Experience the best of Tuscany
Luxury Tuscany by Bike
Experience the thrill of cycling through Tuscany's rolling hills, followed by luxurious stays in boutique hotels and charming villas. #Lovevelo #LoveCycling #Ridefurther
Cycling Holidays in Tuscany
What to Expect on This Trip
If there is a better cycling experience than riding through Tuscany then we haven't found it yet. Explore the medieval fortified towns of San Gimignano and Montepulciano, sip cappuccino in a Chianti town square and roll through the endless olive groves and vineyards.
Cypress trees will line your routes and, under the warm Tuscan sunshine, life's daily stresses just melt away.
This is a trip based in a single location
You will stay in curated, hand picked luxury accommodation throughout Chianti and the Val d'Orcia.
From full carbon with disc brakes and DI2s to e-bikes and hybrid flatbar bikes, let us know what bike you want in Tuscany.
You have the flexibility to arrive and depart at any time. Just let us know the details and we will do the rest.
As part of your cycling adventure, we will provide you with our curated set of digital routes. Just download to your Garmin or Wahoo, or navigate from your phone.
Arrive & Depart At Any Time
A Typical Itinerary
Day 1
Arrive into Pisa or Florence airport and you will be picked up and taken to your hotel in Florence. Spend the afternoon exploring the capital of Tuscany and take an evening stroll on the Ponte Vecchio.
Day 2
Today you are given a chance to immerse yourself in Florence before you start your ride into the heart of Tuscany. The most important thing to do is find gelato and we know just the place. Marco Ottaviano Il Gelato on Matteo Palmieri is a favourite as they use seasonal fruits and not too much sugar.
Spend some time visiting Michelangelo's 'David', wonder in the magnificence of the Duomo and watch life go by in this extraordinary city.
Your bike will be delivered today.
Day 3
60km total distance
Leave your bags at the hotel for collection and begin your ride out of Florence and into the lush Chianti countryside. You will gently climb out of Florence towards San Casciano before another couple of larger hills stand in your way of some lovely gentle downhill through Certalo. Stop along the route in the quiet Tuscan countryside to enjoy a coffee and relax in your surroundings. To blend in, remember cappuccino is a morning drink in Italy and not to be drunk after lunch!
The rest of your journey is uphill but it is worth the effort as you arrive at your hotel. The grounds are stunning, the pool beautiful and the vista is endless.
Day 4
56km total distance
There's no need to pack your bags today as you will be returning to the same hotel this evening. Today is one of our favourite Tuscan routes. The morning will see you spend most of your time on downhill sections for about 20km. Then it's a climb to San Gimignano, a sight for any seasoned traveller, and a UNESCO World Heritage Site. Encircled by its medieval walls and with it's hilltop views, 12th century skyscrapers loom over the Piazza della Cisterna. We recommend a plate of Pappardelle, a favourite in Tuscany, in one of the numerous restaurants and cafes in the town.
From there, the route heads back out into the countryside finishing with a bit of climbing back up to the hotel.
The medieval San Giminano skyscrapers are a must seeDay 5
60km total distance
You can leave your bags at the hotel as you will be returning there at the end of the day. Today's route is a beautiful 60km loop taking in some climbing and some downhills through this undulating and hilly countryside.
Day 6
70km total distance
Pack up your bags today and they will be collected from the hotel. Today's ride takes us down through the countryside and into Siena, a UNESCO World Heritage Site. The Piazza del Campo is the highlight with it's open square featuring the Mangia Tower.
Day 7
Today is a day to rest your legs after a few days on the bike. You are in one of the finest hotels that Tuscany can offer so relax and unwind.
Your Next Cycling Adventure
We are the cycling holiday experts.
Whether you're a keen road cyclist, enjoy riding an e-bike or hybrid bike, or want to get your family more active, we have the perfect cycling holiday for you.
Reviews
What our Cyclists Say
Awesome customer Service like it used to be. I admit that I'm one of many people who have taken to booking holidays and flights direct to save a few quid. But when planning my husband's 50th birthday and knowing very little about cycling I decided to try Love Velo and I can't recommend them, and the service I've received from James Danvers highly enough.
Read full reviewAbby
I booked through Love Velo because the reviews were so good. I wasn't disappointed. Right from my first contact with LV they were easy to talk to and although I dithered (my first cycling trip abroad) they didn't press me. When I eventually confirmed my booking they took care of everything.
Read full reviewStephen
Everything about Love Velo has been faultless. From the initial notification of them teaming up with Le Col and to the pricing being unbelievable and then the customer service, top class. James, if all the staff are as attentive to every detail as you are then everyone will be as lucky as I have been. 100% at some point, hopefully in the near future I will be booking again with you guys. Thank you again
Read full reviewIan
Tuscany through your lens
Join Us on A Tuscany Bike Tour
Why us
Why book with Love Velo?
ABTOT protected
Many of our holidays are protected by ABTOT and you can find our bond using membership number 5523.
Trust
Rated 5* on Trustpilot, 10,000+ Cyclists Travel with Us Yearly.
Exclusive Perks
Free Access to Rewards and Discounts on Top Brands like Garmin, Le Col and Oakley.
Easy Payment
Spread Your Tour Cost Interest-Free.
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FAQs
Our Most FAQs About our Italy Bike Trips
