TUSCANY · DESTINATION
Most booked first.
Our shortlist of the 4 most-booked underground & medieval siena tours around Siena, ranked by what travellers actually rated. Who runs them, how long they take, what they cost.
Private 2–3 hour walking tour of medieval Siena with a licensed guide: Palio stories, St Catherine relics, and Duomo secrets.
“We had a lovely day with Barbara! Learned so much but not too much. Pleasant and highly knowledgeable. There is a lot to Sienna and we would have missed so much. Highly recommend!”
Sip top Tuscan reds in a 600 BC medieval cave under Siena, paired with pecorino and snacks, guided by an English-speaking sommelier in 1h15.
“It was an excellent wine tasting event. We tried 4 different wines that were superb. Esther was very knowledgeable and engaging to be with.”
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.”
Sip Brunello and Chianti underground in Siena’s Etruscan cave with a professional sommelier. Private group, 1 hour, $88.
