Prices checked on Sep 11, 2026Things to do in Florence
Discover Tuscany’s wine paradise on a tour from Florence, crafted by Towns of Italy. Travel in a luxury Mercedes minivan through the Chianti Classico region, where vineyards, olive trees, and medieval villages shape a timeless landscape. Visit three award-winning wineries, taste Chianti and Chianti Classico wines, explore cellars, walk through vineyards, and enjoy a gourmet 3-course Tuscan lunch at a boutique estate. Learn the secrets of olive oil at a historic property and explore a charming Medieval village of the Chianti region. Become a sommelier for a day as you learn to evaluate wine like a pro, surrounded by breathtaking views of castles and hills. Upgrade to a semi-private version (max 8 guests), led by a certified wine expert, with premium tastings, in-depth cellar visits, and a special focus on bold, elegant Supertuscan wines.
Begin your day with a warm welcome in Florence, where you’ll meet your professional guide. Settle into your comfortable Mercedes minibus and enjoy a relaxing drive through the rolling hills of Tuscany. Along the way, your guide will introduce you to the world of Chianti Classico, preparing your palate for a day filled with flavor, tradition, and breathtaking landscapes.
Stop at an ancient noble estate nestled among olive groves and cypresses. Here, you’ll take a guided tour of a beautifully preserved olive oil mill that blends centuries-old tradition with modern techniques. Learn how extra virgin olive oil is produced, from harvest to press, and enjoy a guided tasting session of premium oils. Discover how texture, color, and flavor vary by terrain and production methods, and learn to pair olive oil with food like a local.
Head to a boutique winery in the heart of Chianti Classico. Walk through historic cellars and sun-drenched vineyards as your sommelier explains how Sangiovese, Canaiolo, and other native grapes are blended to create one of the most famous wines in the world. Enjoy a tasting of selected vintages, learning how to assess aroma, structure, acidity, and finish — all while surrounded by views of the Tuscan countryside.
No trip to Chianti is complete without exploring one of its iconic medieval villages. Enjoy free time to stroll the cobbled streets of an enchanting Medieval village, browse the local bottegas, and take photos in its postcard-worthy piazza. Your guide will share insights into the area’s history, culture, and importance to Tuscan identity.
Continue your journey to another scenic winery, where you’ll be treated to a 3-course gourmet Tuscan lunch, served with perfectly paired wines. Savor authentic regional dishes made with fresh, local ingredients as you dine in an intimate, rustic setting. Your sommelier will guide you through the food and wine pairings, highlighting how Chianti wines enhance the flavors of Tuscan cuisine.
As the sun begins to set over the vineyards, relax on your return journey to Florence. Soak in the last views of olive groves and castles, reflect on everything you’ve learned, and ask your sommelier any lingering questions about the wines, olive oil, or Tuscan traditions. Expect to return with lasting memories—and maybe even a bottle or two. Then, head back to Florence in a confortable Mercedes Minivan or Mercedes Sprinter
Florence: Great Chianti Wine and Olive Oil Trail with Lunch lasts about 7 hours. The itinerary has 6 stops.
Prices start at $127 per person for this Florence experience, booked through Viator with the price shown before checkout. There are 4 booking options, so the final price depends on the option you choose.
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
The meeting point is Please be at the meeting point 15 minutes before the scheduled departure time. Florence - Via dei Vagellai, 22 red, corner with Piazza Mentana (opposite to the Arno River). Hotel pickup is not part of this experience.
The experience is available in EN.
It is a small-group experience with a maximum of 20 participants.
Infants are required to sit on an adult’s lap
Yes, bookings are confirmed instantly.
Daria is the best tour guide we have had in our 9 days in Florence so far. This tour was also 100 times better than the other tour we took earlier this week which was supposed to include a Tuscan wine tasting but we had to stand, hold both food and wine (a much smaller portion) which barely lasted 10.minutes. Daria was very knowledgeable and friendly. I would highly recommend to everyone!
We took a trip to three different wineries excellent views . Christina was amazing!!
The wine tour was amazing! Got to see some beautiful vineyards and even made a stop at the piazzale Michelangelo for a breathtaking view of the city. Our guide, Ila, was amazing! She was so knowledgeable and brought good vibes to the trip.
Peter was an awesome driver and guide for this unique experience in the countryside. We enjoyed the tastings and visiting the various vineyards. It was one of the best days of our 16 day journey through Europe.
What a great day! Getting into the country for a day was amazing. Peter was an excellent guide. He is knowledgeable, friendly, and a terrific host. The winery and olive oil staff were welcoming as well. Excellent day!
Peter was a fantastic guide. He was knowledgeable and friendly.
This experience was amazing!! We started in the morning and drove to a beautiful winery. After that, we were treated to an amazing lunch and wine pairing. We ended the day with a tour of a winery and olive oil farm. Sara was an amazing tour guide. This has probably been the most fun we’ve had in Italy.
The tour was very interesting and the guide was fantastic. The beautiful landscape was breathtaking and the wine tastings were fun. I would do the tour again.
The experience was excellent. The wineries were lovely and we enjoyed lunch. However, the bus seats were super uncomfortable. It really took away from the experience. There was no room!
Thank you for sharing your experience. We’re very glad to hear you enjoyed the wineries and lunch. We’re truly sorry that the bus seating was uncomfortable and that the lack of space affected your experience. We take your feedback seriously and will share it with the provider for review. We appreciate your honesty and hope to welcome you again for a more comfortable experience in the future.
Excellent tour!!! Very much in line with the expectation we had to know the Chianti!!! I highly recommend the experience and more if you are guided by Cristina
| Tour | Duration | Rating | Price | |
|---|---|---|---|---|
| Florence: Great Chianti Wine and Olive Oil Trail with Lunch | 7 hours | 4.9 (21) | $127 | |
 Florence Pizza or Pasta Class with Gelato Making at a Tuscan Farm | 5 hours | 5.0 (7,832) | $76 | View |
 Winner 2026 Florence Sunset Food & Wine Tour by Eating Europe | 3h 30min | 5.0 (5,939) | $129 | View |
 Pasta Cooking Class with Unlimited Wine in Florence | 2h 30min | 4.9 (9,284) | $30 | View |
 SMALL-GROUP Wine Safaris: Tuscany Wine Tasting Tour from Florence | 7–9 hours | 4.9 (5,642) | $154 | View |
 Small-Group Wine Tasting Experience in the Tuscan Countryside | 4h 45min | 4.9 (8,309) | $105 | View |
 Florence Accademia Gallery Tour & Skip-the-Line Tickets Included | 1h 5min | 4.9 (3,075) | $44 | View |