Cycling holidays in Italy

Cycling holidays in Italy…Bike hire included in the price shown!

For help and advice regarding cycling holidays in Italy call us on 0161 703 8161 or email info@wheel2wheelholidays.com


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About cycling in Italy

Cycling holidays in Italy really showcase the varied nature of the country as you go on an Italian cycle tour through areas full of cultural interest, quiet villages and towns & cities that have been shaped by thousands of years of rich history and culture.

We have selected cycle tours with convenient starting points to make joining your cycling holiday as simple as possible. Many of the cycling holidays in Italy start close to main airports such as Milan, Pisa or Venice for ease. You then transfer by local transport to the starting point of your cycle tour in Italy. We advise you on how to do this.

Useful links for travel connections to join your cycle tour in Italy

Flights: Skyscanner (For finding flight prices and availability)
Trains: Trenitalia (for tickets and timetable information)

Italy cycling holidays featured below…

All cycling holidays in Italy include at least B&B accommodation, maps, route guide, bike hire and luggage transfers. Optional extras such as half board and E-bikes are available for a surcharge.

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  • Venice Round Tour

    A cycle ride through Vicenza and the Venetian lagoon.
    Apr to Oct. E-Bikes available.
    4* hotels. Level 2 difficulty.
    8 days / 7 nights

    From £769 p.p
    Venetain Highlights Cycling Holidays
    Start: Venice
  • Montecatini Terme to Florence

    Be inspired by the beauty of the Tuscan landscapes.
    Apr to Oct. E-Bikes available.
    2/4* hotels. Level 4 difficulty.
    8 days / 7 nights

    From £849 p.p
    Tuscany Cycling Holidays
    Start: Montecatini
  • Bolzano to Venice

    Cycle from the Tyrol to the coast via a Lake Garda cruise.
    Apr to Oct. E-Bikes available.
    2/4* hotels. Level 2 difficulty.
    8 days / 7 nights

    From £759 p.p
    Italian Alps Cycling Holidays
    Start: Bolzano
  • Florence to Rome

    Ride from Tuscany to the capital via Umbria.
    May to Sept. E-Bikes available.
    2/4* hotels. Level 3 difficulty.
    8 days / 7 nights

    From £989 p.p
    Umbria Cycling Holidays
    Start: Florence
  • Lake Reschen to Verona

    Cycle along the Adige Cycle Path through the South Tyrol.
    May to Sept. E-Bikes available.
    3/4* hotels. Level 2 difficulty.
    8 days / 7 nights

    From £859 p.p
    Lake Reschen to Verona Cycling Holidays
    Start: Reschen
  • Sicily Explorer

    A tour in the south eastern corner of the popular island.
    Mar to Oct. E-Bikes available.
    3* hotels. Level 3 difficulty.
    8 days / 7 nights

    From £749 p.p
    Sicily Explorer Cycling Holidays
    Start: Caltagirone
  • Venice to Florence

    Cycle between two of Italy’s best known cities via Ravenna.
    May to Sept. E-Bikes available.
    3/4* hotels. Level 2 difficulty.
    8 days / 7 nights

    From £929 p.p
    Venice to Florence Cycling Holidays
    Start: Venice
  • Tuscany Coast and Elba

    A unique cycle tour through Tuscany and Elba Island.
    May to Oct. E-Bikes available.
    3/4* hotels. Level 3 difficulty.
    7 days / 6 nights

    From £769 p.p
    Tuscany Coast and Elba Cycling Holidays
    Start: Pisa
  • Piedmont

    Explore the area around Turin, Alba, Asti and Piedmont.
    Apr to Oct. E-Bikes available.
    3/4* hotels. Level 3 difficulty.
    8 days / 7 nights

    From £839 p.p
    Piedmont Cycling Holidays
    Start: Turin
  • North Sardinia

    Stunning ride across the north coast and Mediterranean towns.
    Jan to Dec. E-Bikes available.
    3* hotels. Level 2 difficulty.
    8 days / 7 nights

    From £849 p.p
    North Saradinia Cycling Holidays
    Start: Cannigione
  • Venice to Porec

    Ride through three countries in a week on this unique holiday.
    Apr to Oct. E-Bikes available.
    3/4* hotels. Level 2 difficulty.
    8 days / 7 nights

    From £619 p.p
    Venice to Porec Cycling Holidays
    Start: Venice
  • Apulia to Lecce

    Ride through the heel of Italy between Ionian and Adriatic.
    Mar to Oct. E-Bikes available.
    3/4* hotels. Level 2 difficulty.
    8 days / 7 nights

    From £669 p.p
    Apulia and Lecce Cycling Holidays
    Start Matera
  • Lake Garda - One Hotel

    Explore culture, wine and lakes without having to change hotel.
    Mar to Oct. E-Bikes available.
    3* & 4* hotel. Level 2 difficulty.
    7 days / 6 nights

    From £649 p.p
    Start: Sirmione
  • Tuscany - One Hotel

    Explore the popular region of Tuscany based in one hotel.
    Apr to Oct. E-Bikes available.
    4* hotel. Level 3 difficulty.
    8 days / 7 nights

    From £729 p.p
    Start: Montecatini
  • Pisa to Florence

    Explore the wonderful landscape and hills of Tuscany.
    Apr to Oct. E-Bikes available.
    4* hotel. Level 2 difficulty.
    8 days / 7 nights

    From £709 p.p
    Start: Pisa

Wheel2Wheel Holidays & Freewheel Holidays, part of Sports Tours International Ltd. 91 Walkden Road, Walkden, Manchester, UK, M28 7BQ

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Important Information

Some of the flights and flight-inclusive holidays on this website are financially protected by the ATOL scheme, under which our number is 2711. But ATOL protection does not apply to all holiday and travel services listed on this website. This website and booking conditions will provide you with information on the protection that applies in the case of each holiday and travel service offered before you make your booking.

If you do not receive an ATOL Certificate then the booking will not be ATOL protected. If you do receive an ATOL Certificate but all the parts of your trip are not listed on it, those parts will not be ATOL protected. Where you book a non-air inclusive holiday, and we act as the principal, your money is financially protected by our ABTA bonding arrangements. Our tour operating ABTA number is V1479. Please see our booking conditions for information, or for more information about financial protection and the ATOL Certificate, please view online here.

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