meeting point from the list provided—either your hotel (if it's listed) or the central landmark. If your hotel isn’t on the list, simply select the central landmark option. Once you’ve booked, our Experience Planners will get in touch to confirm the meeting point and help with any final details to ensure a smooth and enjoyable start to your personalized tour. NO private vehicle is included, this is a private walking experience.. For longer distances, your host may suggest using public transport. Any transport costs can be settled on the day.
Once you've booked your experience, your local host will personally reach out to tailor the adventure to your interests. Whether you're seeking authentic food spots, cultural insights, or hidden gems, we ensure your journey is immersive, personalized, and uniquely yours, transforming your tour into a meaningful connection with the city.