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Tuscany Bike Tours

Ride through the rolling hills of Tuscany, experiencing its world-renowned wine regions, historic towns, and artistic legacy.
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8 days / 7 nights
Moderate to Challenging
Embark on a journey that cycles through the soul of the Renaissance, from the serene hidden charms of Lucca to the majestic heights of Orvieto.
From: 1,745€/person
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Chianti panorama
Tuscany bike
Crete senesi
Val d orcia
7 days / 6 nights
Experience the breathtaking beauty, rich history, and exquisite flavors of Tuscany on a 7-day cycling tour, and explore the heart of this beautiful region.
From: 1,349€/person
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Tuscany gravel
Tuscany gravel
Tuscany gravel
6 days / 5 nights
Discover the beauty of Tuscany like never before, as you cycle through pristine gravel roads, taste world-renowned wine and cheese, and embrace the countryside.
From: 990€/person
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About Bike Tours in Tuscany

Tuscany, with its rolling hills, ancient olive groves, and vineyard-clad landscapes, offers a cycling experience that epitomizes the essence of Italy. Renowned for its art, history, and culinary traditions, this region invites cyclists to embark on a journey through the heart of the Renaissance, exploring medieval villages, historic cities, and some of the world’s most famous wine regions.

Cycling tours in Tuscany cater to a wide range of enthusiasts, from those seeking leisurely rides through picturesque countryside to more ambitious cyclists eager to tackle the challenging climbs of the Chianti hills. The routes meander through a patchwork of scenic roads and paths, offering stunning views of cypress-lined avenues, fortified towns, and Renaissance villas. Each turn brings a new vista, a new discovery, making every ride an adventure in itself.

The charm of Tuscany lies not only in its landscapes but also in its rich cultural tapestry. Cyclists have the opportunity to visit UNESCO World Heritage Sites, such as the historic centres of Florence, Siena, and Pienza, exploring the art and architecture that have made Tuscany a beacon of culture. The region’s deep-rooted gastronomic culture offers additional delights, with tastings of prestigious wines like Brunello di Montalcino and Chianti Classico, paired with traditional Tuscan cuisine that celebrates local ingredients and age-old recipes.

Accommodations in Tuscany range from rustic farmhouses (agriturismo) nestled among olive groves to luxurious villas and boutique hotels that offer a restful end to a day’s ride. These stays provide a warm, authentic experience of Tuscan hospitality, allowing cyclists to immerse themselves fully in the region’s lifestyle.


We handle itineraries, accommodations, and anything else you prefer not to deal with, so you can enjoy a carefree holiday.

Completely Customizable

Flexibility is our middle name — whether you want more or less, or just beyond ordinary, we’ll make it happen.

Book with confidence

We are a financially protected company, fully bonded and insured, keeping your money safe and allowing you to travel with confidence.

Unbeatable support

Our 24/7 customer support is where we show our passion, bringing you a better experience by making your well-being our number one priority.
Discover Italy on two wheels with our cycling holidays! Choose from a variety of available cycling tours in Italy's most beautiful and picturesque regions.
© Copyright by Cycling Holidays Italy
Portfolio company of World Discovery.