Florence Great Chianti Wine and Olive Oil Trail with Lunch

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.

1. 1

   Florence

   Pass by

   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.

2. 2

   Tuscany

   1 hour

   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.

3. 3

   Tuscany

   1 hour

   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.

4. 4

   Tuscany

   30 min

   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.

5. 5

   Tuscany

   2 hours

   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.

6. 6

   Florence

   1 hour

   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

• Public transportation options are available nearby
• Infants are required to sit on an adult’s lap
• Suitable for all physical fitness levels
• The tour runs rain or shine
• No-shows will not be refunded
• Please note that Italy's law doesn't permit selling alcoholic beverage to teens under 18 y.o. so clients under this age will be served non-alcoholic beverages

For a full refund, cancel at least 24 hours before the scheduled departure time.