Paths Less Traveled: Exploring Italy’s Hidden Gems on Foot

Picture yourself strolling along a sun-dappled path, the scent of wild rosemary and thyme filling the air as you look out over a patchwork of olive groves and vineyards stretching to the horizon. You pause to catch your breath, listening to the distant chime of a village bell and the gentle crunch of gravel underfoot. This is the unparalleled joy of discovering Italy on foot—an experience that connects you deeply with the land, its history, and its people. Walking with our experienced Italian Trip Leaders frees you to immerse yourself in the moment, uncovering hidden gems and timeless landscapes at a pace that lets you savor every detail.

Each step of your journey is a new discovery—whether you’re trekking the dramatic coastal trails of the Amalfi Coast or following ancient shepherd paths through the rolling hills of Umbria. Our local Trip Leaders steer you beyond the well-trodden tourist routes, sharing insider knowledge and stories that bring the culture to life. The adventure continues long after the day’s walk is done as you gather for delicious, farm-to-table meals accompanied by a glass (or two) of regional wine. We take care of every detail, from comfortable lodging to fascinating excursions—so you can focus on the simple, profound pleasure of exploring the heart of Italy, one magnificent step at a time.

From the Dolomites to Sicily: Discover Italy’s Best Walking Adventures

• Italy: Tuscany & Umbria Guided Tour: Experience a cornucopia of hidden gems on this insider’s walking tour of Tuscany and Umbria. Discover the Basilica of Assisi’s extraordinary frescoes, indulge in fresh local cuisine at neighborhood farms, taste renowned regional wines, admire wild horses on the slopes of Mount Subasio, and meet a host of congenial Italian friends.
• Italy: Sicily Guided Tour: While most walking tours of Sicily omit the island’s southern half, this unique Sicilian adventure brings you south of Syracuse to explore the ancient city of Ragusa and the stunning coastal Oasi Nature Reserve. You’ll also experience the jaw-dropping majesty of Mount Etna in all its glory.
• Italy: Pompeii, Capri & the Amalfi Coast Guided Tour: You won’t find anyone who can bring this iconic region to life like Country Walkers. Our certified local leaders hail from Naples, Positano, Ravello, and Capri—so they know how to avoid the crowds to bring you authentic insights, wine, and cuisine you won’t find on your own.
• Italy: The Dolomites Guided Tour: To dive deep into Italy’s majestic Dolomites, there’s no substitute for the local insight from Country Walkers leaders. As you hike among the soaring massifs of northern Italy, you’ll appreciate their expert mountaineering skills as they bring you an insider’s view of the lofty mountains and their rich alpine culture.
• Italy: Matera, Otranto & the Puglia Coast Guided Tour: While many walking tours of Puglia miss out on the beauty of Basilicata, on this Country Walkers adventure we’ll guide you through the charming streets of historic Matera. Explore the ancient Sassi district, see how mozzarella is made with a local artisanal cheese maker, discover Alberobello’s iconic white-washed trulli, and hike along the turquoise coast of the Adriatic Sea.