World-Class Wine
Tuscany is home to Chianti Classico, Brunello di Montalcino, and Vino Nobile di Montepulciano — three of Italy's most celebrated DOCG wines.
Tuscany is a sensory masterpiece — a landscape where medieval hill towns rise above a patchwork of vineyards and olive groves, where world-class Renaissance art adorns every church and gallery, and where the food and wine are amongst the finest on earth.
The Luxe Trails curates private Tuscan journeys that go far beyond the ordinary — from intimate winery dinners with the winemaker, to after-hours access to Florence's greatest museums, to private truffle hunting in ancient oak forests.
Whether you seek the grandeur of Florence's Renaissance palazzi, the serene beauty of the Val d'Orcia, or the authentic pleasures of a Chianti wine estate, our Tuscany experiences reveal the region's most extraordinary layers.




Tuscany is home to Chianti Classico, Brunello di Montalcino, and Vino Nobile di Montepulciano — three of Italy's most celebrated DOCG wines.
Florence's Uffizi Gallery houses the world's greatest Renaissance art collection, including Botticelli's Birth of Venus and works by Michelangelo and Leonardo da Vinci.
The Val d'Orcia, a UNESCO World Heritage landscape, offers iconic cypress-lined roads, medieval hilltop towns, and thermal springs unchanged since the Renaissance.
From bistecca alla Fiorentina to handmade pici pasta and white truffles from San Miniato, Tuscany sets the global standard for Italian culinary excellence.
A starting point, not a package — every day is shaped around you.
A private, fully bespoke 5-day itinerary through Tuscany's most iconic and hidden treasures — designed exclusively for The Luxe Trails clients.
Arrive in Florence and check into your historic palazzo hotel steps from the Duomo. Private after-hours tour of the Uffizi Gallery with a resident art historian. Welcome dinner at a secret wine cellar beneath the city streets.
Journey into the Chianti Classico wine region for an exclusive harvest experience. Private tasting with the estate's winemaker. Truffle hunting excursion with local experts followed by a farm-to-table lunch.
Explore Siena's medieval centro storico and the breathtaking UNESCO-listed Val d'Orcia landscape. Private access to the Palazzo Pubblico frescoes. Sunset aperitivo in a restored hilltop fortress overlooking rolling Tuscan hills.
Discover Pienza, the ideal Renaissance city commissioned by Pope Pius II. Private audience with a local artisan cheese-maker famed for Pecorino di Pienza. Afternoon at leisure in the thermal baths of Bagno Vignoni.
Morning workshop with a master leather craftsman in the Oltrarno district. Private studio visit to a Florentine goldsmith. Farewell dinner at a Michelin-starred restaurant with curated Tuscan wine pairing.
Each property is personally vetted by our Tuscany specialists for exceptional service, authentic character, and extraordinary location.
Speak with our Tuscany specialists to design your perfect private itinerary.
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