Classic Tuscany

Treat yourself to a week under the Tuscan sun; slow down to take in the classic sights of Volterra, San Gimignano, Colle Val D’Elsa Monteriggioni and Siena on foot—the best way to relax and immerse yourself in Tuscany.

Follow trails between hilltop towns, set against an undulating patchwork of vineyards and villas. Farmhouse lunches are filled with local organic gourmet goodies— matured pecorino, soft ricotta, homemade pasta, saffron treats, sweet vin santo and castagnaccio chestnut cake. This week-long trip includes 2 nights each in Volterra, San Gimignano and Siena, combining rewarding walks with time to lose yourself in the medieval, Renaissance and Gothic architecture.
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Sally Thompson
updated on: November 07, 2017
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Hiking trail · Pisa
Volterra Loop Walk
17.3 km
4:55 h
429 m
143 m

Enjoy a glorious walk through typical Tuscan scenery, looping back round to Volterra.

from Angus Smith,   Macs Adventure Ltd
Top moderate
21.2 km
6:21 h
488 m
547 m

This rural walk takes you through nature reserves and ancient villages before climbing up to the UNESCO World Heritage Site of San Gimignano.

from Sarah Stone,   Macs Adventure Ltd
Hiking trail · Siena
San Gimignano Loop Walk
15.7 km
4:29 h
451 m
451 m

Venture out of San Gimignano into the patchwork landscape of vineyards and woodland for a rewarding loop walk.

from Angus Smith,   Macs Adventure Ltd
25.1 km
7:16 h
441 m
630 m

Ahead lies a long but enjoyable day of walking along the famous Via Francigena, the ancient pilgrimage route which stretches from Canterbury to Rome.

from Sarah Stone,   Macs Adventure Ltd
Hiking trail · Siena
Monteriggioni to Siena
20 km
5:37 h
402 m
304 m

Leaving Monteriggioni on foot, follow in the pilgrims footsteps along the Via Francigena to Siena. 

from Sarah Stone,   Macs Adventure Ltd