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.
“Absolutely the best and Julianna was not only a wonderful guide but also driver, interpreter, and full of information for the area and process. Highly recommend this tour.”
A full-day escorted tour from Florence featuring San Gimignano, Monteriggioni, Siena, and a Chianti winery lunch with wine tasting.
“I signed up for this tour (Viator)months ago and the tour was advertised as a small group (English) and it would end at about 2. But it seems that that is not what the tour provider (3rd party) was offering. What we got is about 80 people English/spanish an all day event. Got back at…”
Vespa through Chianti from Siena with wine tasting, vineyard cellars, and quick hill towns. Driver or passenger options.
“When our group of 9 arrived there weren’t enough scooters for everyone! They charged $260 more, then had each of us “take a test drive” for 4 minutes only to tell us NO you cannot ride. What a scam! Lunch was at a low rate winery. NOTHING was as it said when I booked this…”
Small-group Brunello day trip from Siena: two boutique wineries, cellar tours, medieval Montalcino, and a wine-paired lunch.
“The tastings and views were amazing. Very knowledgeable staff at the wineries provided a terrific introduction into rossos, Brunellos, and other wines produced in the Montalcino region.”
A 2.5-hour Siena walk with organic gelato, underground wine stories, sparkling tastings, and lunch with Chianti for small-group value.
“Off the beaten track….where locals find the best pasta,gelato and vino. Ancient tomb attached to an enoteca. Minimal historical information but learn about the 17 contrada and life as a resident Guide Morad 5 STARS”
Full-day Montepulciano wine tour with two tastings, a 3/4-course lunch, and door-to-door pickup. Small group, English driver.
“Niccolo did an excellent job guiding us through the tour. The Brunello wineries were excellent and we really enjoyed the stop in Pienza with and excellent cheese tasting. The winery in Montepulciano was interesting. They took us down through the cellar which was very impressive to a set of tables for lunch. The wines at…”
Two Chianti tastings and a wine-paired lunch, plus medieval San Gimignano, with round-trip pickup from Siena or Florence.
“This was such a great experience to see the vineyards and taste the wine of Chianti. We absolutely love love loved our driver and tour guide who made our day completely amazing and special. Thank you to you, Camilla!!! She answered all oRead more”
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.
“We took the local bus followed by a scenic walk to this beautiful location. The guide was very knowledgeable and the tour felt in no way rushed. The lunch was absolutely delicious, and the wine exquisite. The tour guide, Giuseppe, was also the sommelier; and he must be a good one, as his descriptions of…”
Drive a vintage Fiat 500 from Siena through Chianti hills to Monteriggioni, then enjoy a winery lunch with wine tasting.
“All! The Fiat and Vespas and two guides. All friendly and created a great time. GREAT JOB!! Route was scenic and explanation of where we were and wine tasting and food were very well thought out.”
E-bike through Chianti from Siena, visit 13th-century Monteriggioni, then enjoy a farm lunch with wine and olive oil.
“We ended up with a private tour as the other participants did not turn up. Great experience cycling through the Chianti vineyard region.”
