Self-Guided Cycling - A gentle taste of Tuscany

panorama of beautiful San Gimignano, Tuscany. Italy
Duration: -1 nights
Interests: Cycling Holidays

Beginning and ending in Pisa, the home of the famous Leaning Tower, your journey will see you heading out into the stunning Tuscan countryside, to explore some of the region's most beautiful landscapes, including Chianti and the Crete Senesi. Following a mixture of ancient routes and quiet roads, you'll find yourself riding past picturesque farmhouses, nestled amidst olive groves, vineyards and forests. Along the way you’ll explore a number of medieval towns, rich in Renaissance culture, from Abbadia Isola, to Monteriggioni, and also Siena. As you head deeper into Tuscany, you will also discover an area passionate about food and enjoy local dishes passed down through generations and cooked to perfection. With rest day options scheduled into your itinerary, there’s plenty of time to take in the many fascinating sights you’ll encounter as you make your way through this idyllic region. Discover beautiful places on two wheels with HF Holidays and Saddle Skedaddle.

Holiday Highlights

  • Staying at Tuscan farms overlooking stunning countryside 
  • Visiting the famous towns of Monteriggioni, Radda in Chianti and Siena 
  • Riding through wonderful landscapes, wide open fields, cypress-lined hills and vineyards
  • Trying delicious, regional dishes 
  • Sampling the best wines of Chianti, Montepulciano and Montalcino 
  • Absorbing the atmosphere of San Gimignano – a UNESCO World Heritage Site

Trip Notes

Trip notes are detailed, downloadable PDFs for each holiday.

Download Trip Notes

Guest Reviews

-1 nights
Cycling Holidays

-1 nights from 0pp

...or call 020 3974 8865

For group bookings of 10+ people click here

Add to wishlist Added to wishlist