Leisure Cycling Holidays

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 0800 731 1631 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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  • Venetian Highlights

    Ride around Venice and other historic cities on this classic tour.
    Mar to Oct. E-Bikes available.
    2/4* hotels. Level 1/2 difficulty.
    8 days / 7 nights from

    £579 p.p
    Venetain Highlights Cycling Holidays
    Start: Venice
  • Tuscany (Montecatini to Florence)

    Be inspired by the beauty of the Tuscan landscapes.
    Apr to Oct. E-Bikes available.
    2/4* hotels. Level 3 difficulty.
    8 days / 7 nights from

    £629 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 2/3 difficulty.
    8 days / 7 nights from

    £589 p.p
    Italian Alps Cycling Holidays
    Start: Bolzano
  • Florence to Rome

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

    £729 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 2/3 difficulty.
    8 days / 7 nights from

    £649 p.p
    Lake Reschen to Verona Cycling Holidays
    Start: Reschen
  • Sicily Explorer

    Cycle around Sicily in the shadow of Mt. Etna and UNESCO sites.
    March to October departures.
    2/3* hotels. Level 3/4 difficulty.
    8 days / 7 nights from

    £629 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 3 difficulty.
    8 days / 7 nights from

    £699 p.p
    Venice to Florence Cycling Holidays
    Start: Venice
  • Umbria and Perugia

    Explore the green and spiritual heart of Italy in Umbria’s hills.
    May to Sept. E-Bikes unavailable.
    2/3* hotels. Level 3 difficulty.
    8 days / 7 nights from

    £659 p.p
    Umbria and Perugia Cycling Holidays
    Start: Orvieto
  • Tuscany Coast and Elba

    A unique cycle tour through Tuscany and Elba Island.
    May to Oct. E-Bikes available.
    3/4* hotels. Level 2/3 difficulty.
    7 days / 6 nights from

    £579 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 2/3 difficulty.
    8 days / 7 nights from

    £629 p.p
    Piedmont Cycling Holidays
    Start: Turin
  • North Sardinia

    Explore northern Sardinia on this tour from Olbia to Alghero.
    May to Oct. E-Bikes available.
    3/4* hotels. Level 2/3 difficulty.
    8 days / 7 nights from

    £629 p.p
    North Saradinia Cycling Holidays
    Start: Cannigione
  • Venice to Porec

    Cycle through Italy, Slovenia and Croatia on this cross-border tour.
    Apr to Sept. E-Bikes available.
    2/3* hotels. Level 2/3 difficulty.
    8 days / 7 nights from

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

    Cycle around the heel of Italy and Lecce in this quiet part of Italy.
    May to Oct. E-Bikes available.
    3/4* hotels. Level 2/3 difficulty.
    8 days / 7 nights from

    £599 p.p
    Apulia and Lecce Cycling Holidays
    Start Matera

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