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Val d’Orcia, masterpieces and nature

September 30, 2025

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October 5, 2025

Discover the enchanting Val d'Orcia region, a UNESCO World Heritage Site that has inspired artists for centuries. Explore its picturesque landscapes, medieval villages, and world-renowned gastronomy, all while delving into the creative process of local masters.

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Day 1: Tuesday, September 30th, 2025
Begin your journey in Siena, a medieval city renowned for its art and architecture. Visit Piazza del Campo, home to the Palazzo Pubblico and its Civic Museum, featuring frescoes by Simone Martini and Ambrogio Lorenzetti.

Explore the Siena Cathedral (Duomo), a Gothic masterpiece adorned with works by Michelangelo and Donatello.
Enjoy a gourmet lunch at a restaurant offering contemporary Tuscan cuisine. After lunch, visit the Santa Maria della Scala Museum Complex, where ancient art and contemporary exhibitions are seamlessly integrated.
Visit one of Siena's top contemporary art galleries, showcasing works by internationally renowned artists.
Enjoy a private dinner at an artist’s studio, where you can engage with the creative process in a unique and intimate setting.
Overnight in a boutique hotel in Siena.


Day 2: Wednesday, October 1st, 2025
Head to Montepulciano, a hilltop town famous for its Renaissance architecture. Visit the Palazzo Ricci, a cultural center that hosts contemporary art exhibitions alongside its historical collections. Stroll through Piazza Grande, admiring the Cathedral of Santa Maria Assunta and other architectural landmarks.
Enjoy a wine-pairing lunch at a local vineyard. After lunch, visit a local contemporary artist’s studio for a private tour and discussion of their creative process. Relax with a leisurely dinner in Montepulciano, followed by a restful night at a charming agriturismo near the town.


Day 3: Thursday, October 2nd, 2025
Visit Pienza, the "Ideal City" of the Renaissance. Tour the Palazzo Piccolomini, with its elegant architecture and stunning views over the Val d’Orcia countryside. Explore the Pienza Cathedral, a blend of Renaissance and Gothic styles.
Enjoy a traditional lunch featuring local pecorino cheese and fresh pasta at a handpicked eatery.
Visit the San Giovanni d’Asso Contemporary Art Center, where you can explore works inspired by the region’s natural beauty. Afterward, enjoy a private visit to an artist’s studio, to see how the landscape influences contemporary art.
Attend an art-themed event or lecture, or simply unwind and enjoy the peaceful atmosphere of Pienza.
Overnight in Pienza.


Day 4: Friday, October 3rd, 2025
Travel to Montalcino. Visit the Rocca di Montalcino, a fortress offering panoramic views and art installations.
Explore the Civic and Diocesan Museum of Sacred Art, which houses a collection of remarkable paintings and sculptures.
Enjoy a wine-pairing lunch at a renowned local winery. After lunch, visit a contemporary art gallery in Montalcino and meet with a local ceramicist artist for a private studio tour. Return to your accommodation in Montalcino for a relaxing evening after a day of art and wine exploration.


Day 5: Saturday, October 4th, 2025
Take a scenic drive through the rolling hills of Val d’Orcia, stopping to photograph its iconic cypress-lined roads and golden fields. Visit the Abbey of Sant’Antimo, a Romanesque masterpiece nestled in the stunning countryside. Enjoy a picnic lunch with local delicacies amidst the breathtaking scenery of Val d’Orcia. Spend the afternoon at La Foce Gardens, where nature and architecture meet, often featuring contemporary art installations. Take a private tour of an artist’s residency in the region. Conclude your journey with a farewell dinner at a renowned farm-to-table restaurant, savoring the flavors of the region one last time.

Your Art Insider

Every journey curated by In Situ Art Club comes with the guidance of an Art Insider. These passionate art connoisseurs are deeply connected to the creative pulse of each destination and eager to share their expertise with you.

Your Art Insider is the expert companion you’ve always dreamed of traveling with, offering an unparalleled perspective on the art and culture of each location.

They’ll introduce you to talented artists, guide you to the most captivating installations and share the stories that bring these creations to life. Along the way, you’ll have the chance to meet creators, explore private collections, and gain exclusive access to exhibits, making every trip a truly immersive and unforgettable experience.

Included

  • Meals: all breakfasts, lunches, and 3 dinners.

  • Accommodations: nights in premium properties.

  • Private guided visits to artists’ studios, museums, and exhibitions.

  • Private transportation throughout, including airport transfer.

  • All Fees and Gratuities: Taxes, service charges, and tips for local guides and drivers.

Not Included

  • Visas, travel insurance, personal expenses, alcoholic drinks, meals or beverages not listed in the program.

  • Transportation not specified in the itinerary.

  • Airfare.

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