
Val d’Orcia Day Trip from Florence with Wine and Cheese Tasting
- 11–12 hours
- Free cancellation up to 24h before
- 2 languages
- Instant confirmation
Highlights
Escape Florence for a full-day journey through the heart of Tuscany’s Val d’Orcia, a UNESCO World Heritage landscape of rolling hills, vineyards, olive groves, and cypress-lined country roads. Visit three of the region’s most beautiful towns, Montalcino, Pienza, and Montepulciano, each known for its history, views, and authentic Tuscan character. Begin in Montalcino, home of the world-famous Brunello wine, where you’ll visit a wine cellar and enjoy a tasting. Continue to Pienza, the Renaissance “ideal city,” famous for its architecture, panoramic views, and Pecorino cheese. Finally, explore Montepulciano, renowned for Vino Nobile, and enjoy another wine and Pecorino tasting inside a historic underground cellar before returning to Florence.
Inclusions
What's included
- Brunello wine tasting in Montalcino
- Visit to a wine cellar in Montalcino
- Free time in Montalcino, Pienza, and Montepulciano
- Round-trip transportation from Florence by air-conditioned tour vehicle
- Opportunity to visit or retrace the famous Gladiator’s Walk
- Vino Nobile wine tasting in Montepulciano
- Expert multilingual tour leader/guide
- Possibility to purchase wine and cheese at competitive prices
- Cheese tasting in Pienza, including Pecorino
- Visit to a winery or historic cellar in Montepulciano
What's not
- Hotel pickup and drop-off
Itinerary
Meet your tour leader at the Tours & News Kiosk at Piazzale Montelungo Bus Terminal, located about 5–10 minutes on foot from Santa Maria Novella Train Station. Look for staff wearing a fuchsia jacket before departing Florence.
Travel through the scenic Val d’Orcia, a UNESCO World Heritage landscape famous for rolling hills, vineyards, olive groves, cypress trees, and postcard-perfect countryside views. Enjoy the beauty of classic Tuscany as you move between Montalcino, Pienza, and Montepulciano.
Visit Montalcino, a charming Tuscan hilltop town known worldwide for Brunello wine. Enjoy time to wander through its picturesque streets and admire panoramic views over the countryside, vineyards, olive groves, and cypress-lined roads.
Visit a wine cellar in Montalcino and discover one of Tuscany’s most celebrated wine traditions. Enjoy a tasting of Brunello wine and learn more about the flavors that make this area famous.
Explore Pienza, the Renaissance “ideal city” designed in the 15th century for Pope Pius II. Admire architectural landmarks such as the Duomo and Palazzo Piccolomini, enjoy panoramic views over Val d’Orcia, and taste the famous Pecorino cheese of Pienza.
Continue to Montepulciano, a beautiful hilltop town famed for its Vino Nobile vineyards, Renaissance architecture, and cinematic charm. Enjoy free time to explore its historic streets and soak in the atmosphere of one of Tuscany’s most elegant wine towns.
End the Tuscan tasting experience inside a historic underground cellar in Montepulciano. Savor Vino Nobile wine and Pecorino cheese while surrounded by the atmosphere of one of Tuscany’s most traditional wine towns.
If included in the final route, enjoy the opportunity to retrace or view the famous Gladiator’s Walk, one of the most iconic countryside scenes associated with the Val d’Orcia landscape. This is a great stop for photos and panoramic views.
Relax on the return journey to Florence after a full day of Tuscan towns, wine cellars, Pecorino cheese, and Val d’Orcia landscapes.
Cancellation
Free cancellation up to 24 hours before the experience starts, for a full refund.
Know before you go
- Meeting point
- Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. You will find us in fuchsia shirts. Please make sure to arrive 15 minutes before the tour starts.
- Pickup
- Everyone meets at the starting point; there is no pickup.
- Ticket type
- Mobile or paper ticket accepted
- Group size
- Up to 22 travellers
- Operated by
- Italy Adventures
- Public transportation options are available nearby
- Specialized infant seats are available
- Suitable for all physical fitness levels
- Comfortable walking shoes are recommended
How it compares in Florence
- Its from-price is 38% below the median of the 647 day trips we list in Florence.
- It is longer than most of them.
- The operator lists free cancellation on it.
About Florence
Florence, the cradle of the Renaissance, gathers masterpieces of art and architecture into a compact city of stone streets beside the Arno.
The Duomo, with Brunelleschi's great red-brick dome, Giotto's bell tower and the Baptistery's gilded doors, marks the centre of town. A few streets away, Piazza della Signoria and the Palazzo Vecchio face a loggia full of sculpture, and the Uffizi Gallery holds Botticelli, Leonardo and Raphael. Michelangelo's David stands in the Galleria dell'Accademia.
Top-ranked sights in Florence: Piazza della Signoria, Uffizi Galleries (Gallerie degli Uffizi), Florence Duomo (Cattedrale di Santa Maria del Fiore).
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