Francigena 3-day Walking tour

Three-day trekking experience through the most charming stretch of the Tuscan Via Francigena. The adventure will lead you through the wonderful villages of San Gimignano and Monteriggioni, ending in the beautiful city of Siena.

This tour is designed to provide a unique experience that immerses you in nature while revealing the beauty of Tuscany away from the hustle and bustle of heavy traffic. Journey through unpaved roads to enjoy an authentic and adventurous experience while connecting with the Tuscany countryside.

The Via Francigena was an ancient road connecting Canterbury in England to Rome in Italy, passing through Tuscany. Used by pilgrims during the Middle Ages, the Via Francigena played a vital role in the region’s cultural, political, and economic development connecting Italy to the rest of Europe. Today, The Tuscany trail, in our opinion, is the most scenic way to explore the region while uncovering the richness of Italy’s history and culture.

Embark on a memorable 3-day trek along the stunning Via Francigena with a full 5-day itinerary designed for comfort and convenience. This package includes dedicated days for arrival and departure, ensuring you are well-rested and ready to explore.

  • Day 1: Pick-up at 5:00 PM in Florence, with a transfer by small car to Gambassi (approximately 1 hour and 15 minutes). Overnight in a charming hotel, dinner included.
  • Day 2: Depart Gambassi on foot to San Gimignano. Stay in a centrally-located B&B. Dinner at a local trattoria, just a short walk from the B&B. 13,5km (easy)
  • Day 3: Continue on foot from San Gimignano to Monteriggioni. Overnight in a 4-star B&B with a pool and garden (depending on availability). Lunch at the hotel. 30,5km (challenging)
  • Day 4: Walk from Monteriggioni to Siena. Overnight in the city center, dinner in a unique, deconsecrated Romanesque church. 20,6 (medium)
  • Day 5: 9:00 AM pick-up, transfer back to Florence or to another destination within Tuscany. If you need to go somewherelse just let us know and we will priovide you all the details and pricing.

This itinerary includes 3 days of active trekking and 2 additional days for optimal relaxation and exploration. The arrival and departure days are designed to enhance your experience, allowing you to enjoy your trek without the rush.

Francigena 3-day Walking tour, highlights

You will visit the picturesque villages of Gambassi, San Gimignano, Val D’Elsa, Monteriggioni, and Siena

  • Gambassi Terme: A small town located in the heart of Tuscany, Gambassi Terme is known for its thermal waters and rich history. Surrounded by rolling hills, vineyards, and olive groves, this charming town offers a peaceful atmosphere and a glimpse into traditional Tuscan life.
  • San Gimignano: Often referred to as the “Manhattan of the Middle Ages,” San Gimignano is famous for its well-preserved medieval towers that create a striking skyline. This UNESCO World Heritage Site features narrow streets, beautiful squares, and stunning views of the surrounding countryside.
  • Colle Val d’Elsa: Nestled in the picturesque Val d’Elsa region, Colle Val d’Elsa is a historic town renowned for its crystal glass production. The old town, Colle Alta, boasts beautiful architecture, quaint streets, and a rich artistic heritage, making it a delightful destination for visitors.
  • Monteriggioni: A small, fortified medieval village, Monteriggioni is encircled by impressive walls and 14 towers. With its well-preserved architecture and stunning views of the surrounding Chianti region, this charming village offers a unique step back in time to the Middle Ages.
  • Siena: Known for its stunning Gothic architecture, Siena is a UNESCO World Heritage Site and one of Italy’s most visited cities. Its historic center, dominated by the Piazza del Campo and the iconic Torre del Mangia, hosts the famous Palio horse race, while the city’s narrow streets, beautiful churches, and vibrant atmosphere captivate visitors from around the world.

Francigena 3-day Walking tour, suitable for?

This tour is ideal for both experienced hikers and those seeking an adventurous vacation. The itinerary can be easily adapted to individual needs and preferences.

Francigena 3-day Walking tour, what’s included?

  • Two transfers Florence to Gambassi and Siena to Florence (or another destination).
  • Daily luggage transfer, allowing you to walk with just a light backpack.
  • Four nights in high-quality accommodations, including breakfast and dinner with drinks (1 bottle of quality local wine every 2 person, water, and coffee).
  • A premier guidebook for the itinerary (hand-delivered on day 1).
  • GPS Traks.

Our hassle-free service ensures that you can fully immerse yourself in the trekking experience while knowing that your belongings will be waiting for you at each stop along the way.

Francigena 3-day Walking tour, what’s NOT included?

  • Lunches are not included to provide maximum flexibility in choosing when and where to stop.
  • Support along the route is available if needed; this may incur a small fee based on the required time and effort.
  • City tax, typically €2-3 per person per night, payable in cash at checkout.
  • Personal expenses.


  • If you are seeking an expert guide for this experience, please contact us to arrange a private guide tailored to your needs.
  • Please note that this service requires an additional fee, which will enhance your experience by providing deeper insights and expert guidance throughout your journey.

If you have any questions or need assistance, please don’t hesitate to call us at +39-348-081-5004 or email We are dedicated to exceeding your expectations.

Related Tours

3-day program to discover the stunning beauty of Cinque Terre If you’re a nature lover and adventure seeker, we’ve got the perfect experience for you: our 3-day hiking program to discover the stunning beauty of Cinque Terre. This is a once-in-a-lifetime opportunity to immerse yourself in the breathtaking landscapes of one of Italy’s most iconic…