Stay in an 8th century canonry at the heart of Tuscany's iconic culture and heritage
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Small-group adventures for the culturally curious - Escorted tours or Private stays
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Nourish body and spirit with organic produce from our garden and fine Chianti wines
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Walk ancient pilgrim paths, enjoy private concerts in a setting like no other
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Join curated journeys exploring Tuscany’s art, gardens, wine, history, and language
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Pause by the pool, listen to nightingales, and let the countryside restore you
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Surrounded by idyllic countryside, the area is perfect for exploring on foot
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A beautifully restored 8th-century canonry between Siena and Florence, offering an exclusive base for small-group journeys, as fully inclusive escorted tours or private stays
Each journey is designed for the culturally curious, blending guided walks, historic gardens, frescoed churches, grand monasteries, traditional cuisine, fine wines, and masterpieces of Western art - crowned by a private concert. With every detail arranged for comfort and discovery, this is Tuscany at its most immersive.
Exclusive Tuscany:
discover for yourself…
At Pieve a Castello, you are welcomed as a house guest into a place of peace and living history.
Surrounded by shaded terraces, ancient gardens, a Romanesque church, and a travertine pool, every corner invites you to slow down and savour the beauty of the countryside.
Beyond the canonry, the landscape unfolds into one of Europe’s richest cultural regions - where medieval towns, vineyard estates, and Renaissance masterpieces offer endless inspiration for new discoveries year after year.
Explore what makes each stay truly unforgettable.
Live the Legacy
Reside within a beautifully restored 8th-century canonry, a monument of extraordinary significance.
Hidden Histories
Explore medieval hill towns, frescoed churches, grand monasteries, and hidden corners of historic Tuscany.
A Taste of Tuscany
Savour traditional and organic cuisine, paired with carefully selected fine chianti wines.
Serene Spaces
Relax amidst peaceful terraces, lush gardens, and a salt-water travertine pool.
Ancient Pathways
Walk unspoilt countryside along pilgrim routes, with over 200 miles of scenic trails.
Music Beneath the Arches
Experience exclusive concerts in our beautifully restored, acoustically perfect church.
Vineyard Journeys
Sample world-renowned wines across Chianti and beyond, with tastings at local estates.
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Timeless Gardens
Wander Renaissance gardens and private estates, lovingly maintained.
Masterpieces Revealed
Discover masterpieces of art and architecture, from Siena’s cathedrals to Florence’s Renaissance treasures.
Exceptional Care
Be cared for by a dedicated team of resident Pieve a Castello staff.
The Spirit of a Relaxed Tuscan House Party
Whether you join an escorted tour themed around walking, food and wine, gardens, painting, or cultural discovery - or book privately to set your own rhythm - each day offers a perfect balance of exploration and time to simply enjoy the peace and beauty of your surroundings.
Evenings are relaxed and convivial, with the chance to enjoy lively presentations, private concerts, fine dining, and the rare joy of staying in a place where history lives and breathes around you.
“It is a holiday for travellers who like to move at a civilised pace, appreciate history, and enjoy good food and wine.”
- Roger Hall, NZ Herald
How to Book
There are two ways to travel with us. You can either travel on an set date Escorted Tour or put together your own Private Group.
Escorted Tours
Join a small gathering of like-minded guests and settle into the warm, welcoming atmosphere of our historic home, sharing authentic experiences, forging new connections, and exploring the rich culture and stunning landscapes of Tuscany.
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