Explore Pienza and the Val d'Orcia
Located in the Val d'Orcia, Pienza is a charming town boasting a wealth of beautiful Renaissance architecture. Explore the town with your private guide and enjoy incredible views across the Tuscan countryside.
Area
Tuscany
Type
Community & Culture
History
Who
Adults
Teens
Pienza, a UNESCO World Heritage Site, is a small town with a huge amount on offer. With your private guide, wander through the charming streets to reach the beautiful Palazzo Piccolomini, before heading into the Val d'Orcia and climbing the Tower of Tentennano to enjoy the stunning views of Tuscany. Travelling through the picturesque countryside, end your tour at the Abbey of Sant'Antimo, a Benedictine monastery dating to the 8th century.
Tours Featuring This Experience
Be inspired by the itineraries below which include this experience and let our travel specialists craft a bespoke luxury holiday for you.
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View TourUltimate French & Italian Riviera Road Trip
Embark on the Ultimate French & Italian Riviera Road Trip, a bespoke self-drive itinerary that takes you on a journey through the most glamorous destinations of the Riviera. Over the course of 12 nights, you'll experience the iconic charm of Cannes, the elegance of Monaco, the beauty of Portofino, and the serenity of Lake Como.
Recommended Hotels Nearby
A selection of luxury hotel options in the area, handpicked and recommended by our travel specialists.
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View AccommodationIl Salviatino
Set high on the hills of Fiesole in a converted 15th century villa with breathtaking views across Florence, Il Salviatino is the perfect place to escape the city bustle while still being close enough to dip into Florence's many diversions when you wish.
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View AccommodationRosewood Castiglion del Bosco
Rosewood Castiglion del Bosco in Tuscany is an exclusive country estate offering luxurious suites and villas with private heated pools, exceptional cuisine and great outdoor activities, set against the magnificent backdrop of the Val d'Orcia.
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View AccommodationBorgo San Felice
Sink into an oasis of rural luxury in the heart of Tuscany, immersed in vineyards, with an abundance of facilities this is paradise found. This former hamlet has been transformed into a luxury hotel estate, nestled in the beautiful Chianti region.
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View AccommodationLA ROQQA - Porto Ercole
A design-forward boutique hotel perched above Porto Ercole, La Roqqa offers intimate luxury, sustainable ethos, rooftop dining, and exclusive access to a beach club — all framed by Tuscan coastline serenity.
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View AccommodationBorgo Santo Pietro
This stunning boutique hotel located in the heart of the Tuscan countryside exudes charm and history. The lovingly converted 13th century villa, the centre of Borgo Santo Pietro, offers guests a luxurious haven in which to relax and unwind.
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View AccommodationHotel Savoy, a Rocco Forte Hotel
Hotel Savoy offers luxury and style in the heart Florence, with the Ponte Vecchio, the Uffizi and the Duomo all within easy reach. At the Hotel Savoy you will experience the highest standards of cuisine and impeccable service.
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View AccommodationFour Seasons Hotel Firenze
Set in an expansive private walled garden in the centre of Florence, the historical buildings of the Four Seasons Florence is where contemporary style meets classical architecture, offering a luxurious stay in the city.
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View AccommodationLa Bandita Townhouse
Escape to Pienza, an idyllic medieval city that is small in size but grand in character. Tucked away amongst its golden-stoned buildings, La Bandita Townhouse is a hip oasis of modern design with exceptional cuisine and a laid back vibe.
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View AccommodationHotel Brunelleschi
Set in the heart of Florence, Hotel Brunelleschi is located just moments from the famous Cathedral, or Duomo. Many of the luxurious suites on the upper floor offer fantastic views of the city, and the major sights and shopping streets are just steps away.
More Experiences in This Area
Discover more things to do in the area and chat to our specialists about crafting these experiences into your tailor-made holiday.
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View ExperienceWine tasting and lunch in Chianti
Journey through Chianti’s rolling hills to two renowned wineries. Enjoy guided tastings, a private cellar visit, and a relaxed wine-paired lunch—all set against the breathtaking backdrop of Tuscany’s vineyards and olive groves.
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View ExperienceWine Tasting at Borgo Pignano
Enjoy a wine tasting session in Borgo Pignano's medieval wine cellar, where you'll have the opportunity to taste a selection of local organic wines, as well as those produced on the estate.
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View ExperienceTuscan cookery lesson at Borgo Santo Pietro
Spend a fun and informative day learning about the regional specialities of Tuscany. Test your cooking skills and choose from a variety of classic Italian dishes to attempt for yourself under the tutelage of a skilful chef.
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View ExperienceCooking class at Borgo Pignano
Learn the art of Tuscan cooking with a class at Borgo Pignano, where ingredients from the farm and vegetable garden are used to create the freshest dishes with a real farm-to-table ethos.
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View ExperienceWine tasting in Montalcino and Montepulciano
Spend a day discovering the delights of Tuscan wine as you explore the charming towns of Montalcino and Montepulciano, both renowned worldwide for their wine production.
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View ExperienceTuscan cooking class
Discover the art of Tuscan cuisine with a private cooking class at a local farm. Under the guidance of a local cook, you'll learn how to prepare traditional recipes and then enjoy your dishes for lunch.
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View ExperienceCooking classes at La Canonica
Learn how to make some of Tuscany's classic dishes at La Canonica cooking school at Castiglion del Bosco, alongside expert chefs who will guide you in the art of creating authentic Tuscan cuisine.
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View ExperienceTruffle hunting at Borgo Pignano
Explore the forests of Borgo Pignano's estate with your experienced truffle hunter and their dog, searching for renowned Tuscan truffles, and discover the unique skills required to find these famous treasures.
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View ExperienceMeet with local pecorino cheese maker in Val d'Orcia
Soak up the wonderful atmosphere of daily family life on a this wonderful cheese farm, meet the animals, observe the production and taste a gourmet display of local cheeses.
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