
Tour · 7 nights · with Just You
A small-group escorted walking tour with Just You through Tuscany’s vineyard hills, medieval towns and the Medici countryside, covering Pisa, Chianti, Volterra, San Gimignano, Mugello, Siena and Monteriggioni over a week.
Highlights
Chianti walk from Badia a Passignano to Castello di Verrazzano
Visit of alabaster workshop in Volterra
Walk in Mugello, the Medici heartland valley
Guided walk through Siena’s Gothic streets
Stroll around Monteriggioni’s intact medieval walls
This seven-night escorted walking holiday with Just You follows a well-paced route through central Tuscany, starting in Pisa with its famous leaning tower. The programme includes gentle hikes through Chianti’s vineyards and olive groves, with a stop at Castello di Verrazzano for a light lunch and wine tasting.
Journeys
The tour also visits hilltop towns such as Volterra, noted for its Etruscan roots and alabaster workshops, and San Gimignano, where stone towers mark the skyline. Days balance walking with free time, allowing a stroll along the walls of Monteriggioni or lingering in Siena’s terracotta-hued streets. The walk in Mugello takes you through the broad Apennine valley that once formed the Medici heartland, finishing with a farm-to-table meal.
Each day offers a steady rhythm of gentle walking and local flavour, with enough breathing space to appreciate the landscape and architecture. It closes back in Pisa for the flight home, leaving little chance to rush through one of Italy’s most storied regions.
Itinerary
Day 1
Day 2
Day 3
When to go
Departs between Apr 2027 and Sep 2027.
Just You publishes a season rather than fixed dates for this trip, so we show it as they do. Their site lists the exact departures and the price for each.
Need to know
For full details of what’s included, check with Just You. See the full details on their site
The operator
Escorted tours for people travelling on their own
Everyone on a Just You tour is travelling solo, so nobody is the odd one out at dinner.
You book with Just You directly. They confirm your place, take payment, and look after you from the moment you leave home; Atlas & Passage’s part ends when you click through.
New to Italy? Our Italy guide has the practical essentials: money, plugs, visas and when to go.

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