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Experience the best of Tuscany
Florence & Tuscany by Bike
There is nothing quite as dramatic as the views across Chianti. Olive groves and vineyards stretch out in front of you and the hills roll for miles and miles. Cypress trees line quiet roads whilst you cycle on the famous Strada Bianchi. #Lovevelo #LoveCycling #Ridefurther
Cycling Holiday 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 Giminano 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.
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This is a trip that goes from place to place
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Your accommodation will be in great hotels, expertly picked for their locations and surroundings.
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We have a variety of bikes for you to explore Tuscany area including flat bar hybrid bikes, e-bikes and road bikes.
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We will provide you with airport transfers and luggage transfers to take your belongings from hotel to hotel.
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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
Your Day by Day Itinerary
Day 1 - Arrival in Florence
Arrive into Florence airport and we will be on hand to take you to your hotel in Florence. Spend the afternoon exploring the capital of Tuscany and take an evening stroll on the Ponte Vecchio. If it’s romance you’re after, there are an abundance of restaurants sitting on the banks of the Ponte Vecchio, where you can wine and dine by the reflecting sunset.
Day 2 - Explore Florence
Today is a chance to immerse yourself in Florence and discover Renaissance art, spectacular architecture, and the best gelato in the city. Marco Ottaviano Il Gelato on Via Matteo Palmieri is the place to go 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.
Day 3 - Cycle to Radda in Chianti
48km total distance
Today's route is a beautiful 50km taking in some climbing and some descents through this undulating and hilly countryside. You will make your way to Radda in Chianti, a beautiful medieval town, perched on a hill with stunning views. Deep tasting, spicy and peppery olive oil, is a feature of Chianti and you will notice colour and texture changes as you ride through the region. From there, you will cycle through the Cypress tree lined roads of Greve in Chianti and Panzano until you reach your hotel just outside of Gaiole in Chianti.
Day 4 - Cycle to San Gimignano
57km total distance
Today is one of our favourite Tuscan routes. You will head west through quiet Chianti countryside towards Poggibonsi. Then it's a climb to San Gimignano, a sight for any seasoned traveler, and a UNESCO World Heritage Site. Encircled by its medieval walls and with its 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. Your overnight stay will be just outside the walls of this famous city.
Day 5 - Loop Ride From San Gimignano
40km total distance
We love San Gimignano so much that this experience spends an extra day in the area. Explore one of our 3 loop rides ranging from 35 to 50km, with between 700 and 1,000m of climbing. Our favourite of these routes circles the Castelvecchio Nature Reserve. You will be guaranteed spectacular scenery and you will once again pass San Gimignano. Although there is a fair bit of ascent, you will find plenty of Tuscan towns to hop off the saddle to rest, eat and drink coffee. Gambassi Terme boasts quaint alleyways that create a maze within the town. The middle part of your route travels through the tranquil nature reserve’s rolling hills, so have your camera to hand.
Day 6 - Cycle to Siena
40km total distance
Today's ride takes you further into the heart of Tuscany on your way to Siena, a UNESCO World Heritage Site. The Piazza del Campo is the highlight with its open square featuring the Mangia Tower. If you happen to be in Siena on 2 July and 16 August, one of the most thrilling Tuscan experiences is Palio di Siena. The horse race has been run since the 14th century and the Piazza del Campo is turned from a square with people milling about, to a horse track featuring bareback riders being thrown from their mounts in ever tightening turns.
Day 7 - Loop Ride From Siena
40km total distance
Head out into the rural countryside surrounding Siena, passing through small villages that encapsulate what Tuscan living is all about. We have loop rides to suit you. Explore Rosia’s religious landmarks, including the beautifully structured Abbazia di Torri, or ride west into the heart of the Val d’Orcia. After your loop ride, say goodbye to Siena as you travel back to Florence airport via private transfer or if you’d like to spend more time in Tuscany, choose to extend your stay. If you’re after rural consider our alternative loop ride, which takes you into the quiet hills.
Day 8 - Departure
Today we bid you arrivederci and will organise for your transfer back to Florence. Remember all of our trips can be tailored so if you want to spend longer in the stunning Tuscan countryside, we can organise that for you.
Make An Enquiry
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
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