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.

Read More…

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!

Read More…

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.

Read More…

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.

Read More…

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!

Read More…

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

Read More…

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.

Read More…

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!

Coming soon…

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  Highlight of Our Honeymoon - Don't Miss Out - We truly can’t say enough wonderful things about this experience! Biking through Tuscany ended up being the absolute highlight of our honeymoon. From the incredible hospitality of our guide, Chris,... read more

avatar thumb Megan T
November 29, 2025

star rating  A worthwhile experience - We had an incredible day on this tour. It was truly the highlight of our two week trip across Italy. Chris gave us his personal attention throughout the day, even... read more

avatar thumb Jacob K
October 13, 2025

star rating  Family memories - We had a wonderful day with Chris Small. Very organized, informative, punctual, friendly and Fun! Thanks for a great day to add to our memories.

avatar thumb Companion18536589132
July 1, 2025

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…