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 2 difficulty.
    8 days / 7 nights

    £589 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 4 difficulty.
    8 days / 7 nights

    From £669 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

    £609 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 3 difficulty.
    8 days / 7 nights

    £759 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 £669 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 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 2 difficulty.
    8 days / 7 nights

    £749 p.p
    Venice to Florence Cycling Holidays
    Start: Venice
  • Umbria and Perugia

    Explore the green and spiritual heart of Italy in Umbria’s hills.
    Apr 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 3 difficulty.
    7 days / 6 nights

    From £609 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 £659 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 3 difficulty.
    8 days / 7 nights from

    From £679 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 difficulty.
    8 days / 7 nights from

    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 difficulty.
    8 days / 7 nights

    From £599 p.p
    Apulia and Lecce Cycling Holidays
    Start Matera
  • Piedmont - One Hotel

    Stay at the 4* Relais Villa Matilde with daily rides from the hotel.
    March to Oct. E-Bikes available.
    4* hotel. Level 2 difficulty.
    7 days / 6 nights

    From £519 p.p
    Start: Canavese
  • Turin & Piedmont

    Explore a different side to the Piedmont region.
    Apr to Sep. E-Bikes available.
    3* & 4* hotel. Level 2 difficulty.
    8 days / 7 nights

    From £649 p.p
    Start: Turin
  • 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

    £519 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 £589 p.p
    Start: Montecatini
  • South Tyrol - One Hotel

    Sample the scenic beauty of South Tyrol based in one hotel.
    Mar to Oct. E-Bikes available.
    4* hotel. Level 2 difficulty.
    7 days / 6 nights

    From £569 p.p
    Start: Bolzano
  • Prosecco Tour - One Hotel

    See the area where the popular Prosecco wine is produced.
    Apr to Oct. E-Bikes available.
    4* hotel. Level 2 difficulty.
    7 days / 6 nights

    From £519 p.p
    Start: Ponzano

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