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.

Location: Tuscany, Italy. Holiday type: Independent cycling, hotel-to-hotel. Managed locally by Headwater employed rep. Activity level: 2 bikes Duration: 9 days (8 nights) Hotels: Mid range/good value Meals: Continental breakfast and 6 evening meals. Prices from: Please call. Departs: Every two days from 01 May 2010 to 16 Oct 2010   JFMAMJJASOND Good for:

Location: Venetia, Italy. Holiday type: Independent cycling, single centre. Managed locally by Headwater employed rep. Activity level: 1 bike Duration: 8 days (7 nights) Hotels: Mid range/good value, friendly/quirky Meals: Continental breakfast and evening meals. Prices from: Please call. Departs: Saturdays from 08 May 2010 to 16 Oct 2010   JFMAMJJASOND Good for:

Location: Sicily, Italy. Holiday type: Independent cycling, hotel-to-hotel. Managed by Headwater appointed agent. Activity level: 2 bikes Duration: 9 days (8 nights) Hotels: A mix of luxury/stylish, mid range/good value Meals: Continental breakfast and all evening meals. Prices from: Please call. Departs: Selected Saturdays from 03 Apr 2010 to 16 Oct 2010   JFMAMJJASOND Good for:

Location: Chianti, Italy. Holiday type: Independent cycling, hotel-to-hotel. Managed locally by Headwater employed rep. Activity level: Upper 2 bikes Duration: 9 days (8 nights) Hotels: Luxury/stylish Meals: Continental breakfast and all evening meals. Prices from: Please call. Departs: Every two days from 30 Nov 1999 to 14 Oct 2010   JFMAMJJASOND Good for:

Location: Piedmont, Italy. Holiday type: Independent cycling, hotel-to-hotel. Managed locally by Headwater employed rep. Activity level: 2 bikes Duration: 9 days (8 nights) Hotels: Luxury/stylish Meals: Continental breakfast and all evening meals. Prices from: Please call. Departs: Every two days from 30 Nov 1999 to 14 Oct 2010   JFMAMJJASOND Good for:

Location: Puglia, Italy. Holiday type: Independent cycling, hotel-to-hotel. Managed by Headwater appointed agent. Activity level: 2 bikes Duration: 8 days (7 nights) Hotels: Mid range/good value Meals: Continental breakfast and evening meals. Prices from: Please call. Departs: Selected Saturdays from 03 Apr 2010 to 16 Oct 2010   JFMAMJJASOND Good for:

Location: Umbria, Italy. Holiday type: Independent cycling, hotel-to-hotel. Managed locally by Headwater employed rep. Activity level: 2 bikes Duration: 9 days (8 nights) Hotels: Mid range/good value Meals: Continental breakfast and evening meals. Prices from: Please call. Departs: Every two days from 03 May 2010 to 14 Oct 2010   JFMAMJJASOND Good for:

Location: Venetia, Italy. Holiday type: Independent cycling, hotel-to-hotel. Managed locally by Headwater employed rep. Activity level: 1 bike Duration: 9 days (8 nights) Hotels: A mix of mid range/good value, friendly/quirky Meals: Continental breakfast and evening meals. Prices from: Please call. Departs: Every two days from 05 May 2010 to 16 Oct 2010   JFMAMJJASOND Good for:

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?