Puglia: Self-Guided Cycling in the Heel of Italy Cycle at your own pace through UNESCO historic Italian villages and idyllic coastline Self-Guided Cycling 8 days Excl. Flights From $1,395 USD 4.5 / 5 from 13 reviews Add to wishlist
Self-Guided Walking on the Amalfi Coast Independent walks on Italy's magnificent Amalfi Coast Self-Guided Walking & Trekking 8 days Excl. Flights From $1,165 USD 4.4 / 5 from 13 reviews Add to wishlist
Bolzano, Verona & Venice Self-Guided Ride Self-guided cycling from the stunning Italian Dolomites to the historic city of Venice Self-Guided Cycling 8 days Excl. Flights From $1,235 USD 4.5 / 5 from 2 reviews Add to wishlist
New Headwater - Gastronomic Barolo Walk Superb hotels, world-famous wines and exceptional cuisine are just some of the reasons to choose this 8-night walking holiday! Self-Guided Walking & Trekking 9 days Excl. Flights From $2,365 USD Add to wishlist
New Headwater - Secrets of San Gimignano Cycling This 8-night cycling holiday combines fabulously unspoilt Chianti countryside with the chance to visit the world-famous cities of Florence and Siena. Self-Guided Cycling 9 days Excl. Flights From $2,015 USD Add to wishlist
New Headwater - Heart of Veneto Cycling This single centre cycling holiday is a perfect choice for people wanting a genuine grass-roots Italian experience. Self-Guided Cycling 8 days Excl. Flights From $1,305 USD Add to wishlist
Premium Self-Guided Walking in the Italian Dolomites - Premium Centre-based walking from the beautiful Tyrolean village of Dobbiaco Self-Guided, Premium Adventure Walking & Trekking 8 days Excl. Flights From $1,455 USD 5 / 5 from 6 reviews Add to wishlist
New Headwater - Venetian Villas and Vineyard Cycling Wonderfully easy hotel-to-hotel cycling route exploring the pretty villages, villas and castles of the Venetian countryside. Self-Guided Cycling 9 days Excl. Flights From $1,625 USD Add to wishlist
New Headwater - Walking in the Venetian Hills The wonderfully unspoilt Venetian countryside is only an hour or so from the great city of Venice, but couldn't be more different! Self-Guided Walking & Trekking 9 days Excl. Flights From $1,405 USD Add to wishlist
New Headwater - Classic Chianti Cycling This 10-night cycling tour combines fabulously unspoilt Chianti countryside with the chance to visit the world-famous cities of Florence and Siena. Self-Guided Cycling 11 days Excl. Flights From $2,405 USD Add to wishlist
New Self-Guided Cycling in Sardinia: Beaches & Wetlands Discover Sardinia’s beautiful western coastline Self-Guided Cycling 8 days Excl. Flights From $1,475 USD 3 / 5 from 3 reviews Add to wishlist
Cycle the Adriatic: Venice to Porec Self-Guided Cycle through three different countries: Italy, Slovenia & Croatia Self-Guided Cycling 8 days Excl. Flights From $1,195 USD 3.5 / 5 from 11 reviews Add to wishlist