• Location: Florence, Italy
  • Duration: 11 hours (approx.)
From USD $ 233.90 View price calendar

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Get a taste of Tuscan scenery, wine and food on a day trip departing from Florence. Led by a local guide, discover the regions of Chianti and Val d’Orcia, soaking up the local flavor with two wine tastings. After exploring the charming towns of Greve and Montepulciano, top off your trip with a traditional Tuscan lunch at a farmhouse in the Val d’Orcia hills. To keep the experience as intimate as possible, numbers are limited to eight on this small-group adventure.


  • Tuscany day trip from Florence including wine tastings and lunch
  • Visit the glorious Tuscan villages of Greve, Castellina, Montalcino and Montepulciano
  • Admire the scenery of the picturesque Chianti, Crete Senesi and UNESCO-listed Val d’Orcia regions
  • Sample Chianti wine with local produce such as lavender honey at a Castellina winery
  • Stop at a Val d’Orcia farmhouse for lunch and a wine tasting with varietals such as Brunello di Montalcino
  • Small-group tour with a maximum of eight people ensures personalized attention from your driver-guide

What You Can Expect

Tuscany Small-Group Day Trip from Florence Including Chianti Wine Tastings and Lunch

Sip on Chianti wine during a Tuscany day trip from Florence!

Your day trip will begin with pickup in central Florence. Meet your guide and hop aboard your coach as you travel out of the city. Watch the landscape change from bustling streets to the serene hills and vineyards of the Tuscan countryside.

Arrive in the wine region of Chianti, visiting Greve first, a quaint town folded into the hills. Wander the main square, home to the annual Chianti Classico wine festival, and peruse the shops filled with local produce and wares.

Head next to the small hamlet of Castellina, set on top of a hill. Follow your guide to a wine cellar to learn about the production process and the area’s rich history of winemaking.

Next, journey to a popular vineyard among the locals for a wine tasting, complemented by traditional Tuscan snacks. Your tastings vary seasonally, but usually include three delicious wines and the sweet vin santo (dessert wine) alongside lavender honey, olive oil with fresh Tuscan bread and cookies.

After refueling, head back on the road toward the village of Montalcino. Here, in the Crete Senesi region of Tuscany, you’ll see the hills of Val d’Orcia in the background, and stop for lunch and a second wine tasting at a rustic farmhouse. Treat your taste buds to a glass of Super Tuscan, Rosso di Montalcino and Brunello di Montalcino. Then feast on a lunch of bruschetta, assorted meats, cheese, fruit, fresh pie and other specialty plates.

Afterward, take a glimpse of the farmhouse’s cellars and enjoy some free time to stroll the area. Continue to Montalcino to browse the village’s artisan products and take in the views over Val d’Orcia. Enjoy a final walk around Montepulciano at your own pace before returning to Florence.

Customer Reviews


5 star rating: Highly Recommended September 2017

Patricio was very good. The tour was excellent, I'd recommend it highly. It is a long day though.
Guide was very knowledgeable of Italian history and most willing to share info. He stopped often for us to take pictures


5 star rating: Highly Recommended August 2017

This tour was simply spectacular. Our driver, Nicholas, was very friendly and informative. We spent the day exploring a number of small medieval towns in the Tuscan countryside. The highlight, of course, was the wine tasting. We visited a vineyard in Castellina in Chianti where we sampled some spectacular Tuscan wine while overlooking the beautiful rolling hills of the vineyard. We were also treated to meat, cheese, bread, and olive oil and balsamic tastings as well. The second tasting was at a storefront for a vineyard in Montepulciano with another round of great wines and accompaniments. We were able to order wine from both vineyards to be shipped to our home in the US. All of our bottles arrived within a few weeks in perfect condition. We could not recommend this tour more.


5 star rating: Highly Recommended August 2016

The food ,the wine,the scenery was next to none .this was a fabulous day and I cant wait for my order to arrive in Australia from the vineyard.

rschantz United States of ... 

5 star rating: Highly Recommended June 2016

This was an excellent tour and I would definitely recommend this day trip from Florence for anyone who likes wine, or even just likes a drive through the hills of Chianti and into the area south of Siena. Our tour guide, Luca, was a delight, and very knowledgeable. He was very pleasant and personable, and was outgoing and friendly. We stopped at 2 outstanding wineries - one in Chianti Castellina and another near Montalcino. We also stopped in Greve and saw the main square of this typical Chianti town. Luca was a great driver and was open to doing whatever the group wanted. He never tired and kept all of us very engaged. There was never a dull moment -- everyone on the trip a small group got to know each other, and we had a great time as a group, and a great shared experience with Luca. The wineries we stopped at were wonderful - and it was such a treat to sample wines that would grace the tables of fine Florentine restaurants. Our hosts at these wineries treated us like family and were clearly professionals at making wine. These wineries were family run, and had a charm that only a family organization can give. But these wineries made top-flight wines, and a lot of wine.

Gayle R

5 star rating: Highly Recommended November 2015

My husband and I enjoyed this tour very much. Our driver, Tomasso, was great. The wineries were excellent, the scenery beautiful, and Tomasso made sure we had plenty of opportunities to stop and take photos throughout the day. There was a flea market going on in the town square in Greve-in-Chianti and a flea market/carnival in Montepulciano which we felt detracted from the charm of both towns. We did this tour on a Sunday which may account for these distractions. Nevertheless, we would certainly recommend this tour.

Colleen J

5 star rating: Highly Recommended September 2015

I loved this wine tour! First off, Sergio, our driver and tour guide was wonderful. Not only is he very knowledgeable about the wine areas, he is such an interesting person, with an amazing personality. All of the people on our tour where American, 6 of us total, and Sergio spoke perfect English. We traveled across several wine regions, 4 town stops including Greve to walk around, Castellina private tour and wine tasting, Montalcino private tour, lunch with 4 bottles of wine to share/taste, and then our last stop was Montepulciano...where we had 1.5 hours to walk around and explore. We are from San Francisco, and spoiled with all the many beautiful and famous wine regions. If you are staying in/around Florence, Tuscany is not to be missed! The drive alone, all along the rolling hills, castles, hill towns, made this trip 100 worth it. I loved every bit of it! It is a long day, with many curvy roads beware for those that get car sick and a perfect tour if you want to see all that Tuscany has to offer. Ask for Sergio...you will not regret it! I hope to make it back again to explore more wine regions in Tuscany. Ciao!

Katherine C

5 star rating: Highly Recommended July 2015

This tour was amazing!

Michelle H

5 star rating: Highly Recommended June 2015

We had a really lovely day touring Tuscany, and Walter was an excellent tour host. We stopped in Greve, had an amazing tasting at Poggio Amorelli, a delicious tasting and light lunch at Carpazo in Montalcino, and ambled around Montelpulciano for a bit. We wish we had more time in Montelpulciano, but that was our fault for staying so long in Montalcino! Overall it was a great value and a memorable day- recommended.

Shirley United States of ... 

5 star rating: Highly Recommended May 2015

This tour exceeded all my expectations. I have taken other Chianti tours...this was best in large part due to our fabulous guide ALDO!! He was professional friendly and a wealth of information. I would take any other tour with him as the guide highly recommended !!!


5 star rating: Highly Recommended December 2014

We had a wonderful trip with a great driver who was a wealth of information.

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