Lucca’s walls, Chianti vineyards & Val d’Orcia hills — Italy with style and insider access.
From Lucca’s elegant Renaissance city walls to Chianti’s rolling vineyards, Val d’Orcia’s hilltop villages to Volterra’s dramatic cliffside location, Jacqtours Tuscany blends timeless landscapes, medieval power cities, and some of Italy’s most celebrated food and wine. A perfectly curated Italian cycling experience with style, comfort and insider access.
Arrive Florence airport, 50min transfer to the elegant Renaissance city of Lucca. Overnight Lucca
Ride charming suburbs of the beautiful city of Lucca, renown for its perfectly preserved Renaissance city walls, a charming Old Town, Roman amphitheatre and medieval churches & towers. Overnight Lucca
Ride from Lucca to enchanting hilltop town of Volterra, with an optional climbing challenge. At Volterra, wild, windswept cliffside setting awaits, with sweeping views over the Tuscan countryside & rugged approach roads. Enjoy earthy Tuscan cuisine: local truffles, wild boar & pecorino Italian cheese. Overnight Volterra
A shorter ride from Volterra allows us to explore Siena - one of Europe's most beautiful medieval cityscapes. Highlights include the magnificent Siena Cathedral with black-and-white marble, the famous Palio di Siena horse race, a deeply preserved medieval identity & traditions, and strong farm-to-table culture. Overnight Siena.
An easy ride to Val d'Orcia through the UNESCO World Heritage region. Experience iconic Tuscany with rolling golden hills, cypress-lined roads, hilltop villages, picture-perfect towns, thermal villages, pilgrimage routes and fortress towns with epic views. Enjoy the best of slow food & agriturismo dining culture for which this region is a proponent: local, seasonal produce, preserving traditional, cultural cuisine, and supporting sustainable, small-scale agriculture. Overnight Gaiole in Chianti.
Chianti is synonymous with Tuscany - vineyards, castles & timeless landscapes. We will ride through rolling vineyard hills, olive groves, forests of cypress trees and storybook villages. Overnight Gaiole in Chianti.
Continuing our exploration of classic Chianti with medieval castles, parish churches and not to mention world-class Chianti Classico wines. A long vineyard lunch and cellar door tastings wrap up our sublime Italian cycling experience. Overnight Gaiole in Chianti.
50min transfer to Florence airport. Arrive SG Sun 11 Oct.
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