Italy Walking Tours & Itineraries

Explore 7 walking trips designed by local kimkim specialists to get ideas for your trip to Italy.

Immerse yourself in the beauty of Italy with kimkim's carefully crafted walking itineraries. For an authentic Tuscan experience, try something like this five-day journey along the Via Francigena, exploring charming hill towns like San Gimignano, Siena, and San Miniato. If coastal scenery is more your style, opt for an itinerary such as this hike through the colorful villages of Cinque Terre over six days, taking in views of the Ligurian Sea and visiting sanctuaries and seaside abbeys along the way. If you're seeking a longer trek, consider an itinerary like this eight-day trek through Tuscany, starting in Florence and venturing through Chianti and Siena, with opportunities to sip famous wines and view Renaissance masterpieces.

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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.

Follow in the footsteps of history on the Francigena Way in Tuscany
Map of Walk Italy's Via Francigena: San Miniato, San Gimignano & Siena - 5 Days
Walk Italy's Via Francigena: San Miniato, San Gimignano & Siena - 5 Days

Embark on a scenic portion of the Via Francigena, once a path for religious pilgrims from Canterbury to Rome and today one of Italy's most magnificent long-distance walks. This five-day itinerary focuses on a short but spectacular section of the route that winds past quintessential Tuscan countryside, cypress avenues, and medieval fortresses. Along the way, you'll soak in ancient thermal baths, explore fortified castles, and spend your evenings in comfort in some of Tuscany's loveliest hill towns.

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.

Hike along the famous "white roads" of the Val D'Orcia landscape
Map of Active Italy: Trekking & Tuscan Heritage - 7 Days
Active Italy: Trekking & Tuscan Heritage - 7 Days

From the Renaissance jewel of Florence to the vistas of the UNESCO-listed Val d'Orcia, spend a week discovering central Italy's medieval hilltop towns and vineyard-strewn landscapes with this gentle Tuscan walking tour. Hike through undulating hills dotted with cypress trees to some of the area's iconic towns, including Radda in Chianti and Pienza, before finishing with a well-deserved glass of wine in beautiful Montepulciano.