contact@bookatrekking.com +31 (0)85 01613 54

Via Francigena to San Gimignano

Name: Via Francigena to San Gimignano
Brand: Bookatrekking
Price: 695.00 EUR
Availability: InStock
Rating: 4.4 (1611 reviews)

Duration: 5 days

Trails: T1 trails

Distance: 15 - 20 km per day

Ascent per day: 250 - 500 m ascent per day

Available in September

Available in October

Overview
Itinerary
What's Included
FAQ

> Follow the Via Francigena from San Casciano in Val di Pesa
> Sleep in boutique agriturismos along the route
> Arrive in magical San Gimignano, the tower town

Imagine hearing church bells echo through vineyard valleys as you walk from hilltop town to hilltop town. This is Tuscany in slow motion. The Via Francigena from San Casciano to San Gimignano is the ultimate 5-day reset: think olive groves, gravel trails, and a cappuccino at every stop. The walking is easy, the scenery sublime, and your daily goal always worth the steps.

Starting in San Casciano in Val di Pesa, you walk south through Tavarnelle and San Donato in Poggio before reaching the iconic towers of San Gimignano. Each day brings around 4 to 5 hours of walking, with your luggage waiting for you at the next stop. This is the good life on foot. Let’s go.

Itinerary

Day

Arrival in Florence

Welcome to Florence, the starting point of your Tuscan pilgrimage. Known for its art and culture, Florence invites you to take in the Italian spirit. Relax, savor a local meal, and prepare yourself for the journey ahead, away from the city and into the tranquil Tuscan countryside.

Hotel Cimabue

Info

Day

Florence - San Casciano in Val di Pesa - Tavarnelle Val di Pesa

Duration: 04:10 h

Distance: 14.4 km

Ascent: 370 m

Descent: 310 m

Your day begins with a journey from Florence to San Casciano in Val di Pesa. There are direct buses connecting the two towns, and the scenic ride takes approximately one hour. To plan your route, you can use the official Tuscan transport website: www.at-bus.it.

From San Casciano, today’s section of the Via Francigena invites you into the heart of the Tuscan countryside. The trail winds through sunlit fields, shaded groves, and iconic vineyards, delivering the quintessential rural charm of the Chianti region. You’ll follow a varied path of both paved and unpaved stretches, offering a pleasant rhythm of walking that allows you to fully enjoy the sweeping views and tranquil atmosphere.

Your destination, Tavarnelle Val di Pesa, welcomes you with its lively village spirit and rich cultural heritage. It’s the perfect place to relax after a fulfilling day of walking through nature, history, and some of Tuscany’s most evocative landscapes.

VIA NALDINI n 61

Info

Day

Tavarnelle Val di Pesa – San Donato in Poggio

Duration: 03:30 h

Distance: 12 km

Ascent: 340 m

Descent: 310 m

Today’s shorter route offers a gentle walk through vineyards and small valleys. The path is mostly flat with some mild ascents, making it a peaceful day to soak in the views and the tranquility. San Donato in Poggio is a medieval village with a beautiful town square and well-preserved walls—a serene end to a relaxed day on the Via Francigena.

Le Terrazze Del Chianti b&b Residenza d'Epoca e di Charme

Info

Day

San Donato in Poggio - Poggibonsi - San Gimignano

Duration: 05:30 h

Distance: 19.3 km

Ascent: 300 m

Descent: 610 m

From San Donato in Poggio, you’ll continue through the Tuscan countryside, passing open landscapes and stretches of shaded woodland. A gentle downhill section brings you alongside the Riserva Naturale del Bosco di Sant'Agnese, offering a peaceful glimpse of local flora and fauna. Eventually, the trail leads you to the town of Poggibonsi.

After reaching Poggibonsi, hop on a 20-minute bus ride to one of Tuscany’s most treasured gems: San Gimignano. With its medieval towers and vibrant atmosphere, the town is a highlight of the Via Francigena. You can check bus stops and schedules here. We recommend starting early today to make the most of your afternoon in this charming destination.

Leon Bianco (San Gimignano)

Info

Day

Departure

After breakfast in San Gimignano, your Francigena experience will be over. You’ll depart with memories of scenic walks, charming villages, and the flavors of Tuscan cuisine. It’s a pilgrimage that connects you deeply with the spirit of Tuscany.

From San Gimignano, there are bus connections and shuttles that take you back to Florence, or you can continue your journey in Siena.

See entire itinerary Hide entire itinerary

Included

Accommodation

We will arrange your accommodation on the Tuscany Experience in hotels, inns, and guesthouses. Accommodation will be private in single, double or twin rooms and with en-suite bathroom where possible.
Full travel guide

You’ll receive access to our trekking app, which serves as your complete digital travel guide for the Tuscany Experience. Inside, you’ll find everything you need for your trek: route descriptions, hiking maps, navigation support, payment information, and all the key details specific to your journey.
Baggage Transfer

This trek includes the transfer of your luggage throughout the entire Tuscany Experience trek. Your bags will be picked up every morning from the hotel lobby and will be driven to your next next accommodation. Baggage transfers allow you to travel lighter during the day and enjoy the walk in a more relaxed manner.
Breakfast

Breakfast is, if possible, included in this trek and it will be provided every morning at your accommodation.
Navigation support

Our trekking app also includes built-in navigation support. With GPS-based maps and offline access, you can follow the trail confidently and stay on route even without mobile signal.

Excluded

Traveling to and from

You have to make your own way to the starting point. The total amount does not include personal transport. This also applies to any transport from the end point of your trail.
Transfers

If you require any form of public or local transport during the trek, it is not included in the package unless stated otherwise. This applies to taxis, buses, cable cars, gondolas, and similar services.
Travel Insurance

Your international travel insurance is your own responsibility. Discuss your itinerary with the insurance company before your trek.
Lunch and Dinner

Breakfast is, if possible, included in the price of the trek. You can get lunch and dinner at the shops, hotels, and restaurants along the way.

FAQ

Getting to the Starting Point of the Via Francigena Trek
How to Get Back at the End of the Trek
What if the dates I want are not available?
If I book now, can I immediately arrange the rest of my trip?
How do I know if this trek is right for me?

How to Book

Booking
Availability
Cancellation policy

Via Francigena to San Gimignano

Itinerary

Arrival in Florence

Hotel Cimabue

Florence - San Casciano in Val di Pesa - Tavarnelle Val di Pesa

VIA NALDINI n 61

Tavarnelle Val di Pesa – San Donato in Poggio

Le Terrazze Del Chianti b&b Residenza d'Epoca e di Charme

San Donato in Poggio - Poggibonsi - San Gimignano

Leon Bianco (San Gimignano)

Departure

Included

Accommodation

Full travel guide

Baggage Transfer

Breakfast

Navigation support

Excluded

Traveling to and from

Transfers

Travel Insurance

Lunch and Dinner

FAQ

Getting to the Starting Point of the Via Francigena Trek

How to Get Back at the End of the Trek

What if the dates I want are not available?

If I book now, can I immediately arrange the rest of my trip?

How do I know if this trek is right for me?

How to Book

Booking

Availability

Cancellation policy

Just for You

Chianti Classico Experience

Val d'Orcia Panorama Experience

Via Francigena Experience

Get weekly inspiration with the best treks