San Gimignano to Siena, Italy


San Gimignano to Siena (pick up Florence with final day in Siena)

You will need a day-pack to carry all essentials such as Water and Sunscreen, as all of your large baggage will be transported for you, each day. San Gimignano is famous as the Tuscany town with the most remaining towers. Siena is the capital of the region and has the famous Palio race within the IL Campo twice a year. This tour takes advantage of the Tuscan section of the historical pilgrim walk – Via Francigena. Which is the pilgrim walk from Canterbury to Rome.

Day 1 – Pick up from your Hotel in Florence (the night in Florence is at your own cost). Your group and baggage are transported to San Gimignano mid morning, allowing you a full afternoon to explore the famous Tuscan town famous for its remaining towers and history within the Siena region.

Day 2 – Has you walking the path of the Via Francigena through vinyards, forests and farms. Stop and look back at some of the best views of San Gimignano today. Today’s walk will take between 3.5 and 5.0 hours depending on the route you take. We have included a short route, which is not the true Via Francigena path. We recommend you go for it and do the true path. The walk today ends up in Colle di Val d’ Elsa, a lovely little town famous for the production of crystal glassware and art. Of particular interest in Colle di Val d’ Elsa is the communal elevator from the old to the new town.

Day 3 – Today you walk to the famous town of Monterrigioni. If you have seen photos of medieval towns atop small hills, then this is probably the place in those photos. This is a very small town, but with plenty of things to see and do. Like in most parts of Italy, there are always many places to eat Italian food and drink Italian wine.

Day 4 – It’s the biggest day for walking today as you head off from the smallest and quietest famous town in Tuscany to one of the largest and noisiest, particularly if you arrive around the time of the famous Palio horse race … Siena. The old centre of Siena has been listed as a UNESCO world heritage site and for good reason as you will find, whilst exploring this beautiful City.

Day 5 – Tour ends today. You can stay and explore Siena (we recommend this, if you have not experienced Siena before), or continue on your journey. Trains from Siena will take you to most major cities, North and South, to enable you to continue your journey within Italy or beyond.

What’s included:

  • Detailed Route Notes
  • Tour is exclusive to your group
  • Information on the Villages/Towns/Cities and surrounding area
  • Accommodation
  • Luggage transfers
  • Transportation from Major City Transport Hub
  • Any scheduled transfers as per Trip Notes
  • Emergency support
  • Breakfasts

What’s not included:

  • Lunch and Dinner
  • Any entrance/park fees
  • Travel insurance
  • Personal expenses along the way
  • Unscheduled transfers required during the trip
2021 costs will be provided once confirmation that current travel restrictions has been lifted.
Tour Dates to be advised once COVID restrictions are lifted and we have a clearer indication of when travel can resume.
This Tour is a Grade 3 Walk Rating

g1Grade 1
No bush walking experience required. Flat even surface with no steps or steep sections. Suitable for wheelchair users who have someone to assist them. Walks no greater than 5km.

g2Grade 2
No bush walking experience required. The track is a hardened or compacted surface and may have a gentle hill section or sections and occasional steps. Walks no greater than 10km.

g3Grade 3
Suitable for most ages and fitness levels.
Some bush walking experience recommended. Tracks may have short steep hill sections a rough surface and many steps. Walks up to 20km.

g4Grade 4
Bush walking experience recommended. Tracks may be long, rough and very steep. Directional signage may be limited.

g5Grade 5
Very experienced bush walkers with specialised skills, including navigation and emergency first aid. Tracks are likely to be very rough, very steep and unmarked. Walks may be more than 20km.

Review of This Walk

“One beautiful day, followed by another and another. So well organised with magnificent scenery and easily followed maps guiding us on our walks. Tuscany is certainly a province to behold with its beauty, history and culture. The accommodation was gorgeous with the Hotel Palazzo Pacini in Colle di Val d’Elsa. We enjoyed an elegant and spacious room with alfresco buffet breakfast overlooking fields of olive trees and the gentle waves of the hillside. Our lovely hosts ensured we were completely satisfied with our room and meal. Our luggage was always waiting for us and the accommodation was consistently charming in every town. The river Elsa walk was breathtaking with its bluest waters and rock crossings, so much that I wanted to turn around and walk it again. On arrival in a new town we enjoyed traditional foods and then explored the town with quaint shops, cafes, historical buildings and walls surrounding the towns. With magnificent views everywhere we looked and the charm of the Italian people this was a magnificent holiday.” #wayfarerexperiences #oneholidayiwillneverforget