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Val d'Orcia private tour: Montalcino, Pienza and Montepulciano

icon 9 hours Mobile ticket Free Cancellation
Tickets from € 496.00

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Experience the heart of Tuscany by visiting the enchanting Val D’Orcia led by your private driver. Let your personal chauffeur do all the work and take you on a journey through the spellbinding Val D'Orcia countryside, a region known for its scenic beauty, picturesque villages, rolling hills and cypresses! Explore in total freedom the enchanting towns of Montalcino, Pienza and Montepulciano and savour the best wines in the world! The first stop will be Montalcino, land of the world-renowned Brunello wine, a labyrinth of cobbled streets, quaint wine shops and Romanesque-style churches. The following stop is Pienza, which stands high upon a hill and dominates all the Orcia valley with extraordinary views. The last stop reaches Montepulciano, home to the famous Vino Nobile vineyards and more recently famous for the filming of the vampire movie "New Moon". Enjoy your free time in the most elegant village of the entire Val D'Orcia.
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  • 9 hours chauffeur driven hire
  • Wi-Fi
  • Bottled water
  • Free time in Montalcino, Pienza and Montepulciano
  • Pick up & drop off at your hotel
  • Guided tours in the villages - Free time only
Departure Point

Traveler pickup is offered

Your private driver will pick you up directly at your hotel or apartment in Florence (if centrally located)

  • Florence, Florence, Italy
    Discover the epitome of “Tuscan rolling hills” in the UNESCO World Heritage Site, Val d’Orcia. This spellbinding region emcompasses all of Tuscany in its scenic beauty, charming villages, rolling hills, cyprus trees, and never ending vineyards! Your personal driver will pick you up directly from your accomodation in Florence. Then, simply sit back and enjoy the views from the window of your private, luxury vehicle. With anything you need, your driver will be happy to help you. The picturesque drive from Florence to Val d'Orcia will take about two hours.
    120 minutes
  • Montalcino, Montalcino, Italy
    After driving through the most beautiful land you can imagine, you will be itching to explore a small town! Your first stop will be Montalcino, the land of the world-renowned Brunello wine. Your driver will drop you off, and you will have an hour and a half to independently explore this tiny, hidden gem in the green countryside! Stroll through labyrinths of cobblestone streets, visit small wine shops, and admire the essence of medieval Tuscany still shining through Montalcino! As you walk uphill through the town, you will inevitably end up at the town's majestic Fortress. Here, you can find breathtaking views of the surrounding rolling hills, ancient oak trees, scenic roads, and perfect vineyards! Whenever you are ready to continue your journey, your driver will be happy to pick you up.
    120 minutes
  • Val d'Orcia, Italy
    One perk of booking a private tour is the ability to make stops along the way! Ask your driver to first bring you to the Chapel of the Madonna di Vitaleta. This is one of the most photographed spots in Tuscany - the small, charming chapel contrasts magically with the bright, green rolling hills, and it is perfectly framed with a line of cyprus trees. Not only is this spot picture-perfect, but it is also extremely sacred. Legend has it that this was the exact spot where Virgin Mary appeared to the shepherds. Next, you can ask your driver to head to 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. This tiny slice of heaven was filmed in Val d'Orcia. Your private driver will be happy to take you on the exact path of the film until you reach the gates to the home.
    30 minutes
  • Pienza, Pienza, Italy
    Next your driver will take you to Pienza, which stands high upon a hill and dominates the Orcia Valley with extraordinary views! The city stands out in Tuscany, as it was rebuilt to be an idealist-Renaissance town by order of Pope Pius II. It represents the first application of humanist urban planning concepts. Spend an hour and a half exploring the picturesque alleyways at your leisure and admire the atmosphere of harmony and peace that surrounds you. Don’t forget to try some of the town’s famous Pecorino cheese before heading to your next destination!
    60 minutes
  • Montepulciano, Montepulciano, Italy
    Your last stop of the day will be in Montepulciano, home to the exquisite Vino Nobile vineyards. More recently, the town also became world-famous for being the location of the vampire film "New Moon." Spend an hour and a half of your free time discovering the most elegant village of the entire Val D'Orcia - full of majestic noble palaces, Renaissance buildings, and imposing churches. Be sure to grab any last minute souvenirs from the wine enotecas and artisanal shops!
    120 minutes
  • Florence, Florence, Italy
    When you are ready to return to Florence, simply sit back, relax and enjoy your private transportation directly to your accommodation. Don’t miss out on this magical opportunity to explore the postcard scenery of Val d’Orcia!
    120 minutes
  • Infants are required to sit on an adult’s lap
  • Specialized infant seats are available
  • Not recommended for travelers with spinal injuries
  • Not recommended for travelers with poor cardiovascular health
  • Infants and small children can ride in a pram or stroller
  • Travelers should have at least a moderate level of physical fitness
You can cancel up to 24 hours in advance of the experience for a full refund.
  • For a full refund, cancel at least 24 hours before the scheduled departure time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
aussiechiquita
28 Sep 2022
Our private tour took in the most amazing views of the Tuscan countryside. We also did wine tasting at two beautiful wineries. Our tour leader Cristian was so knowledgeable, kind and friendly. He took great care of us making sure we had enough time to explore each town. We thoroughly enjoyed our day and would highly recommend! Thanks Cristian for an amazing day!!
lucasa768
23 Aug 2022
Excellent tour with an excellent tour guide Marco who made our excursion feel safe as well, as we had an minor health issue during the tour in Montepulciano, Marco along with the representative of the winery helped as a lot, cared for us to see if we are ok and giving us useful information about the medieval town. Unfortunately, we lost the wine tasting because of the incident. I recommend it 100% as we frequently choose that tour guide comp and every time ends up perfectly.
davidwQ2386NQ
15 Aug 2022
The trip was very well organized and a great introduction to southern Tuscany sights that would be much harder doing it by yourself. There's the right mix of guided touring and alone-time. You see two interesting wineries with a nice tasting experience. Some of the sites are out of this world stunning. The entire staff deserve special praise. I lost my phone and they promptly recovered from the bus after-hours. Considering how important smart phones are now, this saved my vacation. I highly recommend this company and this tour
This tour in Florence is organized by Ciaoflorence Tours & Travels Srl

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We always double-check the availability with our local partners for each booking. Even though this is usually a swift process, it can take up to 24 hours. Once this process is completed you will receive your voucher or ticket by email. If our local partner is not able to confirm your booking we will offer you the best possible alternative. If the new date and/or time doesn’t fit your itinerary, we will reimburse the full amount paid.
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