Italy Adventure Holidays

Showing 54 out of 341 trips

Few countries are as diverse as Italy. This sought-after destination offers everything that anyone could ever want from their adventure holiday - spectacular cities, diverse scenery, beautiful beaches, incredible architecture and the most delicious cuisine that you'll ever taste. You can experience all of this and more on one of our activity holidays in Italy. Whether you'd prefer to tackle the Paths of the Amalfi Coast, cycle the Venetian countryside, or walk the olive trails of Umbria, you can choose from a wide range of guided and self-guided options when you book your adventure tour to Italy with Headwater..

No matter where you stay in this glorious country, you'll have plenty of opportunities to make unforgettable memories.

Looking for walking routes through untouched greenery and an amazing array of wildflowers? Venice, Vicenza, Padua and Este offer wonderfully unspoilt ground on which to explore.

Perhaps you'd prefer to cycle? Allow one of our activity holidays in Italy to take you from Pisa to Florence, where you can pedal through famous spa towns, visit world-class art museums and take pictures at the leaning tower of Pisa. Alternatively, maybe cycling the wine trails of Umbria, where you can explore sun-drenched landscapes and panoramic views, sounds more to your taste.

If you want to upgrade your activity holiday in Italy to include flights, you can expect an average flight time of a couple of hours. To find out more information on flight prices and times, please get in contact with one of our team.

Looking to plan your next adventure holiday to Italy?

Italy is a country that offers so much for an unforgettable getaway but don't just take our word for it - see it for yourself. If you're about to plan your next holiday and have any questions about one of our adventure tours to Italy, one of our experienced team will be able to help.

Where can I go on an activity holiday in Italy?

We offer countless outstanding destinations for your activity holiday in Italy, as well as the possibility of multiple exciting spots just in one trip! Here are just a few of the places that you could visit:

THE AMALFI COAST

There are few places in Italy as stunning as the Amalfi Coast, with its emerald seas, pastel villages and scented lemon groves. You'll get to walk along the world's best coastal route, the 'Walk of the Gods', as you explore a region made up of the diverse islands of Procida, Ischia and Capri. As you travel through the gently rolling countryside filled with olive groves and vineyards, you'll take in the great shadow of Mount Vesuvius.

THE DOLOMITES

The Italian Dolomites are a Mecca for high-level walkers and cyclists so, if you're looking for an Italy adventure holiday that challenges you, then you're in the right place. Savour the snow-covered vistas of this UNESCO World Heritage site while you take advantage of country skiing and snowshoeing. Take routes leading into the Fanes-Sennes National Park and the jagged peaks of Tre Cime di Laverdo. Unrivalled alpine views are around every corner as you travel through the likes of Bolzano and Alta Val Pusteria.

VENETO

Our Veneto activity tours are the perfect choice for adventurers looking for a genuine grass-roots experience of Italy. Travel the winding paths and vineyards of the Venetian countryside before reaching famous Italian cities such as Venice and Verona. Explore the culture-rich streets of Padua and Vicenza, full of Renaissance history and charm, before stopping off to sample the delicious regional cuisine!