Cortona Private Pick&Taste - Valley, Castle With Lunch and Wine

Cortona, IT
Self-guided

Included

  • inclusion
    Booster seat
    Car seats for infants and young children available upon request at no extra cost. Safety is our first priority: our seats meet the higest standards.
  • inclusion
    Private transportation
    Luxury pick up truck, Volkswagen Amarok 3.0 V6 full optional from 2 to 3 pax or Luxury Van Volkswagen Multivan T6 from 2 to 4 Pax for a fully private, intimate experience
  • inclusion
    Other
    Pricing reflects the fully private nature of the experience, tailored exclusively to your group.
  • inclusion
    Bottled water
    personal bottle of water
  • inclusion
    Other
    Private castle visit arranged exclusively for you, with no overlapping guests.
  • inclusion
    Other
    Double strolleravailable upon request. No extra charge
  • inclusion
    Other
    Exclusive winery visit scheduled with no overlapping groups
  • inclusion
    Other
    Curated lunch with fine wines in a special setting for your comfort

Excluded

  • exclusion
    Other
    Everything that is not expressly included.
  • exclusion
    Other
    Exclusive transfer from accommodations beyond the included area can be arranged - additional fee
  • exclusion
    Other
    All gratuities are optional and fully donated to help children with rare diseases and their families

Meeting Point

Square located just outside the pedestrian area, laid out as a roundabout and marked by a large statue of Garibaldi.

Meeting point

52044 Cortona, Province of Arezzo , Italy

End point

End Point

Square located just outside the pedestrian area, laid out as a roundabout and marked by a large statue of Garibaldi.

Meeting point

52044 Cortona, Province of Arezzo , Italy

End point

Pickup

Check if pick-up is available from your location, you will select during checkout (providers may allow other pickup locations)

Pickup Location
Hotel Italia
Hotel Oasi Neumann
Hotel Park
Hotel Sabrina
Hotel San Luca
Hotel San Michele
Monastero di Cortona Hotel & Spa
Relais La Corte dei Papi
Ruga Piana Vacanze - Cortona
Villa Marsili
Villa Santa Margherita
Villa Schiatti
Kindly always request confirmation and a possible quotation for pick-up and drop-off from locations outside the indicated radius. This does not necessarily imply that an additional cost will apply, as each request will be evaluated on a case-by-case basis. Please note that the pick-up time will be assessed and communicated to you according to the distance and travel time from your accommodation.

What to expect

1
Cortona

Each journey unfolds as a gentle crescendo of emotions — intentionally left unrevealed, so it can be felt rather than explained. Some moments are meant to surprise you along the way. We follow a thoughtful structure, yet no day is ever the same. Each season brings its own atmosphere, flavors, and encounters, and every proposal reflects what the land genuinely offers at that moment. Nothing is replicated — everything is real, local, and shaped by time and place. Come and live it for yourself. We have a feeling it will stay with you.

Duration 60 minutes
2
Cortona

From the olive tree to the bottle After Cortona, we move to an authentic 19th-century olive mill, fully updated for today, beginning the story beneath the branches of centuries-old olive trees. You’ll follow the journey of extra virgin olive oil — from the earth and fruit to the modernized press — and finish by tasting and selecting the bottle that most delights your palate. Every moment is crafted to be memorable, educational, and uniquely yours.

Duration 60 minutes
3
Castello di Montecchio Vesponi

Private entry and guided tour — exclusively for you. A medieval castle of breathtaking beauty, a magical place that even the Queen Mother of England visited in 1992. Wander through its halls, feel the history in the stones, and let the atmosphere of centuries-old walls surround you. Some moments are meant to be experienced, not described.

Duration 60 minutes
Admission Admission Included
4
Castiglion Fiorentino

We’ll journey through the stunning Val di Chiana, along white country roads, charming villages, and the historic Via delle Leopoldine, in search of authentic local delights to bring with you to the final stop. The landscape, scents, and colors of the countryside will guide your senses, making the journey a series of memorable discoveries.

5
Abbazia Farneta

The Abbey of Farneta — a journey through time We’ll step into the Abbey of Farneta, a place where history, spirituality, and serene beauty converge. Every stone, arch, and cloister tells centuries of stories, quietly preserving the echoes of the past. Wander through its halls and gardens, feel the calm of its sacred spaces, and let the atmosphere transport you beyond the ordinary. And, weather permitting, the journey continues to the vineyards where Master Fabrizio cultivates his black gold. Among the sunlit rows of vines, you’ll sense the passion, tradition, and care that make this land extraordinary — a discovery for all your senses.

Duration 60 minutes
Admission Admission Included
6

Cantina Doveri

Final stop — a culinary celebration We conclude the day with a lunch and wine pairing at the Val di Chiana’s finest Syrah producer, where the local treasures you’ve discovered along the way will be revealed and savored. We won’t disclose more… but rest assured, the level of quality and care in every detail is exceptional. Every bite and sip is designed to delight your senses and celebrate the journey you’ve shared.

Duration 60 minutes
Admission Admission Included
7
Cortona

As we return to the meeting point, the journey doesn’t end — it stays with you. Secure your private tour now! N.B. At EBKexperience, we believe that true luxury also means responsibility. For this reason, all gratuities are entirely donated to an association supporting children affected by rare diseases, helping fund care, research and daily assistance for families in need. This contribution is never expected, yet always appreciated — and transformed into something meaningful beyond the experience itself.

Duration 10 minutes

The experience can be subject to change due to bad weather or unforseen circumstances. We always endeavour to give you the best possible experience.

Additional Information

  • Additional information
    Infants and small children can ride in a pram or stroller
  • Additional information
    Public transportation options are available nearby
  • Additional information
    Specialized infant seats are available
  • Additional information
    Suitable for all physical fitness levels
Provided by EBK Luxury Experience

What our experts say

  • icon
    Visit nearby Cortona for local eats.
  • icon
    Check out local artisan shops in Cortona.
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    Bring a camera for picturesque views.
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    Try the olive oil tasting at the mill.
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    Ask your guide about local festivals.

More About this Experience

Introduction

Experience the enchanting allure of Tuscany like never before with the PRIVATE Pick&Taste - Cortona Valley, Castle & Wine excursion. This isn't just a tour; it's a carefully curated journey that invites you to explore the hidden gems of the Cortona Valley. For 5 to 6 hours, travelers will be treated to exclusive access to medieval castles, historic abbeys, and secret estates that are typically off-limits to the public. This private experience is designed for those who desire to immerse themselves in the rich culture and traditions of Tuscany while enjoying the freshest local delicacies and exquisite wine pairings. Every detail is meticulously crafted to ensure that moments spent here are not only memorable but also deeply connected to the heart of Tuscany's vibrant heritage. Whether you’re a seasoned explorer or a first-time visitor, this journey promises to be a delightful escape into the beauty of Italy's countryside.

What to expect?

Prepare for an unforgettable day as you dive into the heart of Tuscany's culinary and cultural treasures. Unlike typical tours, this PRIVATE Pick&Taste experience allows you to explore at a leisurely pace, with no fixed itinerary—just the freedom to indulge in your surroundings. Expect to uncover artisanal products, from exquisite olive oils to specialty ingredients, all handpicked from local artisans and markets. You will savor each taste alongside carefully selected wines that enhance the local flavors. As you wander through the breathtaking landscapes and historic sites, you’ll collect not just food, but stories—each moment crafted to resonate with your senses. Expect surprises along the way, as every season brings a unique charm to the valley. This is a journey of sensory delight and discovery, promising not just a taste of Tuscany, but a deep connection to its culture and traditions.

Who is this for?

This experience is tailored for anyone with a love for travel, food, and history. Whether you are a couple seeking a romantic getaway, a family looking to bond over shared adventures, or a group of friends eager to explore, the PRIVATE Pick&Taste tour caters to all. It's designed to be inclusive, welcoming guests of all ages and fitness levels; infants and small children can comfortably join in a pram or stroller. Food enthusiasts, history buffs, and those simply looking to escape the hustle and bustle of everyday life will find joy in this immersive experience. With personalized touches and a focus on local culture, this tour is perfect for anyone longing to create meaningful memories while enjoying the charm of Tuscany's picturesque landscapes.

Why book this?

Choosing the PRIVATE Pick&Taste experience means opting for a day filled with exclusivity and personal touches that elevate your journey. Unlike other tours, this one is entirely private, ensuring that every aspect is crafted to your group’s preferences. You will have the rare opportunity to access hidden locations and meet local artisans, offering insights that are often missed by regular tourists. The combination of breathtaking scenery, historical exploration, and culinary delights creates a unique tapestry of experiences that resonate long after the day ends. Plus, your participation supports a noble cause, as all gratuities go to help children with rare diseases. This blend of luxury, personal connection, and social responsibility makes the experience not just a trip, but a meaningful journey through the heart of Tuscany.

Good to know

When planning your PRIVATE Pick&Taste adventure, it's helpful to know that the experience is designed for everyone, regardless of physical fitness level. Specialized infant seats and strollers are available at no extra charge, ensuring that families can join without worry. The carefully curated itinerary allows for flexibility, making it easy to adapt to your group's pace and interests. It’s worth noting that while the tour includes many highlights, any exclusive transfer beyond the included area can be arranged for an additional fee. Also, public transportation options are conveniently nearby for those wishing to explore before or after the experience. Lastly, don’t forget to bring your sense of adventure and an appetite for discovery—this journey promises to be one you’ll cherish forever!

Reviews

Feedback from travelers who have embarked on the PRIVATE Pick&Taste journey has been overwhelmingly positive. Guests rave about the unique access to stunning castles and hidden treasures, with many expressing how the experience felt tailored just for them. The local guides are praised for their in-depth knowledge and passion for the region, adding an enriching layer to the day. Travelers also highlight the exquisite culinary offerings, with many noting that the wine pairings elevated each dish to new heights. The intimate setting of the tour allows for meaningful connections, whether with fellow travelers or locals met along the way. Overall, this experience leaves participants with a profound appreciation for Tuscany, echoing sentiments that they can hardly wait to return and explore even more.

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