33 Cycling holidays in Italy found
Sicily self guided cycling holiday in Italy
A wonderful introduction to baroque Sicily's south-east
From £1,649 to £1,949 9 days ex flights
Tailor made:
This trip can be booked on select Saturdays through April - Oct please enquire for further details.
Puglia self guided cycling tour
Eight day idyllic journey around the Puglia
From £1,449 to £1,884 8 days ex flights
Tailor made:
Departs select Saturdays, Mondays and Wednesdays from March to October
Trieste to Pula cycling tour, self guided
Self-guided cycling tours through Italy, Slovenia and Croatia
From €1,020 to €1,420 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cilento and Amalfi cycling holiday, Italy
Colourful towns & lemon groves on the Amalfi
From £2,465 to £2,805 9 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Contact Us
Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us tomorrow after 9am
Calling from outside the UK
rosy@responsibletravel.com
Sardinia ebike holiday
Easy cycling along Sardinia's secret northern coast
From £2,310 to £2,610 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Venice to Dolomites cycling holiday
Self guided cycling through majestic Alpine landscapes
From US $1,838 to US $2,001 9 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cycling holiday in Sardinia
Explore Sardinia off the beaten track
From US $1,259 to US $2,500 7 days ex flights
Tailor made:
This trip can be arranged to suit your requirements, please enquire to discuss your dates.
Romagna cycling holiday in Italy
Romagna to Bologna on two wheels
From £1,795 to £1,905 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Puglia cycling holiday in Italy
Discover the 'heel' of Italy on easy cycle rides
From £1,955 to £2,045 8 days ex flights
Small group travel:
2026: 13 Sep, 20 Sep
2027: 25 Apr, 9 May, 16 May, 23 May, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 17 Oct
2027: 25 Apr, 9 May, 16 May, 23 May, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 17 Oct
Late availability on these dates: 13 Sep, 20 Sep
Highlights of Puglia cycling holiday
Explore Italy's beautiful, sun-drenched Puglia region
From £1,879 to £1,999 11 days inc UK flights
Tailor made:
This trip can depart on selected Mondays, Wednesdays and Saturdays from Mar - Oct, please enquire for details.
Tuscany self guided cycling holiday in Italy
Experience local Tuscan life on two wheels
From £1,319 to £1,459 8 days ex flights
Tailor made:
This trip can depart on Saturdays throughout April - Oct, please enquire about your tailor made trip.
Umbria to Tuscany cycling & cooking holiday
Cycling and cooking holiday between Umbria and Tuscany
From €1,790 5 days ex flights
Small group travel:
2026: 22 Aug
Last spots available for August departures - enquire now!
Gravel bike tour from Triest to Pula
Cycle along the old Parenzana railway line
From €990 to €1,320 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cycling holiday across Italy, Puglia to Sorrento
Ride across the boot of Italy
From £3,729 8 days ex flights
Small group travel:
2026: 13 Sep
Late availability on these dates: 13 Sep
Contact Us
Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us tomorrow after 9am
Calling from outside the UK
rosy@responsibletravel.com
Pisa to Florence cycling holiday, Italy
The highlights of beautiful Tuscany by bike
From £970 to £1,270 8 days ex flights
Small group travel:
2026: 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct
Late availability on these dates: 15 Aug, 22 Aug, 29 Aug, 05 Sep, 12 Sep, 19 Sep, 26 Sep, 03 Oct, 10 Oct
Umbria self guided cycling holiday, Italy
Easy cycling across ancient towns and vineyards
From €1,300 to €3,500 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Matera to Puglia cycling holiday, Italy
Nestled between the Adriatic and Ionian seas
From £2,169£2,029 to £2,349 8 days ex flights
Small group travel:
2026: 6 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct
2027: 4 Apr, 11 Apr, 25 Apr, 2 May, 9 May, 16 May, 23 May, 13 Jun, 20 Jun, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct
2027: 4 Apr, 11 Apr, 25 Apr, 2 May, 9 May, 16 May, 23 May, 13 Jun, 20 Jun, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct
Up to £270 off selected dates.
Late availability on these dates: 06 Sep, 20 Sep, 27 Sep, 04 Oct, 11 Oct, 18 Oct
Late availability on these dates: 06 Sep, 20 Sep, 27 Sep, 04 Oct, 11 Oct, 18 Oct
Cilento and Amalfi Coast cycling holiday, Italy
Rocky ridges set between small picturesque inlets
From £2,199£2,099 to £2,799 8 days ex flights
Small group travel:
2026: 5 Sep, 12 Sep, 3 Oct
2027: 10 Apr, 8 May, 15 May, 5 Jun, 12 Jun, 4 Sep, 11 Sep, 18 Sep, 2 Oct, 9 Oct
2027: 10 Apr, 8 May, 15 May, 5 Jun, 12 Jun, 4 Sep, 11 Sep, 18 Sep, 2 Oct, 9 Oct
Up to £150 off selected dates.
Late availability on these dates: 05 Sep, 12 Sep, 03 Oct
Late availability on these dates: 05 Sep, 12 Sep, 03 Oct
Sicily cycling holiday in Italy
Sicily's UNESCO sites of Siracusa, Noto, Modica and Ragusa
From £1,969£1,779 to £2,249 8 days ex flights
Small group travel:
2026: 30 Aug, 13 Sep, 27 Sep, 4 Oct, 18 Oct
2027: 11 Apr, 25 Apr, 2 May, 16 May, 23 May, 30 May, 6 Jun, 20 Jun, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 17 Oct
2027: 11 Apr, 25 Apr, 2 May, 16 May, 23 May, 30 May, 6 Jun, 20 Jun, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 17 Oct
Up to £260 off selected dates.
Late availability on these dates: 30 Aug, 13 Sep, 27 Sep, 04 Oct, 18 Oct
Late availability on these dates: 30 Aug, 13 Sep, 27 Sep, 04 Oct, 18 Oct
Piedmont cycling holiday, Italy
Gastronomy, rolling hills & sun drenched hamlets
From £2,179 to £2,749 9 days ex flights
Tailor made:
This holiday has daily departures from mid April - mid Oct, please enquire for availability on all your tailormade trips.
Puglia ebike tour, Italy
Pedal past coastal coves with gorgeous history by ebike
From £1,995 to £2,160 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Italy self guided e-biking holiday
E bike through Italy's Ferrara Province
From £755 to £870 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cycling in Marche holiday, Italy
A five day, self-guided holiday cycling in Marche by e-bike
From £765 to £880 5 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Tuscany cycling holiday, self guided
Cycling Tuscany’s vineyards, medieval towns and hills
From US $1,300 to US $3,000 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Puglia cycling holiday, self guided
Cycle southern Italy’s villages coast and countryside
From US $2,195 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Venice to Florence cycling holiday, Italy
Cycle from Venice to Florence, visiting art cities
From £2,010 to £2,120 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Parma to Bologna self guided cycling holiday, Italy
Cycling through Italy's most famous gastronomic region
From €1,220 to €1,440 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Italy self guided cycling and culinary tour
Delight in Italian cuisine on this self-guided tour
From £2,140 to £2,250 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
South Tyrol to Verona cycling holiday in Italy
Explore the South Tyrol, Lake Garda & Verona
From £2,745 to £3,030 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Dolomite valley cycling holiday in Italy
Incredibly scenic tour through dramatic mountain landscapes
From £2,525 to £2,630 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
