Days 1-2 Climb the ridges and cruise the downhills in the beautiful Val di Chiana Kick off the week in true Tuscan style with a grigliata mista under the stars Flex your cycling muscles on a ride through the Val d’Orcia’s rolling hills Explore the Renaissance gem of Pienza, pausing to taste pecorino cheese and southern Tuscan wines Prepare a traditional meal, from l’antipasto to i dolci.

Day 3 An exclusive wine tasting at Fèlsina estate, one of the finest producers of Chianti Classico View the bare chalk hills rising above woods and vineyards as you approach quintessential Chianti Stroll through grand piazze and alleyways, soaking up the medieval charm of Siena Treat yourself to a slice of Sienese panforte and local vin santo.

Day 4 Pedal through oak-shaded valleys and castle-crowned hills, watching the landscape alternate between perfectly symmetrical vineyards, gnarled olive trees and ancient forests Admire hand-painted pottery at Ceramiche Rampini, then explore the shops and markets of Radda in Chianti At a private olive oil tasting, learn why Tuscany’s “liquid gold” is beloved around the world Create a four-course Tuscan spread in a local kitchen.

Days 5-6 World-famous Chianti vineyards provide a stunning backdrop for our ride Relax over a cappuccino in lively Castellina While your handmade pizza bubbles in the wood-fired oven, gaze across the valley to the villa where Mona Lisa once lived Visit the famed butcher shop of Dario Cecchini, who stocks specially prepared salts and medieval seasonings Enjoy a traditional osteria experience at Il Papavero, where our friends introduce you to classic Tuscan dishes with an elegant twist Treat yourself to a morning spin before returning to Florence

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