Hikes in Tuscany

Region in Italy

Tuscany is a very diverse region in Italy. Lined by coast on one side and bordered by the Apennine Mountains on the other, the landscape in between is quite varied which makes for excellent hiking options. There are walks to meet every level from beginner to expert; you can head out for a half day or embark on a lengthy or even multi day hike through the countryside.

One of the great things about walking in Tuscany is that once you are out of the main center, you will find a mix of back roads, dirt roads, and pathways that will take you anywhere you want to go. Very few fences or impediments will stop you from exploring, not to mention the varying landscape. If you enjoy walks that hug the coast, or hiking into the mountains, or perhaps making your way through the countryside - Tuscany has it all.

We have made our way through the various landscapes, towns, and cities to find the best trails in Tuscany. There is sure to be something for everyone, from families to experienced hikers, those wishing to see it all and those wishing to take in a walk for a day.

Best walks in Tuscany

  1. Volterra Loop (17.6 km, 575 m, 4.5 - 5.5h): Volterra is a walled town in the Tuscan countryside just southwest of Florence. Walking the Volterra Loop is a phenomenal way to see the town and the countryside, taking you high into the hills. The Volterra Loop is also a much less crowded hike than others nearby, which is a pleasant way to meander through Tuscany.
  2. Enfola Peninsula (4.7 km, 191 m, 1.5 - 2h): Walking out along the Enfola Peninsula on Elba is a walk-through history. The hike is on a well signed path, with magnificent views, and takes you past several German bunkers left over from WWII. You can stop at the beautiful beaches to cool off after!
  3. Lago Scaffaiolo and Corno Alla Scale (13.5 km, 693 m, 4.5 - 5.5h): The hike to Lago Scaffaiolo and Corno Alla Scale takes you through the Appennino Tosca Emiliano range. The beauty of this area is in what appear to be towering peaks, but once walking through them are more like undulating hills passing towards the lake and the Corno alle Scale.
  4. Monte Croce from Palagnana (7.5 km, 554 m, 3.5 - 4.5h): The hike up Monte Croce from Palagnana is a fantastic walk in Tuscany. Beginning higher in the mountain region above Tuscany this hike yields fantastic views of the whole region and also tends to be a little quieter than some others.
  5. San Gimignano Loop (17.0 km, 464 m, 4 - 5h): Walking along the San Gimignano Loop is a great way to see the Tuscan countryside. Hiking along gravel roads and country lanes, you wind your way through wineries and olive groves. It is a perfect morning out, taking some time for lunch in San Gimignano afterward.
  6. Pienza to Montepulciano (15.9 km, 622 m, 3.5 - 4.5h): Walking between Pienza and Montepulciano is a magnificent way to spend your day. This Tuscan hike takes you between two classic Italian villages. Enjoy the beautiful countryside and the history of two beautiful hill towns in Tuscany.
  7. Monteriggioni to Siena on the Via Francigena (21.0 km, 316 m, 4.5 - 5.5h): The hike along the Via Francigena is a historical pilgrimage route that has recently been recovered. Hiking between Monteriggioni to Piazza del Camp Siena not only takes you along this historically significant route, but is a classic beauty of a hike through the Tuscan countryside.
  8. Radda Loop (14.2 km, 654 m, 4 - 5h): Hiking the Radda Loop is an excellent way to spend your day. The quiet roads lead you through olive groves and vineyards and past two wonderful wineries, which provide a great spot for a break. As you continue through Volpaia you will find excellent places to stop for lunch before making your way back to Radda. All in all, a perfect way to spend a day.
  9. Fiesole to Firenze on the Via degli Dei (11.0 km, 94 m, 2 - 3h): Walking from Fiesole to Firenze is a classic hike in Tuscany. It takes you along the famous Via Degli Dei (the Route of the Gods), which was an ancient Roman military road connecting Bologna and Fiesole. However, if you are short on time, we have a quick loop for you to take instead!
  10. Gaiole Loop (15.0 km, 326 m, 1.5 - 2.5h): The hike around Gaiole takes you to the magnificent Badia Coltibuono Abbey before heading on to the village of Montegrossi. The hike begins up high with wonderful views of the countryside before descending into forest for a break from the heat and your return to Gaiole.

Guide-book quality info for over 8,000 trails

View Trails on the Map

View Map

Best Hikes in Tuscany

Open details for Volterra Loop

Volterra Loop

Moderate
17.6 km
575 m
4.5-6.5h

The Volterra Loop is a beautiful Tuscan walk through the countryside around Volterra. Taking you through the slow rolling hills and beautiful villages of the countryside, the Volterra Loop is a great way to visit this area of Italy.

User Ratings
Overall Rating
9.9
Technical Difficulty
Easy (Circle)
Suitable for beginners, families, young children, and those looking for a casual adventure.
Physical Difficulty
Easy (Circle)
Suitable for beginners, families, young children, and those looking for a casual adventure.
Open details for Enfola Peninsula

Enfola Peninsula

Very Easy
4.7 km
191 m
1.5-2h

A trip to the Island of Elba is a must-do on a holiday in Tuscany. Forget the rolling hills you normally associate with Tuscany, this walk takes you over Monte Enfola on a very pretty peninsula, all the way to Capo D’Enfola.

User Ratings
Overall Rating
9.9
Technical Difficulty
Easy (Circle)
Suitable for beginners, families, young children, and those looking for a casual adventure.
Physical Difficulty
Easy (Circle)
Suitable for beginners, families, young children, and those looking for a casual adventure.
Open details for Lago Scaffaiolo and Corno Alle Scale

Lago Scaffaiolo and Corno Alle Scale

Moderate
13.5 km
693 m
4.5-6h

The hike to Lago Scaffaiolo and Corno alle Scale is a surprising Tuscan treat. This hike is a great way to see another part of Tuscany. Hiking through the beautiful Appennino Tosco-Emiliano range is quite a treat as the mountains tend to look more like hills and create an easy and undulating walk to Lago Scaffaiolo and Corno alle Scale.

User Ratings
Overall Rating
10.0
Technical Difficulty
Easy (Circle)
Suitable for beginners, families, young children, and those looking for a casual adventure.
Physical Difficulty
Easy (Circle)
Suitable for beginners, families, young children, and those looking for a casual adventure.
Open details for Monte Croce from Palagnana

Monte Croce from Palagnana

Moderate
7.5 km
554 m
3-4h

The hike up Monte Croce is a stunner! This is another Tuscan hike that doesn’t feel like Tuscany. The route goes via Palagnana, and is a short but beautiful hike. It starts high in the mountain region and provides spectacular views without much of the crowd found in other areas. Note that there are some chains to use on this hike, but the hike isn’t particularly challenging.

User Ratings
Overall Rating
9.9
Technical Difficulty
Easy (Circle)
Suitable for beginners, families, young children, and those looking for a casual adventure.
Physical Difficulty
Easy (Circle)
Suitable for beginners, families, young children, and those looking for a casual adventure.
Open details for San Gimignano Loop

San Gimignano Loop

Moderate
17.0 km
464 m
4.5-6h

The San Gimignano Loop is a quintessential walk through the Tuscan countryside. Walk through olive groves and past wineries, with stunning views all around. The San Gimignano Loop is a beautiful day out in Tuscany.

User Ratings
Overall Rating
9.8
Technical Difficulty
Easy (Circle)
Suitable for beginners, families, young children, and those looking for a casual adventure.
Physical Difficulty
Easy (Circle)
Suitable for beginners, families, young children, and those looking for a casual adventure.
Open details for Pienza to Montepulciano

Pienza to Montepulciano

Moderate
15.9 km
622 m
4.5-6.5h

The hike from Pienza to Montepulciano is classic Tuscan walk. Enjoy this beautiful walk through the Tuscan countryside, connecting two wonderful villages. This route takes you past olive groves and classic Italian homes, mostly staying off main roads.

User Ratings
Overall Rating
10.0
Technical Difficulty
Easy (Circle)
Suitable for beginners, families, young children, and those looking for a casual adventure.
Physical Difficulty
Easy (Circle)
Suitable for beginners, families, young children, and those looking for a casual adventure.
Open details for Monteriggioni to Piazza del Campo Siena Via Francigena

Monteriggioni to Piazza del Campo Siena Via Francigena

Hard
21.0 km
316 m
4.5-6.5h

The walk from Monteriggioni to Siena is a classic Tuscan hike that takes you along an original pilgrimage route to Rome from Canterbury – the Via Francigena. Until recently this route had been nearly lost, but has since been recovered and is frequented by visitors wishing to visit the Tuscan countryside and follow along a portion of the original pilgrimage trail.

User Ratings
Overall Rating
9.9
Technical Difficulty
Easy (Circle)
Suitable for beginners, families, young children, and those looking for a casual adventure.
Physical Difficulty
Intermediate (Square)
Suitable for intermediates who are ready for a little bit more adventure.
Open details for Radda Loop

Radda Loop

Moderate
14.2 km
654 m
4.5-6h

The Radda Loop is a popular Tuscan walk near the charming town of Radda. This walk takes you through some beautiful Tuscan countryside as you pass olive groves and vineyards as well as forests. One of the best parts of the Radda Loop is that it passes through several wineries where you can extend your day by stopping in for a tour!

User Ratings
Overall Rating
8.0
Technical Difficulty
Easy (Circle)
Suitable for beginners, families, young children, and those looking for a casual adventure.
Physical Difficulty
Easy (Circle)
Suitable for beginners, families, young children, and those looking for a casual adventure.
Open details for Fiesole to Firenze on the Via degli Dei

Fiesole to Firenze on the Via degli Dei

Easy
11.0 km
94 m
2-3h

The walk from Fiesole to Firenze is a popular hike near Florence. This route follows the Via Degli Dei - an ancient Roman military road connecting Bologna to Firenze. It can be done as a multi-day hike or you can do portions of it, as we have described here. It is a beautiful walk through the countryside.

User Ratings
Overall Rating
9.8
Technical Difficulty
Easy (Circle)
Suitable for beginners, families, young children, and those looking for a casual adventure.
Physical Difficulty
Easy (Circle)
Suitable for beginners, families, young children, and those looking for a casual adventure.
Open details for Gaiole Loop

Gaiole Loop

Moderate
15.0 km
326 m
3.5-5h

The Gaiole Loop is a popular day hike in Tuscany, easily accessible from Siena. This walk starts with a steep ascent out of Gaiole in Chianti that brings you to the Badia Coltibuono Abbey and then down through the picturesque village of Montegrossi. Descend through cool forests as you make your way back to Gaiole.

User Ratings
Overall Rating
9.7
Technical Difficulty
Easy (Circle)
Suitable for beginners, families, young children, and those looking for a casual adventure.
Physical Difficulty
Easy (Circle)
Suitable for beginners, families, young children, and those looking for a casual adventure.

Change happens, fees shouldn't

Essential Tools for Any Adventure

Find a hotel in some of the most beautiful locations on earth.

Book your own car to have complete freedom on your next adventure.

Gear-up for your next adventure.

This page may include affiliate links. We may get a small commission for the purchases made through these links at no additional cost to you.
We only recommend tools we personally think are great.

Related regions

Change happens, fees shouldn't

Recent Stories

Open details for Planning a Trip to Tuscany

Planning a Trip to Tuscany

By Lynn W
May 20th, 2020
Detailed Route Guides
Real GPS Coordinates
Reliable Trail Reports
Experienced-Based Travel Tips
GPS App
Extensive Travel Guides