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About this package
Our 2 Day Val D’orcia & Chianti Wine & Olive Oil Tour will delight your senses with some of the finest wines and olive oil in the Tuscan region. Begin in the stunning wine valley of Val d’Orcia, a gorgeous haven home to some of the finest blends. Here, you’ll be guided by a local expert to the wine cellars, learn of the production process, and sample delectable flavors. Pair your wine with tasty snacks made from regional ingredients, savoring every sip and bite. Discover the quaint surrounding towns of Pienza and Montepulciano. Enjoy wandering the ancient streets and soaking in the charming culture. On your second day, visit the famous wine region of Chianti. Immerse yourself in more Tuscan delights, like Sangiovese, Canaiolo, and gourmet olive oil tastings, paired perfectly with the incredible landscapes.
Wine lovers searching for an unforgettable Tuscan adventure must book our 2 Day Val D’orcia & Chianti Wine & Olive Oil Tour. You will be whisked away to taste some of the finest wines and gourmet olive oil in the Tuscan region. Our Tuscan tour offers travelers a luxurious night at a hotel of their choice, tastings paired with local appetizers, expert guides, and more. Book your wine journey today!
- Chianti
- Florence
- Montepulciano
- Pienza
- Tuscany
- 2 Day Tour Package
- Accommodation Included
- Expert Tour Guide
- English
Over 20,000 travelers, 10+ years of experience and a team made up of 50+ travel experts
2 Day Val D’orcia & Chianti Wine & Olive Oil Tour Highlights
- Tour quaint wine cellars, discovering the fascinating production process
- Explore the charming towns of Montepulciano and Pienza
- Taste some of the finest wines and olive oils in Chianti
- Be amazed by the most beautiful Tuscan views you will ever witness
- Enjoy an excellent stay in Florence, at a hotel of your choice
- Let your guide lead you down fascinating paths and share local insights
2 Day Val D’orcia & Chianti Wine & Olive Oil Tour Itinerary
- Visit a winery and taste the local wines and olive oil
- Explore Pienza, where you'll have free time for lunch
- Discover Montepulciano and visit a second winery
- Sample more local wines with snacks
- Overnight in Florence
- Travel to the Chianti region
- Learn about local red grape blends like Sangiovese and Canaiolo
- Discover how to taste and pair wines
- Visit a historic olive oil mill on a noble estate
- Tour the mill and learn about traditional olive oil production
- Taste high-quality extra virgin olive oil
- Return to Florence, where the tour ends
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Use our online package customization tool to add extra night, change hotel, and include airport transfers.
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Book 2 Day Val D’orcia & Chianti Wine & Olive Oil Tour as a customized experience or a private tour for yourself, your family or a group of any size.
In the media
January 2024"Travel service Tourist Italy is launching a raft of unique tours designed to help you explore Italy without the crowds and to experience Italy in a very different way. The tours take you to the regular spots, but in a way that makes them more accessible."
June 2025"The region’s been on the rise for a decade or more, but local experts say the Dolce & Gabbana show, which took place on a makeshift runway winding through the fairytale-like cottages, known as trulli, in Alberobello two years ago turbocharged curiosity. “We saw a 120% increase in booking from US clients from the region for 2024, after that,” said Ben Julius, who runs Tourist Italy. “And we already see a 50% increase on that for 2025.”
September 2025"From behind-the-scenes cultural tours to twists on classic locations, including a collection of hard-to-find experiences, Tourist Italy is the quintessential Italian tour company that knows every nook and cranny of this culturally rich European nation renowned for its ancient history, diverse and scenic landscapes, world-class art, fashion and exceptional cuisine."
June 2024"My day trip to the Tuscan countryside had been organised by Tourist Italy.
The company offers everything from packages with hotels, tours and transfers to individual tours you can book when you have made your own arrangements. After my six-hour outing in the Tuscan countryside, I arrived back in Florence, where I marvelled at the magnificent Duomo cathedral and strolled along the banks of Arno River, with its stone bridges such as the Ponte Vecchio."
June 2025This Is the Actual *Best* Time to Travel to Italy, Per a Travel Expert. Ben Julius is the founder of Tourist Italy, a travel agency specializing in custom tours, hotels and travel packages. ulius explains that early spring and late fall can often be rainy in the north, while the south (like Puglia), will typically have better weather, even if you’re not at the height of the season."
