Europe Italy

Tuscany, Italy walking and hiking trips from Boundless Journeys

Our Walking Tours in Italy

Italy is more than a destination: it is a sensory celebration.

Sweeping vistas and exquisite vintages. The air tinged with the scent of wildflowers or the mouthwatering aroma of made-from-scratch pasta sauce. Touching the crumbling remnants of an ancient past while reveling in an invigorating, ever-changing now. Whether enjoying pastoral perfection on a Tuscany hiking vacation or meandering along the breathtaking Amalfi Coast—not to mention exploring the iconic isles of Capri and Sicily—Boundless Journeys’ Italy walking tours provide a seemingly never-ending stream of unforgettable moments.

Explore Renaissance cities and medieval villages. Take a cooking class. Enjoy a picnic as you savor gentle Mediterranean breezes. Allow the magic of Italy to seep in as you wander cobbled medieval lanes and trek well-worn mule tracks, delving deep into a culture renowned for natural and manmade masterpieces.

Perfect for epicureans and explorers alike, these handcrafted walking tours of Italy are more than simple observation: they are an immersion. Savor every flavor and enjoy every bend in the trail on one of these active journeys in Italy.

Ready to Take the Next Step?
Each Boundless Journeys adventure is different, so please call our expert trip advisors at 800-941-8010, to help choose the adventure that is just right for you. You may also Request A Call or use our Contact Form.

Reserve early!
Our tours often fill months in advance, and our maximum group size is smaller than most tour operators. Ready to reserve? Reserve a trip now.

Italy: Ancient Sicily Hiking

Fascinating ruins of early civilizations and beautiful coastal paths above the turquoise waters of the Mediterranean are ours to discover on this exploration of ancient Sicily.

$4,795 per person

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Italy: Tuscany & Umbria Walking

Wander your way through Italy's idyllic countryside, walking and hiking on ancient footpaths, sampling its finest food and wine along with its rural pace and way of life.

$4,495 per person, No Single Supplement*

more info...

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Latest Blog Posts About Italy

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For Your Valentine: Three Exciting Adventures for Two

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Every summer people pack the Amalfi Coast’s winding cobblestone streets and rocky beaches. But there is a way to avoid the madness: visit in May or September, when beautiful weather prevails and the crowds have departed.

Record Snow on the Tour du Mont Blanc – and a Job Well Done!

I had a once in a lifetime opportunity to ski the Haute Route this winter, a hut to hut traverse of the high Alps from Chamonix to Zermatt, with a small group of family and friends. To our pleasant surprise, we chose a year that was experiencing record levels of snowfall (the most in more […]

Stay at a Boutique Farmhouse on Boundless Journeys’ Ancient Sicily Tour

The food, wine, sea, countryside and ancient archeological sites of Southern Sicily make the boutique hotel La Foresteria the perfect place in which to experience all the very best of the island, both past and present.

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Testimonials

"The trip was absolutely wonderful from start to finish. Dawa and Pema are both very special people and just could not have been nicer, more caring, or more professional. Every day, in every way, they were excellent! The itinerary was perfectly planned and executed. I can't wait for you to use me as a reference for future Boundless Journeys travelers – I will give you a glowing recommendation!"
- Kim Cox, Bhutan: A Journey Into the Peaceful Kingdom

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