length

9 Days

difficulty

Moderate

trip cost

from $2495 pp

Icons / stylised / time Created with Sketch.

length

9 Days

Icons / stylised / difficulty Created with Sketch.

difficulty

Moderate

Icons / stylised /cost Created with Sketch.

trip cost

from $2495 pp

Nature Immersion

Cultural Interest

Self-Guided Trip

our walk experts

  • Overview
  • Highlights
  • REVIEWS
  • Itinerary
  • Map
  • Inclusions
  • Accommodation
  • Exclusive Guide
  • Similar Walks

Overview

Lucca to Siena Group Trip

This self-guided walking trip on the Via Francigena combines the freedom and flexibility of a self-guided hike with the support and company of other like-minded travellers. This group departure is ideal for solo travellers who would like the details of their trip well planned but do not want a fully guided walk.

This itinerary takes you through Tuscany, the heart of the Via Francigena, and is a journey that is spiritual, cultural and historical. Beautiful trails through the Tuscan countryside, vineyards and forests lead you to ancient churches, monasteries and fortified villages (often on hilltops). Longer hiking days are alternated with shorter ones to allow you time to explore UNESCO listed cities like Lucca and Siena, plus there’s a free day in San Gimignano so you can fully soak up the atmosphere of this medieval hilltop town. At the end of each day you may like to reward yourself with a tasting of the Chianti regional wine or a gelato, before sampling some of Tuscany’s gastronomic delights like freshly made pasta with the region’s rare white truffle oil. Buon Viaggio!

This trip departs 21 September 2025. It’s fully booked but you can be waitlisted.

If you wish to choose your own departure dates or if you would like to get a private group together, please see our Lucca to Siena self-guided trip.

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Italian colourful houses

Highlights

Get Ready For

  • Travel with like-minded people on a self-guided trip for great flexibility
  • Tuscan countryside through vineyards and olive groves
  • Indulge in the traditional dishes of Tuscany and enjoy a wine tasting
  • Explore the charming medieval towns of Lucca, San Gimignano and Siena
  • Views of the Chianti region from the fortified walls of Monteriggioni
  • Carefully selected accommodation chosen for warm hospitality, unique character or location

 

REVIEWS

WHAT OUR CLIENTS SAY

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Customer Star Rating of 5

Customer Testimonials

A fantastic way to see Tuscany and the gorgeous towns along the route. Loved the variety of terrain, the town experiences, and being self-guided but with two other walkers to help share the experience and enjoyment.

Samantha Albertini, Goonellabah (NSW) – September 2024

Itinerary

Daily details

Day 1: Arrive Lucca

Your journey begins in the captivating city of Lucca. We recommend you arrive early to allow enough time to explore its Romanesque churches, Renaissance sculptures and splendid gardens. Take a walk or bike ride around the tree-lined, red-brick walls that contain this elegant city for views over the Apuan Alps. Lucca’s duomo, Cattedrale di San Martino, is well worth a visit, as is the impressive Piazza Anfiteatro, a 2nd century Roman amphitheatre. Dinner is on your own, and there are plenty of dining options to choose from.

Overnight: Lucca

Day 2: Train from Lucca to San Miniato

This morning is at leisure to enjoy Lucca before making your way to the nearby train station for the early afternoon train to San Miniato (1 hour, 15 minutes). On arrival in San Miniato the group will be transferred to the hotel, and then you will have some time at leisure to discover why this small town is considered one of the pearls of the Via Francigena. The seminary, from which the main square takes its name, has a unique facade; take a stroll past it in the evening when it is illuminated, before settling in at one of the local restaurants. You may like to enjoy a local speciality of risotto with white truffle.

Overnight: San Miniato

Meals: B

Day 3: SAN MINIATO TO GAMBASSI TERME (20KM, 6-7 HOURS)

This morning we have included a transfer for the group for the first 5km from the hotel in San Miniato along the paved road to the trailhead, which reduces today’s usual walking distance from 25km to 20km.

Today’s walk is gently undulating and takes you through the Tuscan countryside, past vineyards, olive groves and farmland crossing the typical countryside of the Val d’Elsa. Along the way you will pass Pieve di Coiano, a parish church thought to have been built before 1000AD. The church is particularly significant due to a visit by Archbishop Sigeric on his journey from Canterbury to Rome.

The last half of the walk ventures along the top of rolling Tuscan hills with fantastic views of rustic farmhouses, fields of wheat, sunflowers and vineyards. As you near the town of Gambassi Terme you will pass Pieve a Chianni (the church of Santa Maria), a lovely Romanesque church that has been restored and is now a ostello (hostel). You will stop for the night in Gambassi Terme, a town known for its thermal baths and the thermal springs found in the area.

781m ascent, 654m descent

Overnight: Gambassi Terme

Meals: B, L

DAY 4: GAMBASSI TERME TO SAN GIMIGNANO (18KM, 6 HOURS)

Leaving behind the quaint village of Gambassi Terme, the trail today will take you along country roads, passing more vineyards and olive trees into sections of lush green forest. Keep your eye out for remnants of ancient Roman roads.

Cypress lined paths with beautiful views of the rolling Tuscan hills either side of you lead to the town of Pancole, dominated by the Santuario di Pancole (Sanctuary of Pancole). Continuing on you will come across the working monastery of Pieve di Cellole. It is set amongst lovely grounds with panoramic views over the countryside. If a mass is not being held, you can visit the church and purchase some of the local farm produce or pottery.

Even though you will be walking alongside the road as you approach San Gimignano, the views remain captivating as you look toward this evocative hilltop town. San Gimignano is a gem and we recommend taking some time to wander the narrow, boutique-filled streets, not forgetting to climb the Torre Grossa, the tallest tower of many, which affords spectacular views over the UNESCO listed town and the surrounding hills.

595m ascent, 540m descent

Overnight: San Gimignano

Meals: B, L

DAY 5: SAN GIMIGNANO AT LEISURE

Today enjoy a full day at leisure to relax and explore atmospheric San Gimignano. This walled medieval town is an absolute gem. We recommend taking your time to wander the narrow, boutique-filled streets, not forgetting to climb the Torre Grossa, the tallest town of many. From the top, you will be rewarded with spectacular views over the UNESCO listed town and the surrounding hills.

Included late this afternoon is a wine tasting that will offer you the opportunity to sample some of the local produce.

Overnight: San Gimignano

Meals: B

DAY 6: SAN GIMIGNANO TO GRACCIANO (21KM, 6 HOURS)

Leaving the fairy tale village of San Gimignano this morning, the Via Francigena takes you along quiet, local roads, through farmland and a number of forested sections. The terrain can be uneven at times with tree roots and rocky sections, particularly on the forest trails. The trail meets and follows a stream with the clearest water, offering a place to swim during the warmer months.

A detour worth taking today is to see the fascinating Abbey of Santa Maria Assunta in Conèo; a Romanesque church built around the year 1,000 and located in the lovely surrounds of the Colle di Val d’Elsa.

Some of the areas you are walking through today and tomorrow were once underwater. If you look carefully, some sections of road have shell fossils embedded in them.

209m ascent, 204m descent

Overnight: Gracciano

Meals: B

DAY 7: GRACCIANO TO MONTERIGGIONI (13KM, 4 HOURS)

From Gracciano you will walk along one of the more beautiful sections of the Via Francigena. Today’s highlights include Pieve a Elsa and the ancient Etruscan thermae (thermal pools) of Caldane. Continuing on you will be able to admire the facade of the Pieve di Strove and Abbadia a Isola, a resting place for Archbishop Sigeric of Canterbury on his pilgrimage.

There is no mistaking Monteriggioni as you approach. The small village is perched on a hilltop and is enclosed by medieval walls and 14 striking towers that make quite an impact on the landscape. Explore the narrow streets with its ring of vegetable gardens, houses and the Piazza Roma at the centre. Make sure you climb up on one of the walls to take in the view, before continuing your walk the short distance further on to your hotel in the nearby countryside.

132m ascent, 57m descent

Overnight: Monteriggioni

Meals: B

DAY 8: MONTERIGGIONI TO SIENA (20KM, 6 HOURS)

After breakfast, depart Monteriggioni on dirt roads through the Montagnola Sense, a hilly area of the region passing through the now deserted medieval village of Cerbaia. The trail today is gently undulating along wide gravel country roads lined with the iconic cypress pine. The landscape consists of large expanses of open, rolling hills dotted with castles, farms and forests; land that has seen many legendary battles between Siena and Florence.

After a meditative walk through the Renai forest, you will pass through the Porta Camollia, the traditional pilgrims’ entrance to the epic town of Siena. Situated along three ridges at the southern end of the Chianti hills, Siena is another UNESCO city not to be missed. The town explodes with excitement during the famous Palio horse race run several times over summer in Piazza del Campo. The striking Duomo is jam-packed with artworks by Bernini, Michelangelo and Donatello and is only one of many fascinating sites to explore during your stay. Walk the cobblestone streets of this vibrant town before soaking up the atmosphere of Piazza del Campo over a glass of prosecco and antipasto, and celebrating the end of your pilgrimage along the Via Francigena.

224m ascent, 245m descent

Overnight: Siena

Meals: B, L

DAY 9: DEPART SIENA

After breakfast, you are free to leave for your onward journey.

Meals: B

Recommended additional nights: Lucca or Siena

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Map

Explore

Lucca

The captivating city of Lucca is a jewel in Tuscany’s crown. It mesmerises with its intact Renaissance walls embracing a labyrinth of cobblestone streets. Its historic piazzas boast architectural splendour while hidden trattorias tease with sumptuous Tuscan flavours.

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San Miniato

The hilltop town of San Miniato is ridiculously gorgeous and offers an enticing blend of cultural heritage, stunning vistas and gastronomic delights. The medieval town is perched atop three small hills, offering panoramic vistas of the surrounding countryside, vineyards and olive groves. It is famous for its white truffle festival held every November.

Gambassi Terme

The lovely hill town of Gambassi Terme is famous for its thermal baths, archeological ruins and medieval churches. As well as classic traditional Tuscan products like Chianti wine and extra virgin olive oil, Gambassi also offers a delicious bounty of cheeses to taste.

San Gimignano

The fairytale hilltop town of San Gimignano is encircled by 13th-century walls and an eye-catching skyline of 14 medieval towers that soar above the cobbled streets. The towers have earned the village the nickname ‘Medieval Manhattan’.

Gracciano

From the village of Gracciano you walk along one of the more beautiful sections of the Via Francigena. Highlights include Pieve a Elsa and the ancient Etruscan thermae (thermal pools) of Caldane. Continuing on you will be able to admire the facade of the Pieve di Strove and Abbadia a Isola, a resting place for Archbishop Sigeric of Canterbury on his pilgrimage.

Monteriggioni

Monteriggioni is one of the oldest, most memorable and recognisable villages in all of Italy. This splendid medieval walled village has 14 striking towers that make quite an impact on the landscape. In the early 1300s, Dante compared its towers to infernal giants. A full circuit of the walls runs to just 570m and you can walk much of it, admiring the view out to the Chianti and Val d’Elsa, over olive groves and vines.

Siena

The vibrant town of Siena is situated along three ridges at the southern end of the Chianti hills. It is bursting with art galleries, museums, atmospheric squares, churches, boutiques and gelatarias. Walk the cobblestone streets before soaking up the atmosphere of Piazza del Campo with a glass of Prosecco and a delicious antipasto.

Inclusions

What's included

Included
  • 8 nights accommodation in 3-star hotels, family run B&Bs or agriturismo (farm stays)
  • Breakfast daily, 3 packed lunches, 1 dinner
  • Group train ticket from Lucca to San Miniato on day 2 (one way)
  • Group transfer from Miniato–Fucecchio train station to your hotel on day 2
  • Group transfer on day 3 from San Miniato for the first 5km to the trailhead
  • Luggage transfers on walking days
  • Pilgrims passport
  • GPS Map navigation app and comprehensive electronic walk notes and maps
  • Pre-trip planning and support
  • 24-hour emergency support in Italy
Excluded
  • Single supplement $795
  • Lunches and dinners (except those mentioned above as included)
  • City taxes (to be paid locally)
  • Flights
  • Travel Insurance
  • Train tickets (except those mentioned above as included)
Lucca to Rome - Via Francigena

Accommodation

Where you stay

In the picturesque Tuscany and Lazio regions of the Via Francigena, our carefully selected accommodations promise a delightful blend of comfort and charm. In the cities and larger towns, you’ll enjoy stays in well-located 3 to 3+ star hotels, while in smaller villages, you’ll be welcomed into charming B&Bs and authentic agriturismos – traditional farm stays offering a true taste of local life. Every property features private bathrooms, and wherever possible we’ll ensure you stay conveniently close to the trail. In more remote areas, you may find yourself nestled in the peaceful countryside, adding to the serene and immersive experience of this rural journey.

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Exclusive Guide

Via Francigena

The Italian Camino – the Via Francigena – is a classic pilgrim journey to the Eternal City, Rome. We focus on the Tuscan section with itineraries that take you through the heart of the Via Francigena, on a journey that is spiritual, cultural and historical. Get ready for glorious walking, gastronomic delights and much more. Find out all you need to know about the Via Francigena in our free destination guide – it’s bursting with inspiration, travel essentials and practical tips.

Download Now

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TRIP date selection

when would you like to travel?

Please select your preferred dates for on-demand trips or select a scheduled date for group departures. If you have booked a self-guided trip please understand that because your trip date is on demand and we must check availability of all properties on your chosen dates before it can be fully confirmed

dates
availability
price
single occupancy
dates
21/09/2025 - 29/09/2025
availability
Sold Out
price
$2,495
single occupancy
$795

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