Montalcino, Orcia Valley, Pienza, and Montepulciano: Wine- and Cheese-Tasting Guided Tour from Florence

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From $87.31

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Price varies by group size

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Pricing Info: Per Person

Duration: 11 hours

Departs: Florence, Florence

Ticket Type: Mobile or paper ticket accepted

Free cancellation

Up to 24 hours in advance.

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Enjoy a rich and ripe tour through the worlds of grape and gourmet cheese. Experience art and architecture and blend it with good wines and mouth-warming specialties. You will visit the stunning Val d'Orcia and the very special towns snuggling in it. There's the chance to get to know wine cellars while nibbling on sheep's cheese. A prefect day out for the senses and the soul.

What's Included

Expert multilingual guide

Free visit to Montalcino, Pienza and Montepulciano

Journey by fully-fitted GT Coach

Tastings of Pienza's pecorino cheese

Visit to a wine cellar/museum in Montalcino with tour of the wine cellars and tasting of the world-famous Brunello wine

Visit to a winery in Montepulciano with tasting of the “Vino Nobile

What's Not Included

Food and drinks, unless specified


Hotel pickup and drop-off

Traveler Information

  • INFANT: Age: 0 - 3
  • CHILD: Age: 4 - 12
  • ADULT: Age: 13 - 99

Additional Info

  • English and Spanish are always guaranteed. In order to confirm the excursion in Italian, German, Portuguese or French a minimum of 4 pax is required
  • Infants are required to sit on an adult’s lap
  • Minimum drinking age is 18 years
  • Please advise any specific dietary requirements at time of booking
  • Public transportation options are available nearby
  • The order of the visits may change and Montepulciano could be the first stop
  • Vegetarian option is available, please advise at time of booking if required
  • Covid-19 Mesures: A safe distance of one meter between clients will be maintained whenever possible. All our vehicles will be deep-cleaned and disinfected before and after each service. The use of masks is mandatory; clients must bring their own mask. Alc
  • Infants and small children can ride in a pram or stroller
  • May be operated by a multi-lingual guide
  • Not recommended for travelers with poor cardiovascular health
  • Please show up 20 minutes before the tour departure
  • Specialized infant seats are available
  • Travelers should have at least a moderate level of physical fitness

Cancellation Policy

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

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.

What To Expect

Discover the postcard views of the green, rolling hills in Val d’Orcia. Meet your friendly, local tour guide at Piazzale Montelungo Bus Terminal. Piazzale Montelungo is located 5-10 minutes walking distance from Santa Maria Novella train station. Grab a seat on the comfortable coach bus, and you will shortly depart for the scenic beauty of Val d’Orcia! During the picturesque drive, your guide will dive into some interesting information about the towns and lush land of the Valley. The drive to Val d’Orcia will take about two hours.

2 hours • Admission Ticket Free

After driving through the spellbinding, Tuscan hills, you will be itching to explore one of the fairytale towns! Your first stop will be Montalcino, the land of world-renowned Brunello wine. Follow your guide uphill into the town, as you stroll through labyrinths of cobblestone, medieval streets. Your guide will lead you to a famous Brunello winery. A local producer will lead you through the winery, as he or she explains the secrets of Brunello production. Then, indulge in some samples of some of the finest wines in Italy! Cheers!

60 minutes • Admission Ticket Free

After your journey through the rolling hills, you will arrive in Pienza, standing upon a hill and dominating the Orcia Valley with extraordinary views! Your guide will explain that Pienza is different from other towns in Tuscany, as it was rebuilt to be an idealist-Renaissance town by order of Pope Pius II. Enjoy exploring Pienza at your leisure - admire the atmosphere of harmony and peace that surrounds you.

60 minutes • Admission Ticket Free

Val d'Orcia
Val d’Orcia stands out in Tuscany as being home to some of the most stunning landscapes in the region. If you have ever seen a postcard from Tuscany, it most likely was a photo from Val d’Orcia! Your bus driver will bring you by some of the famous landscapes, so be sure to have your camera ready! Your guide will point out the Chapel of the Madonna di Vitaleta, one of the most photographed spots in Tuscany. This small chapel contrasts magically with the bright, green rolling hills, and it is perfectly framed with a line of cyprus trees. Legend has it that this was the exact spot where Virgin Mary appeared to the shepherds.

The bus will also drive by the gladiator’s home in Ridley Scott’s Academy Award-winning “Gladiator.” Although the film primarily focuses on Rome, the gladiator character (played by Russel Crowe) heads home in a serene paradise surrounded by rolling, green hills and cyprus trees. Your guide will explain that this tiny slice of heaven was filmed in Val d'Orcia!

60 minutes • Admission Ticket Free

The last stop of your tour in Val d’Orcia will bring you to Montepulciano, home to the exquisite Vino Nobile vineyards. More recently, the town also became a popular destination, as it is where the vampire movie, "New Moon,'' was filmed. Spend an hour discovering the most elegant village in Val D'Orcia - full of magnificent palaces, Renaissance buildings, and imposing churches.
There is no better way to finish a tour of Tuscany than with a wine tasting! Meet back with your group, and follow your guide to a wonderful winery in the historical heart of Montalcino. Follow a local producer into the fragrant wine cellar, and learn all about the Nobile wine making process. Then, savor the flavors of the famous Nobile wine! This tasting will be accompanied by some light snacks, made from fresh, local ingredients. Then, purchase any last-minute souvenirs before heading back to Florence.

2 hours • Admission Ticket Free

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