Tuscany Bike Tours
The Flowered Heart of Italy
Tuscany, a celebrated region in central Italy, has been at the heart of European culture since the Middle Ages and the rise of the Grand Duchy.
The area is not only famed for its rolling hills and fertile vineyards, but also for its medieval towns, Renaissance heritage, and architectural landmarks, from the iconic Leaning Tower of Pisa to the medieval towers of San Gimignano.
Beyond its cultural treasures, the Tuscan countryside reflects centuries of agricultural tradition, producing world-renowned red wines of the Chianti region and golden olive oil that have shaped the region’s economy and gastronomy for generations.
Learn More…
- Why cycle in Tuscany?
A bike tour is the perfect way to explore this enchanting landscape, combining gentle rides through vineyards and olive groves with stops in medieval towns and Renaissance cities.
Cyclists can enjoy a wine tasting tour in the Chianti hills, savor local cuisine, and pedal past sun-soaked fields that inspired centuries of painters.
For those seeking a more leisurely rhythm, a Tuscany bike and boat tour combines cycling with the comfort of evenings spent cruising Italy’s waterways, allowing you to immerse yourself in the region by both land and river.
- What are the highlights of Tuscany?
- Historic landmarks - Visit the Leaning Tower of Pisa, the walled towns of the Middle Ages & the medieval towers of San Gimignano
- Chianti region - Ride through rolling vineyards and olive groves, sampling world-renowned red wine, olive oil & enjoying a traditional wine tasting tour
- Tuscan countryside - Golden hills, sunflower fields & cypress-lined roads
- Cultural heritage - Explore towns and cities shaped by the Grand Duchy of Tuscany & the Renaissance
- Italian wine & cuisine - Indulge in Italy’s culinary heartland, pairing rustic dishes with exceptional wines
- Scenic variety - From the hills of Chianti to the coast of the Ligurian Sea
- When's the best time to visit Tuscany?
The best time to enjoy a Tuscany bike tour is spring (April–June) and fall (September–October), when the weather is warm but not too hot, and the Tuscan countryside is at its most colorful. In spring, fields bloom with wildflowers and cycling conditions are ideal, while the fall brings the grape harvest in the Chianti region, offering the chance to combine riding with a memorable wine tasting tour. Summer can also be a vibrant time to visit, with long sunny days, but it tends to be hotter and busier, especially in historic towns.
- Links for more information…
Cycling and Cooking in Tuscany
Italy 
Florence to Rome
Italy 
Tuscan Wine Classic: Pienza to Castellina via Siena
Italy 
Tuscany Getaway: 4 Nights in Siena, Montalcino & Pienza
Italy 
Tuscany and Umbria: Cycling in the Heart of Italy
Italy 
Tuscany's Legendary Gravel Routes
Italy 
Custom and Private Bike Tours in Italy
Italy 
Tuscany by E-Bike and Boat
Italy 
I had a blast!
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“The country side of northern thailand, I never thought I would enjoy this much. The train ride was fun, the rice field and farms are astonishing, so peaceful and beautiful. Although the long ride on…” More
“The country side of northern thailand, I never thought I would enjoy this much. The train ride was fun, the rice field and farms are astonishing, so peaceful and beautiful. Although the long ride on the bike was quite tiring under the sun, but I enjoyed every part of it. Our guide “Tiew” made sure that we are safe and having fun. He explains the history of the town and temples, the process of farming or whichever silly questions we ask. We really appreciate his passion for this work and care for others. So thank u!” Less
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Energetic One Tree Hill Bike Tour!
Wilmington One Tree Hill E-Bike Tour
“Eric was the BEST tour guide! We enjoyed it very much! It was cold and he had extra gloves and gators to wear! He’s super fun and engaging and went above and beyond to give us the full OTH…” More
“Eric was the BEST tour guide! We enjoyed it very much! It was cold and he had extra gloves and gators to wear! He’s super fun and engaging and went above and beyond to give us the full OTH tour! Loved that he was thoughtful with the amenities he brings to fully make the experience!! Definitely would do it again!” Less
—D’Lynn H
SO MUCH FUN!!!
Wilmington One Tree Hill E-Bike Tour
“If you’re looking for an engaging, comprehensive One Tree Hill tour—this is for YOU! We booked with Eric on an impromptu trip to Wilmington fairly last minute and it far exceeded…” More
“If you’re looking for an engaging, comprehensive One Tree Hill tour—this is for YOU! We booked with Eric on an impromptu trip to Wilmington fairly last minute and it far exceeded expectations. First, Eric was on time and ready to roll when we pulled up—we actually didn’t book properly (didn’t include our 6 year old) so he had to drive across town to get a replacement bike so our 6 year old could ride too…he didn’t even pause, just offered a solution and made it happen! Eric was engaged, energetic, extremely personable the entire time, and knew all the ins and outs of the show, city, and notable spots to get photos. Eric was also intentional with some stops along the way for lunch and recommended some solid options for us ahead of time, and we even stopped downtown and had a drink before finishing our tour which we appreciated. We’re already looking forward to doing another tour the next time we’re back in town. Thanks, Eric!” Less
—Caleb L.