Chat with us, powered by LiveChat

Tuscany Bike Tours


Italy’s central region of Tuscany, neighbour to Umbria, has some of the most stunning scenery for you to explore on your cycling holiday in Italy. You will find roads lined with iconic evergreen cypress, rolling hills of wheat and hectares of vines. Medieval hilltop villages, like Montalcino and San Quirico d’Orcia, invite you up to explore their well-preserved battlements. Let our newly upgraded e-bikes take the strain here, leaving you fresh to enjoy the stunning view before browsing cobbled streets where trattorias vie with gelaterias to satisfy your appetite and shops sell Tuscan olive oil, truffles, Cantuccini biscotti and lots of wine.

Our routes allow you to experience sections of Strade Bianche: chalky, gravel roads that criss-cross the countryside. You will also travel along a section of the ancient pilgrim’s route, the Via Francigena, as it winds its way down the backbone of Italy to Rome.

Why Book With Us?

  • 40 years' creating tailor-made holidays
  • Crafted by experts who love cycling
  • Boutique hotels and gourmet dining
  • Local support in destination
  • Luggage transferred between your hotels
  • Fully serviced hybrid and e-bikes
  • ABTA & ATOL protected

Our Top Tours in Tuscany

Romantic countryside vistas and ancient towns await you in the beautiful region of Tuscany. Our cycle experts have hand crafted these leisurely tours for perfect pedalling and exceptional experiences. Explore this wonderful region by bike and discover its charm and beauty for yourself.

Our Top Accommodation in Tuscany

Explore our boutique and hand-picked accommodation in this wonderful region. Rest assured you’ll sleep like royalty on our leisurely cycle tours.

Villa di Piazzano in Tuscany

Things to Do in Tuscany

Food and wine on a Tuscany cycling holiday

Food & Wine

The Tuscan cuisine is hearty! Think wild boar ragout for your pasta and roasted guineafowl for seconds or vegetarian options such as a rich Chickpea and chard stew or Panzanella salad, where ciabatta bread is infused with basil and sun-ripened tomatoes. Wine is, of course, a big part of Tuscan life with the Sangiovese grape being dominant. The most famous wines are Brunello di Montalcino and Vino Nobile di Montepulciano. Call our cycle experts about wine-tasting add-ons.

Best Restaurants in Tuscany and Umbria
History on a Tuscany cycling holiday

Historical Sights

Siena is the ultimate hilltop city, the wall intact with ancient entrance gates. The Piazza del Campo, in the shape of a shell, is the city’s iconic medieval square, housing the Palazzo del Capitano del Popolo and the impressive, red brick tower, Torre del Mangia. This is the location of the biannual horse race called the Palio and is also home to numerous upmarket cafes.

The UNESCO World Heritage Sites of Tuscany
Cycling for Softies Experts: Steven


Head of Cycling
What our experts say

Within its beautiful, rolling emerald hills, you’ll find the charming Tuscan villages full of medieval architecture, regional cuisine and delicious local wines. Be on the lookout for products from the Chianti vineyards, which create some of the most famous wines in Italy and across the world.

Cycling Tours in Tuscany

Inspiration for Cycling Holidays in Tuscany

FAQs About Our Tuscany Cycling Holidays

Tuscany cycling has wonderful rolling gentle green hills, vineyards and olive groves on its routes. You will breeze from village to village on the easy terrain in the area.

Our Tuscany bike tours run from April through to September. This is to guarantee the best weather for your holiday and to make sure all the landmarks, cafes and restaurants are open during your stay.

Our expert team will make your Tuscany cycling holiday as smooth as possible from start to finish. When you book a flight-inclusive package we will provide you with all the latest travel information you need. We are also ABTA & ATOL bonded so you can book with confidence.

We have picked the best hotels in Tuscany along each route of our cycling tours. Not only are they convenient in location but they also offer a fantastic service and facilities. A great way to unwind after a day on the bike.

We Can Tailor-make
a Holiday to Suit You…

We have a team of experts on hand to help you choose the perfect holiday. From a luxury cycling holiday weekend in Tuscany to a big adventure in through the Loire Valley, we’re whatever you want your holiday to be.