Vibrant and Diverse: Italy is a Kaleidoscope of Adventure

Ah, la bella Italia! Celebrated in song and story throughout centuries of human history, Italy is known for its spectacular natural beauty, exceptional art, and exquisite wine and cuisine. Once upon a time, the Italian peninsula was comprised of many independent nation-states—each with a unique culture and character all its own. Even today, each Italian region has its own identity—with iconic customs, scenery, and cuisine of its own. Whether you’re perusing shops of colorful ceramics along the Amalfi Coast, plunging into a refreshing aquamarine grotto off the coast of Puglia, or strolling a stately cypress-lined footpath in Tuscany, a walking adventure is the perfect way to experience the sights, sounds, and stories that make each Italian region unique.

At Country Walkers, our Italian roots go deep. Our staff includes native Italians from Piedmont to Puglia—and everywhere in between. And because many of our staff members are locals, we get the skinny on all the hidden trails, the secret restaurants, the best small-batch producers of fine wines and olive oil, and the sweetest spots to lay your head at night. When you travel to Italy with Country Walkers, your Italian trip leaders are delighted to guide you through the regions they call home—bringing you on picturesque walks that aren’t in any of the guidebooks, and introducing you to many local friends along the way. Because the truth is—exploring Italy in the company of Italian companions opens up a fresh new experience that most travelers never get. So, get ready to stretch your legs, feel the sun on your face, grab a refreshing gelato, and take a deep dive into la bella Italia with us.

Italian Walking Adventures with Space Available for 2025

Oh, how time flies! It seems like only yesterday that we were welcoming 2025 as a fresh new year—but many of our active vacations have already sold out. Fortunately, we have extra space on select Italy adventures—but don’t delay! Space on these Italian walking adventures won’t last long.

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, fresh local cuisine at neighborhood farms and agriturismos, wild horses on the slopes of Mount Subasio, and a host of congenial Italian friends.

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 you won’t find on your own.

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 remarkable Oasi Nature Reserve.

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 historic Sassi district, discover Alberobello’s iconic trulli, and walk along the turquoise coast of the Adriatic Sea.

Italy: Genoa & the Cinque Terre Self-Guided Tour

This self-guided adventure takes you deep into the heart of Italy’s celebrated Cinque Terre. Learn the art of pesto-making during a cooking class, mingle with locals on the Cinque Terre Express, and climb the impressive Vernazza staircase to enjoy rewarding seaside views.