Bike tours in Tuscany
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In brief
Historic beauty and delicious surprises
Tuscany is one of the most sought-after destinations for cyclists, with iconic routes leading through white gravel roads, cypress-lined avenues, medieval villages, vineyards and art cities. The more you pedal, the more you immerse yourself in a landscape that feels almost painted — from the rolling Chianti hills to the Renaissance skyline of Florence. Regain your strength with a well-deserved gourmet break: Chianti Classico, bistecca fiorentina and fresh pecorino are never far away.
TO KNOW
Florence, Siena, Chianti, and everything in between
Florence and its Renaissance treasures, the Leaning Tower of Pisa, and Siena — home to the famous biannual Palio — are the unmissable anchors of any Tuscany cycling itinerary. But the real magic often happens in between: the Chianti hills and their world-famous wine, the walled town of Monteriggioni, the medieval towers of San Gimignano. In Tuscany, even the detours are worth it.
Organized bike tours in Tuscany
Start your Tuscan adventure worry-free and let us handle the logistics. We’ll book comfortable hotels and guesthouses along the route, transport your luggage stage to stage, and have your rental bike — or e-bike, if the Chianti hills call for a little extra help — ready and waiting at the start. Our operating base is right in Pisa, with over 150 bikes and a dedicated on-site colleague who delivers the bikes, transfers the luggage, and is your point of contact throughout the trip. We also provide an app with maps, a roadbook, points of interest, GPS tracks, and a seven-day-a-week support service.
Tours
Round tour from Pisa to Florence
Discovering Pisa, Florence and everything in between has never been easier: our round tour offers cycling stages within everyone’s reach, along quiet secondary roads and short stretches of scenic white gravel. You’ll soak up the romantic atmosphere of the Tuscan countryside before arriving in the magnificence of Florence. And don’t rush past Lucca and Pistoia — lesser-known but equally beautiful, they often turn out to be the highlights of the trip.
Siena and the Chianti hills
For cyclists with stronger legs and a taste for a challenge, this is Tuscany at its most rewarding. The route winds through the Chianti hills with numerous climbs and descents, connecting Pisa and Florence via Siena and some of the region’s most enchanting medieval villages — Gaiole in Chianti, San Gimignano, Monteriggioni. The landscapes are spectacular, the wine is world-famous, and the cuisine is every bit as good as the scenery.
FAQ
How does a bike tour in Tuscany with Girolibero work?
Our promise to those who travel with us is this: cycle easy, travel light. These words capture the essence of what we do. Choose your favourite cycling holiday and leave the rest to us: itinerary, handpicked accommodation, luggage transfer between stops and multilingual dedicated assistance.
Why choose Girolibero for a cycling holiday in Tuscany?
Our Tuscany cycling holidays have been carefully refined over many years — these are well-tested itineraries that we know inside out, from the best back roads to the most rewarding stops along the way. We also have a dedicated operating base in Pisa, with over 150 bikes and an on-site colleague who handles bike delivery, luggage transfers and on-tour support from late March to early October.
What is the best time to cycle in Tuscany?
Tuscany is a great cycling destination from March through to October. Spring is the finest time to ride: mild temperatures, the countryside in full bloom, and far fewer crowds than in summer. September and October are equally rewarding. July and August are perfectly manageable, though the heat can be demanding on the hillier sections, making an e-bike a very sensible choice.
What can you see on a cycling holiday in Tuscany?
Our routes take you through some of the most iconic landscapes and cities, like Florence, Pisa, Siena, Lucca, the Chianti hills, the medieval towers of San Gimignano, the walled town of Monteriggioni. But the real pleasure of cycling here is everything in between: the quiet white gravel roads, the hilltop villages, the vineyards, the unexpected views around every bend. For a deeper look at what Tuscany has to offer, read our complete travel guide on the blog.
How do I follow the route?
On our self-guided bike tours in Tuscany, we provide everything you need to find your way: detailed maps and route descriptions, and access to the Ride with GPS app, with GPS tracks and route content, available offline too.
Can I rent a bike or should I bring my own?
You can rent the bike that suits you best — it will be ready and waiting at your starting point. You can choose between an e-bike and a standard bike and, if you’re travelling with family, there are plenty of accessories for children of all ages, from child seats to bike trailers. On some trips you can also bring your own bicycle. Check the trip page for full details on available bikes.
Is a helmet required in Tuscany?
Wearing a helmet while cycling in Tuscany is not required by law. For your safety, we always recommend wearing one, so make sure to bring yours.
How does the luggage transfer work?
Every morning you leave your luggage at the reception desk and we take care of transporting it to your next accommodation. We will provide you with luggage labels and drop-off times. During the day, you can carry your essentials in the side bag provided with your rental bike. The service is always included in the price. Cycling light makes all the difference.
What kind of accommodation do you provide?
Accommodation varies depending on the trip. It can range from hotels and guesthouses to B&Bs. We handpick every property with care, favouring those conveniently located along the route. Breakfast is always included. For full details, check the “Comfort” section on the trip page.
What is included in the price of your bike tours in Tuscany?
Every bike tour includes: handpicked accommodation with breakfast, luggage transfer, route materials and multilingual assistance. Depending on the trip, you can add extra services to your quote, such as bike rental, meals, extra nights and transfers.
Can I choose my own departure date?
Yes, and that’s one of the best things about self-guided tours. You pick the date that suits you, within the tour’s season. A few tours have fixed start days for logistical reasons — this is always flagged on the tour page.
What kind of support do you provide during the trip?
From the moment you book until you’re back home, we’ve got you covered. On self-guided trips, it is good to be prepared for the small mechanical hiccups that come with cycling — that’s why we provide a full repair kit with everything you need to handle a flat tire on your own. For anything else, our support line is available 7 days a week, from 8 AM to 8 PM.
Do I need travel insurance?
We strongly recommend it. A good policy should cover medical expenses, trip cancellation and cycling-specific incidents. Travel insurance is not included in the tour price and must be arranged independently before your trip.
How can I book a bike tour in Tuscany?
It is simple: choose your trip, get your quote, and book directly online by filling in the required details and paying a deposit by credit card or bank transfer. Within 3 working days we will send you a confirmation email or an update. If you have any questions or doubts, get in touch. We are available by phone or email.
Bikes
You can rent the bike type that suits you best. You will find it at the starting point of the tour and you have to return it at the end of the last cycling stage: easy, isn’t it? Touring bikes, electric bikes, tandems, accessories: our mechanics know them down to the last bolt, assemble them and continually overhaul them at our headquarters or at the nearest base of operations. The rental of Girolibero bikes includes insurance against theft and irreparable damage. See Girolibero bikes in detail.
Unisex touring bike
- 28″ wheel
- 27 speed
- anti-puncture tires
- comfort gel saddle
- speedlifter twist T10 to easily adjust the handlebar height
- the only one suitable with children’s accessories
Unisex touring bike
- 28″ wheel
- 27 speed
- anti-puncture tires
- comfort gel saddle
- speedlifter twist T10 to easily adjust the handlebar height
- the only one suitable with children’s accessories
Specifically assembled by our mechanics, our touring bikes feature components and accessories that make it reliable and easy to ride, a perfect companion for your bike tour. Furthermore, thanks to the step-through frame, getting on and off your bike is easier.
Standard components
- bike bell
- side kickstand
- front/rear lights
- front/rear mudguards
- bottle holder
- rear rack
Accessories included
- Ortlieb rear side pannier (12,5 l)
- repair kit (1 per room)
- handlebar bag (1 per room)
- lock
On guided tours, the handlebar bag and repair kit are only provided to those who ride individually.
Bosch unisex e-bike
- 28” wheel
- 9 speed
- anti-puncture tires
- comfort gel saddle
- speedlifter twist T10 to easily adjust the handlebar height
Bosch unisex e-bike
- 28” wheel
- 9 speed
- anti-puncture tires
- comfort gel saddle
- speedlifter twist T10 to easily adjust the handlebar height
Our e-bike is the right choice if you do not feel trained enough to spend more days on a saddle. You can easily adjust the assistance of the electric motor: from a mild pedaling support, to a more intense boost, which is especially useful on starts and uphill climbs. The battery charge covers an entire cycling stage, or even more if you don’t use it at full power all the time, and you can recharge it at the end of the day at the hotel .
Standard components
- bike bell
- side kickstand
- frame lock
- front/rear lights
- front/rear mudguards
- rear rack
Accessories included
- Ortlieb rear side pannier (12,5 l)
- handlebar bag (1 per room)
- battery charger
- battery key
- repair kit
- lock
On guided tours, the handlebar bag and repair kit are only provided to those who ride individually.
Men's touring bike
- 28″ wheel
- 27 speed
- anti-puncture tires
- comfort gel saddle
- speedlifter twist T10 to easily adjust the handlebar height
Men's touring bike
- 28″ wheel
- 27 speed
- anti-puncture tires
- comfort gel saddle
- speedlifter twist T10 to easily adjust the handlebar height
Specifically assembled by our mechanics, our touring bikes feature components and accessories that make it reliable and easy to ride, a perfect companion for your bike tour.
Standard components
- bike bell
- side kickstand
- front/rear lights
- front/rear mudguards
- bottle holder
- rear rack
Accessories included
- Ortlieb rear side pannier (12,5 l)
- repair kit (1 per room)
- lock
- handlebar bag (1 per room)
On guided tours, the handlebar bag and repair kit are only provided to those who ride individually.
Bike helmet
- size: L (58-61)
- weight: 260 g
- cartification: TUV-GS and EN1078
Bike helmet
- size: L (58-61)
- weight: 260 g
- cartification: TUV-GS and EN1078
Bike helmet with internal padding recommended for safe cycling. Provides optimal ventilation with 10 openings, a mosquito net and a removable visor if needed.
Ortlieb bag
- material: PD620/PS490 waterproof
- dimensions: 30×25×14 cm. (HxWxD)
- weight: 1300 g
- capacity: 12,5 l
Ortlieb bag
- material: PD620/PS490 waterproof
- dimensions: 30×25×14 cm. (HxWxD)
- weight: 1300 g
- capacity: 12,5 l
Waterproof side bag whose compact size makes it the ideal partner for short trips or shopping. Through the QL1 mounting system, it can be quickly and easily attached to the bike.
Repair Kit
Kit includes:
- 1 pump
- 1 inner tube
- 1 allen key
- tyre levers
- patch
- glue
Repair Kit
Kit includes:
- 1 pump
- 1 inner tube
- 1 allen key
- tyre levers
- patch
- glue
A repair kit (one for every two bikes) containing what is needed to change the inner tube in case of a puncture is provided for each reservation.
Mobile phone holder, which one to choose?
- Girolibero handlebar bag
- Generic phone holders
- SP Connect™ mount, the best on the market
Mobile phone holder, which one to choose?
- Girolibero handlebar bag
- Generic phone holders
- SP Connect™ mount, the best on the market
To attach your smartphone to the handlebar you have 3 options:
- use the Girolibero handlebar bag supplied free of charge (1 per room)
- buy a mobile phone holder in sports shops or major e-commerce outlets: for € 18-25 we recommend the models that clamp your mobile phone and its case like a vise.
- order the best product on the market, SP Connect™ with a special discount. The SP Connect™ mount is attached to the handlebar and works only with a special phone case. This case, which can also be used in everyday life, is slightly thicker than normal cases and is fixed to the handlebar mount with a simple click. The main advantage is that it is easy to attach and remove your phone, so you can immediately use it to take pictures or make calls, as well as grab it quickly when you want to stop cycling and have a break. Also, there are many other available accessories, including those for your car and writing desk. We recommend the Velcro Universal Mount SPC+ which costs € 29.90, which you can buy with a special 20% discount. The compatible phone case must be purchased separately and the price varies depending on your phone model. Visit the official SP Connect™ website and use the discount code TRAVEL20, which applies to all products.
Assistance
Luggage transportation
Traveling light makes all the difference! All travel itineraries come with our signature luggage transport service: simply leave your bags at the front desk each morning and we’ll drop them off at your next lodging.
Tour information
We’ll send you all the tour information before you set off on your adventure. It contains practical information, instructions on how to reach the starting point, a list of hotels, and answers to frequently asked questions. For our self-guided tours, we’ll also hand over detailed maps and roadbooks, in either physical or digital format, so you can follow the route on your own.
No need to worry about figuring out which turn to take if you opted for one of our group trips; in this case, your chaperone will gladly tell you where to go next!
Need help?
We plan your trip carefully to prevent any mishaps, but in case you need assistance, we’re available for support 7 days a week, from 8 a.m. to 8 p.m.
Discover more
Girolibero Cycling holidays
Holidays on cycle paths and the best cycle tourism routes in Italy and Europe, featuring accommodation in selected facilities, luggage transport services, informational materials, bike rentals, and dedicated assistance.
Discover all bike toursTravelers’ Tips and Stories
Famous for its Renaissance cities brimming with history and art, Tuscany also boasts charming villages nestled in lush green hills, such as San Gimignano and Volterra, and excellent cuisine that will delight every tourist’s palate
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