Golf & Wine Experience at Castiglion del Bosco
A refined golf and wine experience at Castiglion del Bosco, pairing Tom Weiskopf’s signature course with iconic wines, gourmet bites and sweeping Tuscan views.
Area
Tuscany
Type
Active
Food & Drink
Grade
Luxurious
Who
Adults
Difficulty
Leisurely
Duration
Half Day
Discover the essence of Castiglion del Bosco through a refined pairing of golf and wine in the heart of Brunello country. Set within one of Tuscany’s most celebrated estates, this experience combines signature holes on Tom Weiskopf’s course with a leisurely tasting of the property’s most iconic wines, including Millecento Brunello di Montalcino Riserva.
Surrounded by vineyards and the UNESCO-protected Val d’Orcia landscape, guests can enjoy a memorable journey that brings together exceptional golf, outstanding wines and the flavours of Tuscan tradition.
Recommended Hotels Nearby
A selection of luxury hotel options in the area, handpicked and recommended by our travel specialists.
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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 AccommodationCastelfalfi
A beautifully restored Tuscan estate between Florence and Pisa, Castelfalfi combines a medieval borgo, 146 stylish rooms and suites, superb spa, golf and pools, plus outstanding Tuscan dining amid vineyards and olive groves.
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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 AccommodationCOMO Castello del Nero
The beautifully converted 12th century COMO Castello del Nero is nestled in the undulating hills of the Chianti region of Tuscany. Siena, Florence and Pisa are just a stone's throw away and you can take your pick from superb local Chianti wineries.
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View Accommodation
Hotel Il Pellicano
Il Pellicano offers timeless Italian elegance on the Argentario coast with stunning sea views, Michelin-star dining, a private beach, wellness spa, and individually styled rooms and suites for a serene luxury escape.
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View AccommodationBorgo Pignano
Cocooned in 750 acres of organic farmlands, landscaped gardens and rolling Tuscan countryside, Borgo Pignano is housed in an 18th century villa, cottages and farmhouses with exceptional views and one of the most picturesque pools imaginable.
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View AccommodationCastello di Reschio
Located just within the Umbrian border, Castello di Reschio, a recently-renovated grand estate, offers guests a slice of timeless Italy. Find yourself in the Tuscan hills by Andalusian horseback, indulge in homemade produce, or simply unwind by the pool.
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View AccommodationBelmond Castello di Casole
Belmond Castello di Casole commands a prominent hilltop position, offering magical views of the Tuscan countryside, combining Old World Tuscan charm with modern boutique luxury, elegance and sophistication.
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View AccommodationThe Sense Experience Resort
A refined eco-luxury retreat in Tuscany’s Maremma, The Sense Experience Resort blends beachfront living and gourmet dining with sustainable design, serene rooms, and immersive experiences in nature for a truly unforgettable coastal escape.
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 ExperienceConscious Cuisine: Wine Estate San Felice
An Exclusive experience at Borgo San Felice: A guided one-hour vineyard and wine-tasting experience showcasing the Sangiovese grape through three estate-produced wines, paired with chef-prepared canapés.
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View ExperienceQuad bike across Tuscany
An adrenaline pumping adventure across rugged trails and rolling Tuscan hills. Navigate dirt paths through vineyards, olive groves, medieval villages. Stunning landscape from thrilling new perspective.
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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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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 ExperienceForest bathing in Castelvecchio Reserve
A slow, mindful walk through Castelvecchio Reserve with forest-bathing expert. Immerse in nature's sights and sounds. Afterwards journal, sketch, reflect deeply to connect with experience.
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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 ExperienceExplore 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.
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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 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.
Call us on 212 372 7009 to start planning