New Headwater - Amalfi to Sorrento Walk This linear self-guided walk follows the coast from elegant Amalfi to chic Sorrento. Self-Guided Walking & Trekking 9 days Excl. Flights From $2,055 USD Add to wishlist
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 4.6 / 5 from 14 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 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 gastronomic walking holiday. Self-Guided Walking & Trekking 9 days Excl. Flights From $2,415 USD Add to wishlist
New Headwater - Volterra to San Gimignano Walk Combine fabulously unspoilt Chianti countryside with the chance to visit the world-famous cities of Florence and Siena. Self-Guided Walking & Trekking 9 days Excl. Flights From $1,875 USD Add to wishlist
New Headwater - Secrets of San Gimignano Cycling Cycle through the fabulously unspoilt Chianti countryside and take the chance to visit the world-famous cities of Florence and Siena. Self-Guided Cycling 9 days Excl. Flights From $2,095 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 $1,375 USD Add to wishlist
New Headwater - Mediaeval Umbrian Cycling Combine gentle pedalling through olive groves, sunflower fields and vineyards with time in gorgeous historic towns and sun-drenched villages. Self-Guided Cycling 11 days Excl. Flights From $2,075 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 $1,535 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 - Footsteps of St Francis Walk Combine walks through olive groves, sunflower fields and vineyards with time in gorgeous historic towns. Self-Guided Walking & Trekking 9 days Excl. Flights From $1,705 USD Add to wishlist