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Tuscany & Umbria holidays

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Feel the balmy breeze on your skin as you whizz past a patchwork of vines, cypress trees and olive groves on a Vespa ride, discovering the Tuscan countryside’s tiny churches, crumbling monasteries and medieval towns.

Secure tickets to Palio in Siena – the most famous bareback horserace in history – where the riders and their steeds strut past the crowds in colourful finery. Join locals as they raise their glasses throughout September’s wine festival near Gaiole in Chianti, relax in the rejuvenating steamy caves in Monsummano Terme and shop for crystal glassware and art in the internationally-renowned Colle Val d’Elsa.

Stay in Umbria and watch men run down uneven steep streets with enormous, wobbling saints’ heads during May’s Festa di Ceri in Gubbio. Pick up treasures in Gubbio’s antiques market and sit with a glass of wine admiring the medieval architecture of Piazza della Signoria.

Nestled on a hill high above the Tiber, Perugia is the cosmopolitan capital city of Umbria. Wander along the lovely shopping street with its palaces and open-air cafes, or head down the city slopes to the beaches of Lake Trasimeno. Clock up memorable moments at one of Trevi’s festivals, including the chance to stock up on the finest olive oil during December’s Festa Dell’Olio Nuovo.

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    Discover one of Florence’s art galleries, such as the Pitti Palace, Medici galleries or Accademia gallery. We’ll help you secure tickets in advance to these galleries and avoid the queues.


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    Spend a whole day appreciating Chianti’s wines, followed by a delicious lunch. Your private guide and wine connoisseur will take you first to Greve winery for a tasting. Then it’s on to the celebrated Antinori vineyards, the Montefioralle castle and the Casaloste cellars to appreciate a second tasting of beautiful red...


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    Discover the history of Florence on this four-hour private experience, from the city’s Roman origins to the architecture of Brunelleschi’s Dome of the Cathedral. Glide along the Arno River under Ponte Vecchio - the famous medieval bridge - in a traditional boat. Relax, soaking in the atmosphere, discovering monuments ...


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    During this full day tour, visit the Leaning Tower of Pisa with its quirky angle; Duomo di Santa Maria, one of Italy’s best cathedrals; and the imposing Charterhouse of Calci, dating back to the 14th century. Dine in a typical trattoria and spend time shopping in the traditional boutiques of Borgo Stretto or the chic ...


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    Experience the magical atmosphere of Puccini’s music during a memorable night at the opera. Listen to acclaimed opera singers under a star-lit sky in Puccini’s open-air theatre and, on special gala nights, you can dine with the artists in the private gardens of Villa Caproni di Taliedo.


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    Experience Palio – the most famous bareback horserace in history – held twice a year in Siena. Watch the magnificent pageant of corteo storico, with flag wavers in medieval costume, before the riders and horses emerge in their colourful finery and arms to represent the 17 city wards. This afternoon experience includes...


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    Sample produce from Tuscany’s vineyards during The Ruby of Tuscany private tour. Learn about Tuscan reds in one of the best ‘enoteche’ in Florence and how to match each wine with food. Relax during the tasting with traditional canapés of chicken liver and olive paté crostini, bruschetta, veal carpaccio, and local chee...


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    Join an art historian on our private five-hour experience for art and food lovers. Explore Florence and learn how Renaissance art was linked to gastronomic culture. Visit the Palazzo Pitti and Uffizi Gallery and enjoy a four-course lunch in your guide’s home, cooked by her husband – an excellent chef and wine connoiss...


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    Let Tuscany drift underneath you during a private one-hour hot-air balloon flight. Watch the sun rise in an orange haze, light filtering over the mountains and hills, and float over a patchwork of olive groves and soak in the silence. Once back on terra firma, enjoy a good Tuscan breakfast with a glass of wine and tra...


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    Explore the beautiful Tuscan countryside on a Vespa ride along the Etruscan trail. You’ll ride through the woods and hills, discovering little churches, deserted monasteries and ancient ruins. Our road book will guide you to the village of Certaldo, San Vivaldo’s monastery and the medieval walled town of Volterra with...


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