TUSCANY
Most booked first.
Our shortlist of the 10 most-booked guided tours around Siena, ranked by what travellers actually rated. Who runs them, how long they take, what they cost.
Siena’s Duomo complex in one pass: crypt, baptistery, Piccolomini Library, museum, audio guide, and the Facciatone viewpoint for 3 days.
“A wonderful way to soak up the atmosphere created by Centuries of Art, Culture, History, Devotion and Faith, even if one is not particulary religious. It helps put our own Times in perspective. Highly recommended.”
Small-group Brunello day trip from Siena to Montalcino: 3 winery tastings, a family lunch, medieval town time, and Sant’Antimo Abbey.
“Our guide Marco was so friendly and kind. He told us a lots of useful information of Montalcino wine. And sight seeing was also wonderful”
Guided walk through Siena’s Piazza del Campo, palazzi, and Duomo art with Palio context. Cathedral ticket included for $34.
Walk Siena with a private local guide, get a custom route, photo stops, and solid museum planning help, plus the Palio context.
Guided half-day hike from Siena to Monteriggioni on the Via Francigena, with wine tasting and bus return.
Siena small-group winery tour at Azienda Agricola La Lastra: vineyard walk, cellar lessons, and tasting 5 organic wines with olive oil and seasonal pairings.
“We had a wonderful experience on the wine and dinner tour! Our guide, Myia, was incredibly informative about wine and the production process—she clearly knows her craft and shared her knowledge in such an engaging and entertaining way. The food provided was absolutely delicious and paired perfectly with the wines. Myia was also very accommodating,…”
San Giorgio a Lapi guided wine cellar tour with tastings and Tuscan lunch in the hills near Siena; small group, English.
“Beautiful day with a very nice and informative tour guide. The food and wine was perfect. I believe we were very fortunate because we were the only two people there that day and they still gave us the tour with the tastings. I would definitely return at some point when I make it back to…”
Play Siena’s Medieval Power Quest on your phone, solve 9 puzzles at your pace, and see Duomo, Campo and Fonte Gaia.
“Finally got the Questio app to load but the quest never showed. I called the +40 number listed for "Help" but no one answered. Having spent more than 30 minutes trying to get it to work my family decided to go ahead and explore on our own.”
Discover Siena in about 1 hour on a guided walk from San Domenico to Piazza del Campo, with optional Duomo entry and museum stops.
“Helena was great and we learned a a lot about the history of Siena. She was patient and lots of fun. We thoroughly enjoyed the whole experience!!!”
A budget-friendly, self-paced audio walk through Siena’s medieval highlights, with local restaurant tips and optional cathedral-area tickets.
“This was a good way to take in Siena. However, there needs to be warnings about the steep climbs and descents on the route, and possible alternative routes or suggestions where a taxi might hit be a good choice for less able-bodied folk. I made it fine because I’m in pretty good shape for a…”
