Tuscany & Umbria for the Connoisseurs

Verdant vineyards, rolling hills, olive groves and medieval hill towns provide the setting for "La Bella Vita". Explore Tuscany & Umbria with us on a true connoisseur's journey to experience authentic wine pursuits, enjoy some of the finest cuisines and visit astonishing UNESCO sites. 


Stay in charming boutique hotels surrounded by vines and olive groves

Visits to some of the best wineries in Tuscany & Umbria

Insiders experiences with a local angle

Savour Michelin-dining experiences



Be met in Florence as we begin our drive into Tuscany. Stop by at the beautiful town of Arezzo, one of the oldest towns in Tuscany and renowned for Oscar winner Roberto Benigni's film, "Life is Beautiful". Then continue to Cortona where much of the film "Under the Tuscan Sun" was filmed. The old medieval buildings and narrow streets provide a surreal Middle Ages setting and incredible views over the stunning countryside. We then make a visit to the highly-acclaimed Avignonesi Estate which produces one of the most revered wines in Tuscany. Enjoy a wine-tasting session before tucking into a sumptuous gourmet lunch. Finally, we arrive at the stunning Borgo dei Conti,  a Relais & Chateaux property, situated above olive groves and rolling vineyards. 

Overnight: Borgo dei Conti, Perugia

Meals: Lunch


Our day begins with a drive to the hilltop town of Assisi, designated a UNESCO World Heritage site. Famed as the birthplace of Italy's catholic patron saint, St Francis of Assisi, the sleepy town documents the highs and lows of his life. Embark on a walking tour to uncover the life of St Francis as well as his follower, St Clare. Visit the Convent of Santa Chiara, the Basilica di San Francesco as well as the Piazza del Commune with its turreted palace - Palazzo del Capitano del Popolo and the Roman Temple of Minerva. Thereafter, we take a short drive to the charming medieval town of Bevagna to visit an award-winning local olive producer to sample exquisite olive oil before visiting the town's Roman mosaics, remains of a Roman theater. Our final stop will be a visit to the unique Tenuta Castelbuono, one of the newest wine estate in Umbria owned by the Lunelli family. The estate is uniquely-designed with a futuristic dome but it is its wine that fascinates most with its highly-revered Sagrantino range, exceptionally Umbrian! Return to Borgo dei Conti. 

Overnight: Borgo dei Conti, Perugia

Meals: Breakfast 


We begin the day with a drive to the hilltop village of Montepulciano, probably the most beautiful medieval town in Tuscany with elegant Renaissance palaces, ancient churches, charming squares, hidden alleys and exceptional panoramas of the Val d'Orcia. Thereafter, we visit the Salcheto Estate, a modern contrast to the rustic Tuscan estates. Visit the vines and cellar and sample the exquisite Vino Nobile Riserva. Next, we journey on to Siena with its UNESCO-listed old town. Join a walking tour beginning with the Piazza del Campo, regarded as the most beautiful square in Europe. Explore the historic areas as you see the Palazzo Tolomei, Basilica of San Domenico and the spectacular Siena Duomo - an opportunity to admire the works of Donatello, Bernini and Michaelangelo. Finally, we retreat to the stunning Castello del Nero in Tavarnelle Val di Pesa, a stunning 12th Century restored castle in the heart of the Chianti wine region sitting over 300 hectares of rolling vineyards and lush olive groves! 

Overnight: Castello del Nero, Tavarnelle Val di Pesa

Meals: Breakfast 


Another delightful day begins with a visit to UNESCO-listed San Gimignano. Join a walking tour beginning with a walk down the "Via Francigena" strip to learn about the ancient pilgrimage route of the Christians travelling from Italy to England. Admire the medieval architecture  and charming monuments in Piazza del Duomo and as you walk, learn about San Gimignano's fascination for saffron! Continue next to the Etruscan town of Volterra, used as a filming site for the movie "Twilight". Visit the Piazza dei Priori, Porta all'Arco, the Cathedral and ruins of the Roman Theater and Baths before visiting an alabaster workshop. Finally, a short drive takes us to Montaione where we visit the Villa da Filicaja Estate where vines has been grown since Etruscan times. We then return to Castello del Nero where in the evening, enjoy an exquisite Michelin-dining experience as you tuck into signature Tuscan cuisines by Executive Chef, Giovanni Luca di Pirro. 

Overnight: Castello del Nero, Tavarnelle Val di Pesa

Meals: Breakfast & Michelin Dinner


Spend a relaxing morning and later, we take a short drive to visit the Badia di Passignano Monastery, a historic abbey dating back to the 11th Century embarking on a historical wine cellar tour of the estate followed by a sumptuous Michelin-dining lunch experience at the revered Osteria di Passignano accompanied by classic Antinori signature wines, preceded by extra-virgin olive oil tasting. Thereafter, we return to Florence. 


Meals: Breakfast & Michelin Lunch


Borgo dei Conti is a charming resort that has combined its centuries of aristocratic history to modern concepts of hospitality and elegance. A real village in the vastness of its 20 hectare park, made up of the villa and Colonica structures that host 55 rooms in 4 different typologies. 

Borgo dei Conti, Perugia

Picture perfect landscapes with olive groves and vineyards provide a memorable backdrop for this 12th Century castle, located in the celebrated Chianti wine region. The former home of an Italian nobleman, the Castello del Nero is now a luxury hotel with 1000 square meter ESPA for a truly caring experience. Whimsical details include restored original frescoes, vaulted ceilings, "cotto" floors and a gorgeous collection of antiques. 

Castello del Nero, Tavarnelle Val di Pesa


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