CYCLING IN ITALY

Here is our range of cycling holidays in Italy

You move on between hotels every two days, and we transport your bags, so on our cycling holidays in Italy you don't need to carry a lot in your panniers and you're free to explore Italy. In-between days are a great opportunity for some local exploring, using our detailed maps and route notes as your guide while you are cycling in Italy on the quiet backroads. We've a wide range of cycling holidays in Italy - from easy, flat cycling through the Ventian vineyards, to an exhilarating tour of Chianti. Or perhaps you'd prefer a relaxing coastal route exploring the delights of Sicily? To find out more about any cycling holiday in Italy, simply follow the links below.

For full holiday details click on the appropriate cycling holiday. Italy offers a great selection of activity holidays, take a look at our activities section for further information or visit our cycling holidays section to find out how cycling in Italy with Headwater works.

  Cycling holiday, Italy
 Chianti :  Secrets of San Gimignano Cycling

Exhilarating cycling through fabulously open and unspoilt countryside: breath-taking balcony views! Cypress-studded rolling hills, sun-drenched olives, famous Chianti vineyards Fabulous hotels – all with panoramic pools – superb cuisine, world-class wines San Gimignano’s soaring towers, Volterra’s Etruscan treasures, Casole’s preserved mediaeval fortress; art cities of Florence, Pisa and Siena

Upper 2 bike cycling holiday (hotel-to-hotel). Departs spring, summer, autumn for 9 days (8 nights)
Accommodation: stylish/luxury, friendly/quirky, gastronomic food, swimming opportunities. Good for: art/culture/history, flora & fauna, wine discoveries.

  Cycling holiday, Italy
 Piedmont :  Gastronomic Barolo Cycling

Luxury hotels: panoramic pools, elegant lounges, gourmet cuisine; outstanding wines Beautifully scenic cycling: boundless vineyards, sun-drenched hamlets, stunning views - as far as Mont Blanc on a clear day Historic castles, frescoed chapels, honey-coloured atmospheric squares; mediaeval Neive: one of the prettiest villages in Italy World-famous wines: Barolo, Barbaresco, Moscato

2 bike cycling holiday (hotel-to-hotel). Departs summer, autumn for 9 days (8 nights)
Accommodation: stylish/luxury, gastronomic food, swimming opportunities. Good for: art/culture/history, wine discoveries.

Click for details of our tour only 'lite' holiday.

  Cycling holiday, Italy
 Sicily :  Secrets of Sicily Cycling

Scenic pedalling in undiscovered western Sicily; coastal tracks, citrus scented trails, swaying vines, glistening salt pans Archaeological treasures, secluded coves, tranquil hamlets Characterful hotels, with pools; traditional cuisine Explore mediaeval Erice, Phoenician Mozia and Greek Segesta; possible day trips to the gorgeous Egadi Islands

2 bike cycling holiday (hotel-to-hotel). Departs spring, autumn for 9 days (8 nights)
Accommodation: friendly/quirky, swimming opportunities. Good for: art/culture/history, flora & fauna, birdwatching.

  Cycling holiday, Italy
 Tuscany :  Secrets of Siena Cycling

Relaxed cycling along traffic-free strade bianche Great art cities of Perugia and Siena; a wealth of antiquarian sites Varied hotels, including a C17 villa and an olive oil farm - swimming pools at 4 out of 5 Enchanting Lake Trasimeno; scenery from “The English Patient” Exquisite Tuscan cuisine; fantastic local wines

2 bike cycling holiday (hotel-to-hotel). Departs spring, summer, autumn for 11 days (10 nights)
Accommodation: mid range, swimming opportunities. Good for: art/culture/history, wine discoveries.

  Cycling holiday, Italy
 Umbria :  Perugia to Assisi Cycling

Gentle pedalling: olives, sunflowers, vineyards and apricot orchards Gorgeous summer climate, soft terracotta colours, sun-drenched landscapes Excellent hotels, swimming pools at all; great locla wines superb regional cuisine Hilltop villages and hamlets, each with its own hidden treasure; beautiful towns of Spoleto, Perugia and Assisi

2 bike cycling holiday (hotel-to-hotel). Departs spring, summer, autumn for 9 days (8 nights)
Accommodation: mid range, swimming opportunities. Good for: art/culture/history, flora & fauna, wine discoveries, local culture.

  Cycling holiday, Italy
 Venetia :  Villas and Vineyards Cycling

Flat, easy cycling off the tourist trail – a great choice for first timers! Cherry orchards, vineyards, picturesque villages Characterful, friendly hotels, great Venetian home cooking – dozens of wines to try! Mediaeval castles, Palladian villas, Roman roads Venice, Verona, Padua and Vicenza all within “rest day” reach

1 bike cycling holiday (hotel-to-hotel). Departs spring, summer, autumn for 9 days (8 nights)
Accommodation: friendly/quirky. Good for: art/culture/history, wine discoveries.

Didn't find the cycling holiday in Italy you were looking for? Try letting our Holiday Finder help you choose, or give our sales team a call on 1-800-567-6286. If you'd like to browse through our extensive range of cycling holidays why not order a copy of our free full colour brochure?