Bike Florence & Tuscany
Immerse yourself in an uplifting experience that invokes all five senses by biking in Tuscany at your own leisure and pace
Piero and Elena will be glad to show you the way guiding our biking tours around Florence, through the Chianti region, to Siena and beyond all while tasting experiencing Tuscany.
On calm, low-traffic itineraries – planned tailor-made for you, you will discover the neighbourhoods of Florence, inhabited by locals, as well as the amazing scenery of the gorgeous, relaxing countryside.
Have fun, fall in love with experiencing Tuscany by bike!
No matter your fitness or skill levels, they have a tour for everyone, from Novice to Expert!
San Gimignano to Siena
Tour Operator: Bike Florence & Tuscany
Italy
1 days
21 km (~21km per day)
Leisure
Quiet roads
Guided
Supported
Prices from
Guided
€ 165
Overview
Tour Operator Bike Florence & Tuscany
A fascinating journey from Florence to discovery three of the most beautiful Medieval towns of Tuscany: San Gimignano, Monteriggioni, Siena
Head into the marvelous landscape of Chianti on our amazing San Gimignano to Siena bike tour! Visit towns, vineyards. the Tuscany countryside the way it was meant to be seen, slow and easy, in just one-day trip from Florence!
Our exclusive San Gimignano to Siena Biking Tour is going to transport you back in time with three special stops from Tuscany’s medieval past: San Gimignano, Monteriggioni and Siena!
It will be a thrilling excursion that combines cycling, history and sightseeing.
Highlights
- The Family-friendly biking adventure (min.age 12 years).
- Traveling with younger children yet fit, smart who love biking ? Let us know so that we can size your Family adventure on your need!
- Free time in San Gimignano before the tourists arrive
- Follow the via Francigena, low trafficked back-roads that the pilgrims in the year 900 trekked towards Rome
- Walk through the fortress town of Monteriggioni
- Free time in Siena to discovery the highlights of the Medieval city center
- Estimated biking time: 1.5 to 2.5 hours

San Gimignano Easy Tour
Tour Operator: Bike Florence & Tuscany
Italy
1 days
21 km (~21km per day)
Easy
Mostly flat
Guided
Supported
Prices from
Guided
€ 155
Overview
Tour Operator Bike Florence & Tuscany
Take it easy from Florence to San Gimignano!
Our San Gimignano Easy tour starts with air-conditioned van transport from Florence through the amazing landscape of Chianti Classico, stopping for a few great photos of the tower town San Gimignano in the distance. While moving forward to our first destination we can dedicate some time to enjoying a real ” caffe’ espresso macchiato” made in Chianti!
Our first town visit is the picturesque Castellina in Chianti with plenty of opportunity to explore the cobbled stone streets and the castle tower of this enchanting town. Upon request, you can even indulge in a glass of Chianti & Vernaccia wine with Tuscan salami and pecorino cheese or a cup of gelato. These are the best ways to energize before starting to cycle!
After a short introductory visit of Castellina, we begin the biking part of our easy bike tour towards San Gimignano. Our path will take us on a gorgeous, traffic-free road in Chianti. Along the road, you will be surrounded and seduced by the typical fragrances of the Mediterranean including wild rosemary and sage, pine wood, cypress, juniper and so much more. We promise a “scent”-sational experience!
We make use of a very beautiful road heading downhill through vineyards, forests, fields and little villages. This itinerary allows for plenty of time to appreciate the views and take many lovely photos. Once we come to the end of the biking portion of the tour, we put away our bikes, hop on the support van which will take you to San Gimignano, an ancient village famous for its towers, medieval atmosphere, and the much coveted UNESCO World Heritage Site nomination.
Use your free time to thoroughly visit the town and have lunch. Piero & Elena will provide a map of the village as well as the best recommendations for a delicious Tuscan lunch + best home-made gelato!

Chianti Classic
Tour Operator: Bike Florence & Tuscany
Italy
1 days
18 mi (~18mi per day)
Active
Some hills, Quiet roads
Guided
Supported
Prices from
Guided
€ 165
Overview
Tour Operator Bike Florence & Tuscany
An exhilarating one-day trip from Florence in the motherland of Chianti Classico wine
Highlights of the day: Radda in Chianti, Gaiole in Chianti, biking through unforgettable Tuscan hamlets, our exclusive, panoramic and unique route through the Chianti Region. We’ll follow an amazing itinerary showing us the most exclusive view of this beautiful and romantic landscape. An exhilarating trip through Tuscany, between Florence and Siena, promises a continually changing and always enchanting challenge.
Highlights
- Pumping the pedals as you whiz through the Tuscany landscape
- Tranquil roads, off the beaten path of mass tourism
- Discovering the Sangiovese grape, which is the base for Chianti wines, in its natural habitat
- Wine tasting in a real castle, and the possibility to purchase products
- A visit to Radda in Chianti and Gaiole in Chianti
- Estimated biking time: 2 to 2.5 hours
Non cycling tour-mates are also welcome in our small groups
Crossing Chianti to Siena
Tour Operator: Bike Florence & Tuscany
Italy
1 days
18 mi (~18mi per day)
Leisure
Some hills, Quiet roads
Guided
Supported
Prices from
Guided
€ 155
Overview
Tour Operator Bike Florence & Tuscany
One-Day biking trip from Florence to Siena featuring Chianti colors, Medieval Villages, wine tour & tasting.
Our Florence to Siena one-day tour , the Crossing Chianti to Siena biking adventure from Florence guides you through some of the most stunning scenery, vineyards and panoramic views that Tuscany has to offer while pedaling through back roads and small towns before ending at its final destination: Siena.
Highlights
- Leisurely panoramic biking among vineyards, hills & small towns
- A sommelier-guided wine & olive oil experience with option to buy&ship back home directly from the farm.
- Free time for a walk in San Donato in Poggio
- Free time in Castellina in Chianti for a brief tour of the highlights
- VISIT SIENA: Free time for sightseeing & lunch on your own
- Estimated biking time: 1.5 to 2.5 hours
For those who are concerned about not being in shape, or who haven’t saddled up on two wheels for a while we have an alternative so that they don’t have to sit on the sidelines for this beautiful experience.
Non cycling tour-mates are welcome in our small groups
Tuscany Wine Lovers
Tour Operator: Bike Florence & Tuscany
Italy
1 days
13 mi (~13mi per day)
Leisure
Some hills, Quiet roads
Guided
Supported
Prices from
Guided
€ 165
Overview
Tour Operator Bike Florence & Tuscany
Pedaling in Chianti is the perfect wayto taste delicious wines & enjoy great views
The Tuscany Wine Lovers bike tour will show you the colors and flavors of Tuscany. This extraordinary Tuscany bike tour from Florence suitable for all levels, follows an itinerary which highlights small medieval towns, stunning landscapes, and three wine tastings.
Highlights
- Town visits at some of the most panoramic points in Chianti: San Donato in Poggio, Castellina in Chianti, Fonterutoli, Monteriggioni.
- The Wine Education, cellar visit and Chianti Classico wine tasting at the farm (Option to purchase all products on site)
- The Wine Experience lunch: led by a professional sommelier who will meticulously pair local organic products with the perfect Chianti wine. (Option to purchase all products on site)
- A relaxing atmosphere where you can leisurely pedal and admire the scenery, stop for pictures
- Estimated biking times is between 1.5 to 2 hours.
Downhill to Florence
Tour Operator: Bike Florence & Tuscany
Italy
1 days
17 mi (~17mi per day)
Leisure
Quiet roads
Guided
Supported
Prices from
Guided
€ 140
Overview
Tour Operator Bike Florence & Tuscany
Heading downhill to Florence through towns of Roman origin on a scenic, fun & easy biking adventure with gelato as final treat!
The Downhill to Florence bike tour is absolutely family friendly since the itinerary is practically always in descent.
For the adults in the group, there are breathtaking views of the Renaissance City (Florence, Italy), Fiesole, and a few other enchanting surprises along the way. While for the younger crowd, the Bike Florence & Tuscany team makes a point of creating a “kid-friendly” atmosphere by including gelato stops, fun stories & legends of the area and glimpses of authentic Roman ruins. All of this fun for adults and kids happens while effortlessly cruising downhill to Florence. Safety is always a priority in all of our tours, especially when there are kids biking.
Highlights
- Breathtaking views from about 2660 feet onto the Mugello Valley & Florence
- Visit one of the oldest, most important monastery of Italy
- Time to visit Fiesole with its Roman amphitheater
- Typical Tuscan recipes for lunch at a small local trattoria
- Panoramic views from Fiesole overlooking the Florence skyline
- Finish-up with Piero & Elena’s favorite homemade gelato shop
- Estimated biking time: 1.5 to 2.5 hour
Enchanting Florence
Tour Operator: Bike Florence & Tuscany
Italy
1 days
15 mi (~15mi per day)
Easy
Guided
Semi-Supported
Prices from
Guided
€ 110
Overview
Tour Operator Bike Florence & Tuscany
Ride through quintessential Florence on an exciting and fascinating adventure
Spend an exciting day in Florence’s historical district of San Frediano, on the left bank of the Arno River, heading to the beautiful surrounding hills through the Porta Romana, joining us on this unforgettable Florentine experience!
The starting point will be as close as possible to your accommodation. We will take a smooth ride through the flat green park along the river banks. A quiet, refreshing time before plunging straight into historic Florence, where native Florentine still live and work. You will enjoy cycling through hidden places that not many people know about. After a steady climb in the shade, your reward will be the most famous and beautiful view of Florence from the Piazzale Michelangelo. Pedaling along downhill tree-lined boulevards you will see typical Florentine villas and castles, rows of cypresses and olive groves with breathtaking views overlooking Florence and its monuments. Now you can stop for a well-earned lunch in a local restaurant before continuing your visit downtown. The Ponte Vecchio, Palazzo Pitti and some artisans’ handicraft shops are the highlights of the afternoon before we take you back to your accommodation.
We will make frequent stops that will leave an indelible mark of the experience in your memory: a break for coffee, a gelato, or just resting on a Florentine stone bench to take in the surroundings.
Highlights
- Cascine Park,
- San Frediano,
- Piazzale Michelangelo,
- San Miniato,
- Pitti Palace,
- Old Bridge.