
Tuscany Walking Tours
Stroll through Tuscany’s timeless landscapes, where rolling vineyards meet historic towns, and every walk ends with a glass of Chianti and a taste of Italy.
Highlights
- Relaxed walking routes through vineyards and olive groves
- UNESCO-listed towns like Florence and Siena, embodiments of Renaissance
- Tuscan culinary delights, from artisan cheeses to famous Chianti wines
- Slow-paced exploration of Tuscany’s lifestyle in rustic villages
Tuscany Walking Tours
Stroll through Tuscany’s timeless landscapes, where rolling vineyards meet historic towns, and every walk ends with a glass of Chianti and a taste of Italy.
Highlights
- Relaxed walking routes through vineyards and olive groves
- UNESCO-listed towns like Florence and Siena, embodiments of Renaissance
- Tuscan culinary delights, from artisan cheeses to famous Chianti wines
- Slow-paced exploration of Tuscany’s lifestyle in rustic villages


Why Visit Tuscany on a Hiking Tour?
Tuscany is the epitome of the Italian “La Dolce Vita,” the sweet life one experiences through incredible cuisine, rich flavors of Italian wine, and cultural beauty.
Its rolling hills are the perfect backdrop for the breathtaking architecture of Florence, Siena, and Montepulciano, known as living galleries of Italian heritage, with each corner echoing stories of artists, philosophers, and farmers who shaped the region.
While Tuscany may not immediately strike you as a conventional hiking destination, this slower-paced realm allows you to feel Italy in every footfall, making it a perfect blend of internal reflection and external discovery.
From the famous Via Francigena pilgrimage route to hidden paths through the Garfagnana region, every step through vineyards, olive groves, and quaint villages (and every bite you take along the way!) brings you closer to unlocking Italy’s rural heart.
Each corner you turn will make you fall in love with the region. Think rustic farmhouses, agriturismi, and boutique hotels enveloped in divine smells of pomodoros and basil waiting for you to enjoy a glass of world-class wine on a sunny evening after a day of exploration.
Although summer might be too hot for prolonged walks, spring and early autumn are ideal for uncovering Tuscany’s beauty. In more rural regions, public transport may be limited.
Still, the slower pace of hiking, combined with easy access to local highlights, makes it the perfect way to explore Tuscany’s charm without rushing.
Frequently Asked Questions
Ratings & Reviews

5.0 average rating

We had great experience with the Triglav Tours team. They were always available, responsive and helpful. They arranged our trip during high season and managed to find solutions were other agencies did not. Thank you Eva and the entire Triglav Tours team!


I have a lot of experience hiking in the mountains but still chose to book a guide, as I have neither the gear nor experience in via ferrata climbing. It turned out to be a really good idea! Prior to the trip, I had contact with the organizer and a video call where I could ask questions, which provided a good basis for deciding which trip was right for me. We were three women + our guide Jakob. On day 2, we started very early before sunrise, which gave us a bit more space on the trail and the pleasure of watching the sun rise over the mountain. Jakob was incredibly good at making our small group function, even though our levels were quite varied. I have a fear of heights, but I didn't feel unsafe at all. It was really nice that there was time to clip us into the wire. Back at the cabin, we had breakfast before heading back down towards the car. An absolutely fantastic trip that requires good physical fitness.

The Tour du Mont Blanc was easily one of the most memorable trips I’ve taken in years. From breathtaking views and warm, welcoming people to delicious food and charming mountain huts, every aspect of the journey was unforgettable. The hikes were significantly more challenging than I had anticipated, but the reward was well worth the effort. I can’t overstate how much smoother and more stress-free the experience was thanks to Hut to Hut’s incredibly detailed guides. Having accommodations pre-booked, access to a well-designed GPS trail map, and a comprehensive guide outlining what to expect, what to pack, and what to watch out for made all the difference. If you’re considering hiking the TMB, I wholeheartedly recommend booking with Hut to Hut. Their support turned a great adventure into an exceptional one.


We had great experience with the Triglav Tours team. They were always available, responsive and helpful. They arranged our trip during high season and managed to find solutions were other agencies did not. Thank you Eva and the entire Triglav Tours team!


I have a lot of experience hiking in the mountains but still chose to book a guide, as I have neither the gear nor experience in via ferrata climbing. It turned out to be a really good idea! Prior to the trip, I had contact with the organizer and a video call where I could ask questions, which provided a good basis for deciding which trip was right for me. We were three women + our guide Jakob. On day 2, we started very early before sunrise, which gave us a bit more space on the trail and the pleasure of watching the sun rise over the mountain. Jakob was incredibly good at making our small group function, even though our levels were quite varied. I have a fear of heights, but I didn't feel unsafe at all. It was really nice that there was time to clip us into the wire. Back at the cabin, we had breakfast before heading back down towards the car. An absolutely fantastic trip that requires good physical fitness.

The Tour du Mont Blanc was easily one of the most memorable trips I’ve taken in years. From breathtaking views and warm, welcoming people to delicious food and charming mountain huts, every aspect of the journey was unforgettable. The hikes were significantly more challenging than I had anticipated, but the reward was well worth the effort. I can’t overstate how much smoother and more stress-free the experience was thanks to Hut to Hut’s incredibly detailed guides. Having accommodations pre-booked, access to a well-designed GPS trail map, and a comprehensive guide outlining what to expect, what to pack, and what to watch out for made all the difference. If you’re considering hiking the TMB, I wholeheartedly recommend booking with Hut to Hut. Their support turned a great adventure into an exceptional one.


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