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

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.

per adult from




11 hours 30 minutes


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  • What's included :
    • Journey by fully-fitted GT Coach
    • Expert multilingual guide
    • Free visit to Montalcino, Pienza and Montepulciano
    • 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
    • Cheese tasting in Pienza
    What's excluded :
    • Food and drinks, unless specified
    • Gratuities
    • Hotel pickup and drop-off
  • This is a typical itinerary for this product

    Stop At: Florence, Florence, Tuscany

    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.

    Duration: 2 hours

    Stop At: Montalcino, Montalcino, Tuscany

    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!

    Duration: 1 hour

    Stop At: Montalcino, Montalcino, Tuscany

    You will have some free time after the wine tasting to independently explore Montalcino and enjoy a pleasant, Tuscan lunch. Montalcino is a hidden gem of Tuscany, encompassing the medieval essence of the region. We recommend you walk uphill through the town, until you reach the town's majestic Fortress. Here, you can find breathtaking views of the surrounding rolling hills, ancient oak trees, scenic roads, and perfect vineyards! Then, relax and refuel with a delicious lunch of Tuscan specialties, such as bruschette, pasta with truffle, and tiramisu (not included in the tour price)

    Duration: 2 hours

    Stop At: Pienza, Pienza, Tuscany

    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. Follow your guide through the picturesque alleyways until you reach a famous Pecorino cheese shop. The intense flavors of this treasured cheese will take you by surprise… You will undoubtedly be a Pecorino lover after this cheese tasting! Then, enjoy exploring Pienza at your leisure - admire the atmosphere of harmony and peace that surrounds you.

    Duration: 1 hour

    Stop At: Val d'Orcia, Italy

    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!

    Duration: 1 hour

    Stop At: Montepulciano, Montepulciano, Tuscany

    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.

    Duration: 2 hours

    Stop At: Florence, Florence, Tuscany

    The bus will take you back to Florence, and you will arrive back in the early evening. Don’t miss out on this magical opportunity to explore the postcard scenery and picturesque, hilltop towns of Val d’Orcia!

    Duration: 2 hours

  • Departure Point :
    Piazzale Montelungo, Firenze FI, Italy
    Departure Time :
    8:00 AM
    Return Detail :
    Piazzale Montelungo, Firenze FI, Italy
    Hotel Pickup :
    • Confirmation will be received at time of booking
    • Not wheelchair accessible
    • Minimum drinking age is 18 years
    • May be operated by a multi-lingual guide
    • Please advise any specific dietary requirements at time of booking
    • Vegetarian option is available, please advise at time of booking if required
    • Please show up 20 minutes before the tour departure
    • Stroller accessible
    • Near public transportation
    • Infants must sit on laps
    • Infant seats available
    • No heart problems or other serious medical conditions
    • 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
    • Travelers should have a moderate physical fitness level
    • 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. Alcohol gel will be available on all our vehicles. Temperature will be checked for staff and visitors. Disinfected radio units will be provided, and headphones will be single-use. Showing your voucher on your phone will be enough; it is not necessary to print it out.
    • This tour/activity will have a maximum of 25 travelers
    • Face masks required for travelers in public areas
    • Face masks required for guides in public areas
    • Hand sanitizer available to travelers and staff
    • Gear/equipment sanitized between use
    • Transportation vehicles regularly sanitized
    • Regular temperature checks for staff
    • Temperature checks for travelers upon arrival
    • - A safe distance of one meter between clients will be maintained whenever possible. - The use of masks is mandatory. Clients must bring their own mask. - Showing your voucher on your phone will be enough; it is not necessary to print anything.
  • You can present either a paper or an electronic voucher for this activity.
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.



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Organised by Ciaoflorence Tours & Travels Srl

Activity ID: V-6367P16

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