Hiking Tours in Tuscany

Hiking in Tuscany

Highlights
  • Wander through picturesque hilltop towns and villages, each brimming with unique charm
  • Tantalize your tastebuds with fresh organic produce, olive oil, pasta, cheeses, and wines
  • Discover Renaissance-era Florence, home to the Uffizi Gallery, Pitti Palace, and bustling piazza cafés.
  • Experience the best hikes near Florence, where culture meets nature
  • Immerse yourself in Siena’s Il Campo central piazza, a UNESCO World Heritage Site
  • Follow trails through vineyards, olive groves, and cypress-lined rolling hills, experiencing the best hikes in Tuscany and Chianti
  • Tour vineyards and enjoy local wines after a day on the trail

Set off on an unforgettable journey with our self-guided hiking tours in Tuscany, crafted to immerse you in the stunning landscapes and rich culture of this iconic Italian region. Experiencing Tuscany and Chianti on foot is an incredibly rewarding experience, connecting with the land and people in a way that’s not available on more traditional tours. 

When you travel with Macs Adventure, you’ll discover the unique tastes and textures of Tuscany on a whole new level. Hike through the geometric landscape of hills, 14th-century castles, vineyards, and olive groves. Explore Tuscany's enchanting hilltop towns and villages, savor local delicacies, and delve into the area's celebrated art and history. The serene experience of hiking in the pastoral Tuscan landscape, dotted with quaint towns and historic monasteries, is truly magical.

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Discover Hiking in Tuscany

  • Which Tuscany Trip is right for me?

    On each of our Tuscany trips, you’ll be hiking through some of the most incredible countryside, agricultural terrain, and hilltop villages. To pick the best trip for you, you’ll want to consider the following: 

    1. How much time do you have? Select from hiking trips as short as 5 days or as long as 10 days
    2. How much of a hiker are you? Our Relaxed Trails of Tuscany offers the least amount of hiking that’s easy to moderate, while our Slower Adventures and Classic routes offer more time on the trail with varying degrees of difficulty.
    3. Looking to explore the bigger cities, like Florence? We have a fantastic mix of trips that not only dive into Tuscany’s charming, smaller villages but also allow time in larger cities for your own adventures. Most itineraries end in historic Siena, and we highly recommend extending your stay with an extra night here to fully soak in the magic of this unique city!
    4. Want to treat yourself to something extra special? Check out our Tuscany In Style trip that includes elevated accommodation and Michelin-star dining.
    Which Tuscany Trip is right for me?
Featured

Why Macs

Reasons to believe in Macs Adventure:
The Biggest Choice

The Biggest Choice

Self-guided hiking & biking is all we do - we have hundreds of tried & tested trips.
Our Heritage

Founded in 2003

We’re still founder led & the world’s number one self-guided operator with mountains of experience.
Reviews

21,000+ Customer Reviews

Plus, with a Feefo Platinum Service Award & British Travel Awards, you know you're in good hands.
Positive Impact

Positive Impact

We use independent suppliers to support communities along our routes, as well as work with organizations to help maintain & restore paths.
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