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Lucca to Assisi

It’s all here – rolling hills, dreamy landscapes and endless olive grove vistas. Enjoy this CyclingInItaly journey from the gorgeous city of Lucca to the architectural jewel of Assisi, both bathed in history and culture.
basilica of saint francis of Assisi
spello picturesque street


Setting off from Lucca, we meander through vineyards and olive groves en route to medieval San Miniato, halfway between Pisa and Florence. Moving on, we take in the tiny, ancient village of Grassina, negotiating rolling slopes and soaring climbs.

Climbing the high mountain pass of the Scopetone, we admire sprawling meadows of wildflowers, then move on to Umbrian town of Città di Castello, to soak up some art and culture. Take in the fortress at Umbertide, before we reach our final destination – Assisi.

356 km
7 days
6 nights
6 cycling days
4,400 m

Trail Highlights

Immerse yourself in 20th Century history as you pedal the ancient streets, rolling hills and twisting country roads of our Lucca-Assisi cycling holiday tour.

Follow some of the roads ridden by Italian cycling champ Gino Bartali, who defied the Nazis to save many Jewish lives during WW2. In fact, the Mayor of Assisi will take us on a personal tour, showing us the tunnels beneath the city’s basilica where fleeing Jews hid.

Rocca maggiore fortress
san michele cathedral Lucca
Ponte della Maddalena
Tour and Stopovers

“It is the unknown around the corner that turns my wheels”

— Heinz Stucke


Our expert guides will introduce you to delightful food and excellent wines, with a number of local specialties – famous white truffles, succulent olives and delicious pastas, for instance – available along the way. Try gourmet dinners, home-made pizzas and sweet pastries. It’s all here!

Useful Information

Look Forward to

Gino Bartali Cycling Museum at Ponte a Ema (Florence), a must for cycle enthusiasts.

The fortress at the stunning Umbrian medieval town of Umbertide. .

Rich ruby wines, olive groves and enchanting countryside in the Chianti area