Our One Day Bike Tours

Wine Tasting & Bike Tour

Visit two typical Tuscan villages as you pedal through Tuscany’s most famous wine region with three wine tastings & a light tuscan lunch on Chianti Classico’s best roads.

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Gelato Tasting & Bike Tour

Learn how gelato is made, & enjoy a gelato tasting, followed by a gentle ride through the countryside and finish with a visit of San Gimignano & perhaps another gelato!

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Florence to San Gimignano

Cruise down a quiet and gorgeous 12 mile downhill before seeing Tuscany’s Manhattan of The Middle Ages San Gimignano. Then finish with a Chianti wine and olive oil tasting.

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Florence to Siena

Choose the 10 mile or the more challenging 16 mile version and either way end the day with free time to explore and have lunch in the Tuscan gem that is the hill top town of Siena.

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Chianti Road Cycling

Want a bit more of a challenge? Have you always dreamed of tackling Tuscany’s famous hills on the way up and down? Then this tour is for you!

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Wine, Olive Oil & Gelato

Learn how gelato is made, enjoy a wine and olive oil tasting in a beautiful vineyard in the heart of Chianti and visit the picturesque town of San Gimignano

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Tuscany By E Bike

Effortless riding around the Chianti Classico on an ebike? Check. Wine tasting with a light Tuscan lunch? Yes. Pedal through Tuscany without breaking a sweat. Nice.

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Ride & Cooking Class

A spectacular ride starts your day and then you get to learn how to make an authentic italian two course lunch and enjoy a wine tasting at the same time. Buon appetito!

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Discover Tuscany by Bike

Welcome to Tuscany Cycling Tours, your gateway to the most beautiful bike rides in Italy. Based in Florence and run by experts with over 30 years of combined experience, we offer unforgettable one-day bike tours through the rolling hills, vineyards, and medieval villages of Tuscany. Whether you’re looking for a leisurely Chianti bike tour with wine tasting or a more challenging cycling adventure, our guided tours are the perfect way to experience the heart of Tuscany.

Join us for a day you’ll never forget—pedal past olive groves, stop at historic wineries, and explore hidden corners of the Tuscan countryside with a guide who knows the roads like the back of their hand. Our Tuscany bike tours are designed for all levels of riders and start less than an hour’s drive from Florence.


star rating  Outstanding tour from Forence to Siena. - Chris Small led us on our Florence to Sienna bicycle tour. He had excellent communication with us pror to the tour. Our Hybrid bicycles were in excellent condition... read more

avatar thumb Scot M
July 26, 2025

star rating  Great bike tour!  - Really fun bike tour! Our tour guide Jason was very knowledgeable about the history of all the towns we visited and told us about important cultural events they host. He... read more

avatar thumb Elizabeth P
June 30, 2025

star rating  Florence to Siena - easier bike ride - Fantastic family experience! My family of 4 (two teenagers and two adults) enjoyed the amazing Italian countryside scenery and experience of being in small towns outside of Florence to... read more

avatar thumb Excursion258752
May 26, 2026

Why Choose Us?

Over 30 years of Bike Tour Experience

Our two founders have a combined three decades of taking happy guests on bike tours in Tuscany as well as all over Italy from the Dolomites to Puglia. Over the years we have served thousands of happy guests, and received hundreds of five star reviews and now we bring all that together for your cycling tour in Tuscany!

The Best One Day Bike Tours From Florence

We aim to give you the best experience on your ride in Chianti with us. Whether it’s a gentle cruise and a gelato at the end or a more challenging custom road bike tour, we can make a memorable day on two wheels in Tuscany. Get in touch and tell us what your perfect Tuscan bike ride would be like…