DeepWine Half Day 2 Wineries & Lunch or Dinner in Tuscan Hills
Description
Private DeepWine Chianti – A Taste of Tuscany Like No Other Join us for an unforgettable journey through the rolling hills of Chianti, just outside Florence. This intimate day trip takes you deep into the heart of Tuscany's most iconic wine region, where passion, tradition, and flavor come together. Visit two charming, family-run wineries, where you'll be welcomed like an old friend. Explore their ancient cellars, hear the stories behind generations of winemaking, and enjoy guided tastings of their finest Chianti wines and extra-virgin olive oil. Then, sit down for a hearty Tuscan meal, homemade and bursting with local flavors — the kind of light lunch you’ll remember for a long time. And of course... let the atmosphere do the rest: cypress-lined roads, golden vineyards, and the warmth of true Tuscan hospitality. Whether you're a wine lover or just someone who enjoys the good life, this is more than a tour — it's a sensory experience.
Tour Options
Itinerary
First winery Immerse yourself in the splendid Tuscan landscape, be captured by the beauty and uniqueness of the rolling hills of the Chianti region with the characteristic cypress trees, the renowned vineyards and the wonderful olive trees. Rediscover the true flavours of the past and relive the ancient traditions. Typical recipes are preserved with great pride and attachment to the territory, the wine is produced with great passion and with traditional methods of great respect for the soil and nature - Wine tour, tasting and light lunch. Second Winery The unique environment of this wineryi, with its rich biodiversity, makes this charming estate in the heart of Chianti a one-of-a-kind place to rediscover flavors, aromas, and the authenticity of an almost forgotten way of life.
At the second stop arrive at a beautiful estate surrounded by olive trees and vines. You’ll enjoy a guided wine tasting and sample high-quality extra virgin olive oil, while learning about the region’s rich agricultural heritage and time-honored production methods.
Highlights
What's included
Traveller Ratings
Important Information
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Specialized infant seats are available
- Suitable for all physical fitness levels
- A maximum of 8 people per each Mercedes van
- Operates rain or shine
Reviews(12)
The communication before was great. I knew exactly where the pickup was and pickup went perfectly. Andrea picked us up and was an awesome host!!! He knew the area so well and had tremendous knowledge of the local wineries. It also helped that he had a great sense of humor and really made us all feel comfortable. The two wineries were phenomenal and the food was fantastic. Highly recommend this for anyone that wants wine tasting, good food, and a great host.
Claudius (and his trainee Marco!) was absolutely amazing! On the way to the wineries, he showed us the amazing look out spots and continued to provide history and color for the region. Absolutely recommend!!
The most beautiful and informative wine tour with the best wine, food, and tour operator. The staff at both wineries were excellent and our driver Andrea from Truescany kept us safe, was friendly and we had the best intellectual conversation with him. A really wonderful guy, so knowledgeable and so friendly
Our guide and driver Nedo was super friendly, very informed and a safe driver. The wineries were very nice. Lunch was extremely delicious. Highly recommended!
We had a fantastic day with Andrea as our guide. They did a customized trip for us from Florence to San Gimignano and then to Fattoria Montecchio. We most highly recommend the company and Andrea!!!
Dear Ronald, Thank you very much for your kind words and for choosing our family business for your day in Tuscany. We are truly pleased to hear that your experience with Andrea was so enjoyable and that the customized itinerary from Florence to San Gimignano and Fattoria Montecchio met your expectations. It is especially rewarding to know that the personalized approach and attention to detail contributed to making your day memorable. Your recommendation means a great deal to us and encourages us to continue offering experiences that reflect the beauty and authenticity of our region. We will be sure to share your feedback with Andrea, who will be delighted to know they helped create such a special day for you. We hope to welcome you again in the future for another unforgettable experience. Kind regards,
We had a wonderful experience with Claudius as our guide at the two vineyards and a beautiful lunch. Thank you very much for a relaxing and enjoyable day in the Chianti region.
Dear Guest, Thank you for your 5-star review. We’re delighted to hear you had a wonderful day touring the Chianti region with Claudius and that you enjoyed the visits to the two vineyards as well as the beautiful lunch. It’s great to know the experience felt relaxing and enjoyable from start to finish. We’ll be sure to share your kind words with Claudius—he’ll be very happy to hear them. Thank you again for choosing us, and we hope to welcome you back for another memorable day in Tuscany. Warm regards,
I had a wonderful day on this tour, traveling solo. We ended up with only 3 of us on tour for the day, and our driver Claudius was very entertaining and provided commentary along the way . The Mercedes van was very comfortable with AC, and they provided bottled water as well. The two wineries we visited were both great and both also provided great quality meals. Highly recommend this tour if you prefer smaller group tours.
Andrea was exceptional, he went above and beyond our expectations! He was highly professional, knowledgeable, kind and FUN! My husband and I were so privileged to spend the day with him touring us through breathtakingly beautiful Tuscany. We highly recommend Andrea and Truescany.
Dear Kristine, Thank you for your 5-star review and for taking the time to share such thoughtful comments about your experience. We’re thrilled to hear that Andrea made your Tuscan wine tour so special. His professionalism, knowledge, and warm personality are qualities we deeply value, and it's a pleasure to know he exceeded your expectations. It means a lot to our family-run team that you and your husband felt privileged to explore Tuscany with us. Your kind words and recommendation are truly appreciated. We hope to welcome you again on your next visit to Italy! Warm regards, Brian - Customer Care Manager
Amazing tour amazing driver.it was a great experience and a great service we loved the time in your car with your Guide You so much we can't wait to go back to Tuscany with you
Very knowledgeable and attentive to our needs. We had a rough start, but he took care of everything. We would definitely do this again.
