TUSCANY
Most booked first.
Our shortlist of the 10 most-booked tuscan winery tours around Siena, ranked by what travellers actually rated. Who runs them, how long they take, what they cost.
Florence to Siena, San Gimignano, and Chianti in one full day with guided history, five wine tastings, and a Tuscan lunch.
“Great experience, Lyla was a great guide. Very well coordinated and overall very fun!”
Small-group Brunello trip from Siena with 3 winery tastings, free time in Montalcino, Sant’Antimo abbey, and a hearty included lunch.
“We had a BLAST! Daniele is so knowledgeable and funny, and took us to 3 absolutely amazing wineries! Highly recommend”
2-hour organic Chianti Classico tour at Fattoria di Montemaggio with a vineyard-and-cellar walk, tasting course, snacks, and optional grappa.
“This tour was amazing! I can’t say enough good things about this place! The tour was rich with knowledge of the winery itself and the history behind the region and the wine. We can’t wait to share our experience with our friends back home as well as the wine we will be purchasing from them…”
Small-group Brunello day trip from Siena to Montalcino: 3 winery tastings, a family lunch, medieval town time, and Sant’Antimo Abbey.
“Exceeded our expectations! Amazing wines and amazing food! They fed us and wined us all day. Each vineyard was special and had its own vibe. Great staff made group feel right at home. Great information about the small vineyard process 27,000-35,000 bottles max. Plan all day: ours was 930am to 6pm.”
Organic vineyard and cellar tour outside Siena with four wine tastings, olive oil, and a light lunch in a small English group.
“Informative tour of an organic winery; so much to learn about what goes into making a good, organic wine. The wine was delicious and so was the lunch. The grounds are beautiful and picture postcard worthy.”
Full-day Chianti and Val d’Orcia wine tour from Siena with two tastings, olive oil, and stops in Pienza and Montepulciano.
“Great wine tasting experience. Pienza wa also worth the time and we loved the visit. Luciao was the best tour guide. Highly recommend this tour. Thanks, Doug & Faith”
Hands-on pasta in Montalcino with vineyard views. Tour a 13th-century castle winery, then enjoy a Brunello-paired lunch.
“Remarkable vinyards. Awesome cooking class, wonderful food and wine. Chef Alexandra was a supurb and gracious instructor.”
A 3-hour educational organic wine tour near Siena with vineyard walks, cellar science, sensory tasting of 4 wines, and Tuscan lunch.
“If you are looking for a wine tasting and tour then you should absolutely go here! The reviews speak for themselves and when you get here you can absolutely see why the reviews are so good! The place is very picturesque and authentic. We had an extremely informative tour of the vineyards and wine cellar,…”
A full-day escorted tour from Florence featuring San Gimignano, Monteriggioni, Siena, and a Chianti winery lunch with wine tasting.
“What a great day! Marta was a great tour guide, and Sergio, a very smooth driver. Siena and San Gmignano are beautiful of course. We did not read the fine print that Montereggioni is basically closed in the winter so we did not go there. They were nice enough to drive a bit out of…”
Vespa through Chianti from Siena with wine tasting, vineyard cellars, and quick hill towns. Driver or passenger options.
“What an excellent way to see Chianti I on a Vespa! Fredricho was an excellent guide leading us and stopping @ 3 towns allowing plenty of time to sightsee, shop, and experience the local atmosphere. Stopping @ Casale Dello Sparviero Winery was amazing! Jada was an inviting and knowledgeable host and the light lunch and…”
