TUSCANY
Most booked first.
Our shortlist of the 10 most-booked lunch experiences around Siena, ranked by what travellers actually rated. Who runs them, how long they take, what they cost.
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”
A full-day escorted tour from Florence featuring San Gimignano, Monteriggioni, Siena, and a Chianti winery lunch with wine tasting.
“Martha was the host, she was great! She always had lots of info for each place we visited. Such nice towns we visited. Love the area! Would recommend the tour.”
Vespa through Chianti from Siena with wine tasting, vineyard cellars, and quick hill towns. Driver or passenger options.
“The tour itself was great. However, a Fiat 500 in our group was having mechanical issues, and we spent a large part of the tour waiting on the road for the car to be exchanged. This led to us missing all of our stops except the one at the vineyard. The vineyard was great, anRead…”
Small-group Brunello day trip from Siena: two boutique wineries, cellar tours, medieval Montalcino, and a wine-paired lunch.
“Excellent from start to finish. Everything was on time and lots of good wine to buy to send home. So much fun!”
A 2.5-hour Siena walk with organic gelato, underground wine stories, sparkling tastings, and lunch with Chianti for small-group value.
“Our tour guide Mohad was incredibly knowledgeable, not only about Siena’s history but also about all the food, wine and gelato places. Some of them truly hidden gems!”
Full-day Montepulciano wine tour with two tastings, a 3/4-course lunch, and door-to-door pickup. Small group, English driver.
“We had a great tour of two wineries and our driver Patrizio was very prompt and professional .”
Two Chianti tastings and a wine-paired lunch, plus medieval San Gimignano, with round-trip pickup from Siena or Florence.
“What a wonderful and unforgettable day in Tuscany. Stefan picked us up near our hotel in Siena in his spacious, comfortable van and with two other couples set out on a day we will not soon, if ever forget.”
A 2.5-hour San Giorgio a Lapi winery tour in Chianti: vineyard walk to the Chiesetta di San Giorgio, wine tasting, and Tuscan lunch.
Drive a vintage Fiat 500 from Siena through Chianti hills to Monteriggioni, then enjoy a winery lunch with wine tasting.
“Of course, 1960s Fiat makes for an interesting challenge…and yes you can smell gas, but we LOVED this experience! The guide and other guests were so much fun. We bonded over laughs and poking fun at some lackluster driving moments, but this made for an experience we’ll never forget! The scenery, towns and wineries were…”
E-bike through Chianti from Siena, visit 13th-century Monteriggioni, then enjoy a farm lunch with wine and olive oil.
“Dom was a fantastic guide. The E bikes were great quality, the ride was beautiful and scenic and the winery experience was so lovely. The Wine maker was knowledgeable and friendly and Dom gave us lots of interesting facts and laughs throughout the day about the Tuscany Region. Perfect day out! Did I say the…”
