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    A Beginner's Guide to Cycling Through Chianti

    Wine Itineraries
    A Beginner's Guide to Cycling Through Chianti

    If you’re a cyclist who enjoys a glass of vino, then Chianti is the place to be. Visitors to this famous Tuscan region will find dozens of brilliant bike-friendly trails boasting sensational scenic views and easy access to the world’s best wineries. Below, we’ll share a suggested biking route to consider when planning your Chianti vacation.

    A Sample Chianti Cycling Itinerary

    Most likely you’ll begin your Tuscan adventure in the region’s largest city: Florence. As the “Birthplace of the Renaissance,” it goes without saying this capital has a lot of historical sites to behold. Indeed, so many people have fainted while touring Florence’s heavenly Uffizi that “Florence Syndrome” is a real thing. Our advice: take a few long pasta breaks in between sightseeing sojourns.

    Once you’ve had your fill of Florence, rent a bike and head 45km south to the town of Castellina in Chianti. Although this town might be small, it’s jam-packed with fascinating museums housing remains from Etruscan times. Plus, thanks to its relative seclusion, Castellina in Chianti is a perfect place to relax by the countryside with a glass of red wine.

    From Castellina in Chianti, continue your journey south about 30km until you reach Siena. Although the Etruscans were the first to settle in Siena, this city is best known for its medieval glory days. Tourists looking for excitement must visit during the summer Palio Horse Race, which dates back to at least the 11th century. No matter what time you visit Siena, however, you’re bound to enjoy the company of the proud locals, excellent food, and, of course, fantastic Chianti wine.

    Wine enthusiasts will really love the next stop on our tour: Montalcino. About 40km southeast of Siena, Montalcino’s claim to fame is as the home of the Italian red Brunello. But it’s not all about winetasting in Montalcino. For instance, there are plenty of artistic treasures housed in the town’s Glass Museum and Civic & Dioceses Museum.

    For the final leg of your Chianti trip, we’ll give you two options to choose from. First, wine enthusiasts should bike east to Montepulciano, which is home to the elite Vino Nobile di Montepulciano. And, in case you were wondering, this really was the filming location for a few of the Twilight movies.

    For those not interested in Montepulciano, consider biking east to the medieval town of Gavorrano. Immortalized in Dante’s Purgatorio, Gavorrano really comes alive in August with citywide parades, shows, and horse processions all in the spirit of the Middle Ages. 

    Wherever You Go, The Chianti Will Flow

    One of the nice things about biking in Chianti is you can always find great food, wine, and company around every turn.

    So, even if you choose a different route than the one suggested above, you’re bound to have an unforgettable experience.

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