landscape of Tuscany with vineyards and walking trail
landscape of Tuscany with vineyards and walking trail

Our Umbria & Tuscany Hiking Tours

Hiking in the green, glorious heart of Italy

Hiking in Tuscany feels like a dreal - with soft hills lined with rows of cypresses, dotted with farmhouses on fields golden in the Summer, the lunar landscape of Val d’Orcia, the meandaring path of Via Francigena disappearing over the hills and towards a distant warm-colored, terracotta-roofed village.

The most scenic section of the Camino to Rome is to be found here – we call it “the heart of Via Francigena” – but you can also walk through the wine paradise of Chianti or along the “Via Lauretana Toscana” - an itinerary connecting Siena to Cortona, where “Under the Tuscan Sun” was set, an iconic experience for whoever dreams of hiking in Tuscany. 

Tuscany Umbria pienza door to countryside

Mysterious, beautiful, verdant Umbria, has forests and paths to enjoy like a walking meditation, hermitages and hamlets, mountains and fortresses: the St. Francis Walk starts from Tuscany and reaches Assisi to then continue to Rome.

Top Trips

Tuscan Via Francigena

Ethereal Beauty, North to South

The most scenic part of the route unfolds in Tuscany: from the Tuscan gateway at the Futa Pass - through Pontremoli and then towards Versilia, before reaching Lucchesia, Val d'Elsa, the lands of Siena, and Val d'Orcia... an uninterrupted beauty for the eyes and the heart.

Via Francigena, Fidenza to Pontremoli

Via Francigena, Pontremoli to Lucca

Via Francigena, Lucca to Siena

Via Francigena, Siena to Viterbo 

In Umbria, on St Francis Way

In the green heart of Italy

The Way of St. Francis is an itinerary that touches upon the most significant places in the life of Saint Francis, with many of them located in Umbria, the green heart of Italy. Our favorite section? From Assisi to Spoleto: you start in Assisi, the birthplace of Francis, with a powerful energy, and continue to Spoleto through Spello with its flower-adorned streets, the mysterious Hermitage of the Carceri, and landscapes of serene and poetic beauty.

St. Francis Way, Assisi to Spoleto

The iconic beauty of Val d'Orcia

Postcard-like landscapes

A journey through the most iconic beauty of Tuscany - the Val d'Orcia is the postcard-perfect landscape that comes to mind when thinking of Tuscany. This journey begins in Montepulciano, the homeland of good wine, and takes us through Pienza, the ideal beauty, the enchantment of Bagno Vignoni, the Abbey of Monte Oliveto Maggiore, and finally, the districts of Siena. An enchanting journey.

Val d'Orcia, Montepulciano to Siena


  • Enchanting Landscapes: Discover breathtaking sceneries with rolling hills, vineyards, and medieval villages, a paradise for your love of nature and photography
  • Rich Historical and Cultural Heritage: Experience a journey through history, exploring ancient villages, Romanesque churches, and archaeological sites, perfect for your thirst for culture.
  • Gastronomy and Wines: Savor the local cuisine and renowned wines, combining hiking with authentic gastronomic experiences, a true delight for your palate.
  • Diverse and Accessible Trails: Choose from trails for all levels, from easy to challenging, all well-marked and maintained, for a safe and satisfying walking experience.

Frequently Asked Questions

Is Tuscany difficult to explore?

Tuscany and Umbria offers exciting hiking routes that can accommodate all abilities. Lower-level walks amongst olive groves, strade bianche (gravel roads), and vineyards are perfect for beginners or those looking for easy strolls. For those eager for more exertion, other routes such as Via degli Dei include steep climbs and rougher terrain. We highly suggest that you carefully check every trip page and especially the section "is this trip for me?" to know more about the trip difficulty. 

What is the best time to embark on a walking trip in Tuscany & Umbria?

Spring (April-June) and autumn (September-October) are ideal times for these regions, thanks to the pleasant weather and fewer crowds. November is generally still nice, with warm temperatures. Summer can be very hot and is generally very busy, especially around and in the art cities and most popular places. 

What kind of landscapes can I expect while hiking in Tuscany and Umbria?

The landscapes can vary significantly depending on the trip chosen - on VIa Francigena and Chianti one can expect the classic tuscan landscape of sot rolling hills, cypresses and gravel roads; other parts are more wild and with a medieval feel, for example Northern Tuscany. Umbria is one of the greenest regions of italy, full of forests. 

How do I book a walking holiday in Tuscany? 

If you've got your eye on an Tuscany or Umbria hiking tour that ticks all your boxes, you have two options.

You can book your trip by:

1. Sending us an email at or giving us a call on (+39) 0552340736. We'll ask for some basic information about your trip, such as the number of people traveling, your preferred departure date, and any special requests you may have.

2. Using our online calculator to receive a provisional price for your chosen tour. You'll find it on each trip page. If you're happy with the estimate, send a request to our office and we will respond to proceed with the reservation. The final price of your trip will be confirmed once we've checked hotel availability.

Is English commonly spoken in Tuscany and Umbria? 

In larger cities and tourist areas, finding English speakers is more likely, but in rural areas and small villages, it might be less common. Knowing some basic Italian phrases can be helpful - otherwise, gestures and online traslators always help! 

What kind of accommodations can I expect along the trails? 

We provide accommodations in B&Bs, farmhouses, and 3-star hotels, all with private rooms and bathrooms. These accommodations blend comfort with authenticity, allowing you to fully immerse in the Italian walking trip experience

Are tour guides available when hiking in Tuscany & Umbria?

All our Tuscany & Umbria packages are self-guided holidays, which means there is no group or guide. Travelers go on their own adventures through the region using detailed documentation provided by our experts. We'll take care of the logistics of your trip, though, including booking your accommodation and transporting your luggage

Our trips

Book with SloWays

Say 'yes' to the call to adventure and embark on our self-guided hiking holiday in Tuscany.

We believe hiking tours are the best way to experience Europe and here are just a few reasons why you should book one with SloWays:


  • Satisfied customers: Our holidays come highly rated on  Feefo, where you can read about some of the fantastic getaways holidaymakers have experienced with us.
  • Sustainable travel: Sustainability is at the heart of every hiking tour we offer and we're always looking for low-impact ways of traveling – that's why we're Travelife Certified. 
  • SloWays expertise: With  over 20 years of experience designing fantastic walking trips under our belt, we know what walkers want and always deliver.
  • Sensational experiences: Comfy accommodations, detailed itineraries, and customizable holiday packages are crafted to show you everything the region has to offer. 

Your next walking adventure is waiting. Contact us today to get started on your booking.

Wanderlust Nominee Best Specialist Tour Operator 2023
Nominee Best Specialist Tour Operator 2023
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FTO ATTA member 100% Green Travelife

S-Cape Countryside Travels srl
Borgo Allegri 16R
50122 Firenze FI
P. IVA 05227330486

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Touroperating S-Cape Countryside Travels srl Borgo Allegri 16R 50122 Firenze FI, Italy
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