If you’re spending a day outside Florence, make it unforgettable. Discover Val d’Orcia, a UNESCO World Heritage Site, on the ultimate Tuscan wine tour. Taste Brunello wine in Montalcino, explore the charming town of Pienza, and enjoy Vino Nobile and pecorino cheese in Montepulciano. As you travel through Tuscany’s rolling hills, olive groves, and vineyards, you’ll even spot a famous Gladiator filming location.
Passionate English-speaking guide
Roundtrip transportation
Wine cellar
Montepulciano winery
Montalcino, Pienza, Montepulciano and more
Group size of 50 people max
Additional food and beverages
Hotel pick up and drop off
Guide gratuities
Meet your guide in the Piazzale Montelungo bus Terminal
Near the centrally located Santa Maria Novella train station, your guide and a GT bus coach await to whisk you into the countryside.
Montalcino
Your first stop is a charming medieval town, perched on a hilltop and surrounded by vineyards, olive groves, and cypress trees.
Wine tasting
Join a delightful wine cellar tour, where you'll savor and uncover the secrets behind their renowned and highly esteemed Brunello wine.
Pienza
Renowned for its well-preserved Renaissance architecture and known as the “Ideal City,” Pienza is the idyllic setting for your next excursion.
Views
Follow your guide on a lovely walking tour, through Pienza’s sleepy streets and quaint squares to a lookout offering views over Val d’Orcia.
For Reference Only. Itineraries are subject to change
Select participants and date
Free cancellation up to 24 hours in advance!
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4.90
106 Ratings
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Elias D.
Verified Review
November 01, 2025
Immersive & Enjoyable
Clara J.
Verified Review
November 01, 2025
We loved the wine tastings and sightseeing! Matilde our guide was very friendly even helped us to capture the perfect photos! The historical towns were fascinating & the pace was also relaxed. Highly recommended
Delightful Discovery
Lucas H.
Verified Review
October 20, 2025
From start to finish pure happiness. The scenery and wine are delightful!
Simply magical
Ethan M.
Verified Review
October 17, 2025
It was the ultimate Tuscan wine tour with two wine tastings beautiful towns and plenty of time to explore!! The wineries were welcoming and informative plus the landscapes around Val d’Orcia were stunning!!
Authentic Experience
Aanya H.
Verified Review
October 14, 2025
We explored Pienza's lovely streets and enjoyed the local pecorino & the wine tasting was excellent! Must-do tour for anyone who are traveling to Florence!
Amelia T.
Verified Review
October 14, 2025
Best Tour
Elias W.
Verified Review
October 11, 2025
If you love food, wine and stunning landscapes this is MUST-DO Tour. Val d’Orcia’s landscapes was unforgettable and the wineries offered exquisite wines! Montepulciano’s historic streets were amazing & Pienza offered fantastic views and tasty cheese. Highly Recommnded
Breathtaking Panoramic Views
Amelia S.
Verified Review
October 08, 2025
Every view was utterly magnificent! The delicious local wine plus Pecorino cheese tasting were top notch. Highly recommend booking this tour!!
Mia W.
Verified Review
October 08, 2025
Beautiful Escape
Charlotte M.
Verified Review
October 05, 2025
The Val d’Orcia day trip was amazing!! The views were stunning and wine tastings were outstanding!! Our guide Anna was friendly overall the whole experience felt relaxing and fantastic!!
Pure Bliss
Zara S.
Verified Review
October 02, 2025
Wine tastings were delicious and the guide kept everyone enganged, the trip was peaceful and enjoyable!!
Rahul S.
Verified Review
October 02, 2025
Scenery & wine tasting
Oliver D.
Verified Review
September 29, 2025
Views were pure bliss. The wine was perfect match with the dreamy landscapes. We laughed and learned throughout the trip!!
10/10 recommendation
Arjun Y.
Verified Review
September 26, 2025
Each moment felt bright and warm the smiling faces, fresh air, and golden fields. The wine made it better.
Charlotte B.
Verified Review
September 26, 2025
Tasting Joy
Emma F.
Verified Review
September 23, 2025
We had a lovely experience. The tastings brought joy to everyone- Wines were tasty and our guide Arianna was infoemative explained everything clearly.
Absolutely Amazing
Noah A.
Verified Review
September 20, 2025
This Val d'Orcia day trip was definitely the highlight! The scenery, charming towns of Pienza and Montepulciano and especially wine tasting was superb!! Federica, did a grat job and her knowledge was incredible!!
Zara K.
Verified Review
September 20, 2025
Pure Magic
Finn H.
Verified Review
September 17, 2025
This trip brought pure magic from peaceful drives to laughter during tastings!! Unforgettable experience.
Loved Every Minute
Advait W.
Verified Review
September 14, 2025
Pienza and Montepulciano were captivating. The wine tasting felt very authentic and was incredibly tasty. Loved every minute of this Val d'Orcia adventure!
Oliver M.
Verified Review
September 14, 2025
Magical Val d'Orcia
Liam V.
Verified Review
September 11, 2025
Stunning views, charming towns and fantastic wine this tour has it all!! Montepulciano's historic center and Pienza's Renaissance beauty and a captivating winery visit were highlights!!
Tuscan Beauty
Neha R.
Verified Review
September 08, 2025
The tour offered incredible beauty and fantastic wine tasting experience! Highly recommend for the views & wines.
Jonas M.
Verified Review
September 08, 2025
Simply Breathtaking
Kabir S.
Verified Review
September 05, 2025
This tour is like stepping into a postcard- Every view was iconic!!
