Italy Walking Tours & Itineraries

Explore 6 walking trips designed by local kimkim specialists to get ideas for your trip to Italy.
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The Quaint, Seaside Village of Atrani
Map of Hiking in Naples and the Amalfi Coast - 7 Days
Hiking in Naples and the Amalfi Coast - 7 Days

Stretch your legs around the beauty of the Amalfi Coast in this 7-day tour, starting in the vibrant city of Naples. Explore the monuments and sites of your city hub and explore the nearby island of Capri and the ruins of Pompeii, plus hike around the crater of Mt. Vesuvius. Then move on to the scenic Amalfi coast where Agerola will be your hub, allowing you easy access to breathtaking hikes leading to the villages of Ravello, Positano and Antrani.

Walking paths above Vernazza
Map of Walk the Ligurian Coast: Portofino, Cinque Terre & Portovenere - 8 Days
Walk the Ligurian Coast: Portofino, Cinque Terre & Portovenere - 8 Days

Explore the coastal trails of the Ligurian Riviera on foot with this adventurous itinerary. Starting in the seaside village of Camogli, you’ll make your way south, visiting beachside San Fruttuoso and Portofino before hopping a train to the iconic Cinque Terre. These five colorful villages are set like gems along steep sea cliffs, and you’ll walk between them via the region’s famed footpaths. Your final day ends in Portovenere, where you can watch the sunset over the shimmering Bay of Poets.

A walking path through the Tuscan countryside
Map of Hiking Through Tuscany: Florence, Chianti, & Siena - 8 days
Hiking Through Tuscany: Florence, Chianti, & Siena - 8 days

Active travelers who value independence and flexibility will appreciate this self-guided tour through the Tuscan countryside. Opt for a leisurely pace, or more involved hikes, as you first see the masterworks of Florence—the birthplace of the Renaissance—and then make your way to Chianti. You won't want to miss tasting some of the region's famous vintages, with Cypress tree views all around you. End your journey with an exploration of the preserved medieval city of Siena for a trip back in time.

The Colorful Building of Cinque Terre
Hiking the Villages of Cinque Terre - 6 Days

On this colorful, seaside tour, you'll hike the routes along Cinque Terre's famous coastlines, visiting villages like Vernazza, Riomaggiore, Corniglia, and Portovenere. You'll hike through scenic vineyards and along steep trails to score the best views of the Ligurian Sea, stopping at sanctuaries, churches, castles, and seaside abbeys. At the end of your trip, enjoy a boat cruise along the entirety of Cinque Terre, from Portovenere to Levanto.

Francigena Way, Tuscany, Italy
Map of Via Francigena: San Miniato, San Gimignano, & Siena - 5 Days
Via Francigena: San Miniato, San Gimignano, & Siena - 5 Days

In 990 BCE, the Archbishop of Canterbury traveled from England to Rome to meet with the Pope. He wrote a detailed diary of the 80 stages of his journey through the United Kingdom, France, and Italy, and this path is now known at the Via Francigena (the Francigena Way), a path for religious pilgrims from Canterbury to Rome. The trail travels through Tuscany, and you can experience it on this five-day itinerary that winds through the Tuscan countryside.

San Nicolo and Portixeddu Beaches, Sardinia
Self-Guided Sardinia Coastal Walking Tour – 8 Days

This eight-day walking tour takes you to Sardinia's Costa Verde, the Green Coast, which is known for its amazing views, wild deer, watchtowers, and sparkling waters. You'll visit a UNESCO geopark at Montevecchio, then walk through the dunes of Piscinas, a UNESCO World Heritage Site. Next, you'll explore beaches and granite cliffs before heading to two coastal islands to discover traditional fishing towns and popular resort areas.