The best cycling holidays in Europe.
Service Rating 4.7 from 956 reviews

Tuscany Cycling Holidays

Our leisurely cycling holidays in Tuscany provide an enchanting blend of gentle adventure and pure indulgence. Relaxing rides across a rolling countryside covered with golden vineyards and olive groves. Discover a slower pace of life where every bend in the road reveals delightful medieval villages and breathtaking vistas.

Explore Tuscany by Bike

We offer a number of different cycling holidays in Tuscany from our ever-popular, 7 night, Pisa to Florence Cycling Holiday, to our brand new Tuscany PLUS Cycling Holiday, staying in superb hotels and boutique guesthouses. We also offer a shorter, 4 night Pisa to Florence Cycling Breaks if you only have a few days.

Why is Tuscany so appealing to Leisure cyclists?

Tuscany's enduring popularity with cyclists is due to a winning combination of beautiful, landscapes, gently rolling terrain, quiet lanes and world-class food and wine. On top of this, the region also offers enchanting hill-top towns and magical, cypress-lined roads.

019-126CIT

Tuscany - Pisa to Florence Cycling Break

  • Bike & hotel
  • 4 nights
  • Self Guided
4
(1 reviews)

An abridged version of our Pisa to Florence Cycling Holiday, this 4 night version unveils some of Tuscany’s most celebrated Renaissance delights. Starting from Pisa, you’ll visit the Roman town of Lucca, the old spa town of Montecatini and finish in the cradle of the Renaissance, Florence.

from
£538
to
£971pp
  • Leisurely
  • Arrival days - Saturday
  • 96 miles / 155 kms
  • March to October
019-113CIT

Tuscany - Pisa to Florence Cycling Holiday

  • Bike & hotel
  • 7 nights
  • Self Guided
4.5
(8 reviews)

This self-guided cycling holiday of Tuscany explores some of the most exquisite locations of this delightful region. Visit Pisa’s famous leaning tower, Leonardo da Vinci’s birthplace, the most famous spa town in Italy and of course the Renaissance delights of Florence. In between you will ride through breathtaking Tuscan countryside.

from
£829
to
£1516pp
  • Leisurely
  • Arrival days - Saturday
  • 180 miles / 290 kms
  • Apr - Oct
014-130CIT

Tuscany PLUS Cycling Holiday

  • Bike & hotel
  • 7 nights
  • Self Guided

Discover the delights of Tuscany on this magical, cycling holiday designed to showcase the region's many highlights. Expect daily rides through rolling countryside, adorned with wine estates, cypress trees and charming hill-top villages. Stay in superb accommodation in historic Tuscan towns and cities.

from
£1537
to
£2246pp
  • Moderate
  • Arrival days - Saturday
  • 217 miles / 350 kms
  • Apr - Oct