Wine & Walking Tours

There’s no better way to soak up the Italian countryside than on foot. Feel the Mediterranean sun warming your soul, breathe in the heady perfume of rosemary, jasmine, and wild broom in the spring or fermenting grapes in the fall. Have your cake—or your gelato—and eat it too, after you burn through the calories on our daily hikes.

All our hiking tours are seven days, with a break in the middle: a day without hiking or an easy-does-it shortie. We typically set off around 9 a.m. and hike for three to four hours, finishing by lunch or early afternoon. Mileage can run between 5 to 10 miles per day, with hikes generally around 6 to 7 miles. When the terrain permits (i.e., on most hikes), there is a support van available throughout the day—to refuel on biscotti, throw in your jacket or camera, or jump in for a ride if you get too tired. For more details on difficulty level, see the Trip Notes under each itinerary.

Every afternoon, your efforts are rewarded with a wine tasting. When we’re in wine country, we visit an estate for a private tour and tasting. If we’re outside of vineyard areas (e.g., on the Cinque Terre), we’ll have an educational tasting at our hotel before dinner—usually with a stellar view to enhance the taste!

Trentino–Alto Adige: THE ALPS & DOLOMITES
Trekking Two Mountains Regions

This new 7-day tour combines the wine region of the Alps with the spectacular beauty of the Dolomites. It's Where Sideways Meets The Sound of Music! Hike amidst steep vineyards, apple groves, dairy cows, and Tirolean chalets on the lower slopes of the Alps and Adige Valley, where you'll also taste Italy’s most aromatic whites and best pinot noirs. Then trek amidst the Dolomites' awesome peaks.

From the Langhe Hills to the Italian Riviera

Experience the best of both worlds: Piedmont, with its vine-covered hills, woodland cuisine, and regal red wines. And the Cinque Terre, with its fishing villages, seafood, and refreshing white wines. Hike through Barolo vineyards and on the Riviera’s coastal mountains on this surf ’n’ turf combo, Italian style!

Walking the Wine Roads of San Gimignano and Montalcino

With its ancient abbeys, crenulated castles, olives groves, cypress lanes, and stone farmhouses, Tuscany lives up to its magical reputation. Hike through glorious landscapes around Montalcino and San Gimignano. Hear monks chant, taste fresh pecorino, glory in Renaissance art, and be wowed by Brunello and Vernaccia wine.

On the Ancient Roman Pathways

Planted by Greeks and prized by Romans, the wines of Campania can still seduce. Head south of Naples to hike the seaside cliffs of Amalfi, Positano, and Capri, visit Pompeii where Roman vineyards being resurrected, and trek around the cone of Mt. Vesuvius.

Hiking Sicily’s Western Shores

Retrace the steps of Phoenician and Greek settlers on Sicily’s western coast. Explore the maritime preserves, limestone promontories, and windswept islands between Palermo and Marsala. Soak up the Byzantine splendor of Monreale and the Greek engineering feat of Segesta. Visit a new generation of boutique winemakers.


Dispatches from the wine road
– Livin' La Dolce Vita


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