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Sicily self guided cycling holiday in Italy

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

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
Pisa to Florence biking vacation, Italy

Pisa to Florence biking vacation, Italy

The highlights of beautiful Tuscany by bike
From US $1,560 to US $1,990 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 biking holiday, Italy

Umbria self guided biking 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
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Cilento and Amalfi cycling holiday, Italy

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
Sardinia ebike vacation

Sardinia ebike vacation

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 vacation

Venice to Dolomites cycling vacation

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 vacation in Sardinia

Cycling vacation 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 vacation in Italy

Romagna cycling vacation 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 vacation in Italy

Puglia cycling vacation in Italy

Discover the 'heel' of Italy on easy cycle rides
From US $2,710 to US $2,830 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
Late availability on these dates: 13 Sep, 20 Sep
Highlights of Puglia cycling vacation

Highlights of Puglia cycling vacation

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 vacation in Italy

Tuscany self guided cycling vacation 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 vacation

Umbria to Tuscany cycling & cooking vacation

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

Gravel bike tour from Triest to Pula

Gravel cycling in the Croatian peninsula of Istria
From €990 to €1,320 7 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Responsible Travel, Travel Team

Contact Us

Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
Dolomites winter activity vacation in Italy

Dolomites winter activity vacation in Italy

Ride across the boot of Italy
From US $5,595 8 days ex flights
Small group travel: 2026: 13 Sep
Late availability on these dates: 13 Sep
Trieste to Pula cycling tour, self guided

Trieste to Pula cycling tour, self guided

From Trieste to Pula wonderful bike expercience
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
Matera to Puglia cycling vacation, Italy

Matera to Puglia cycling vacation, Italy

Nestled between the Adriatic and Ionian seas
From US $3,255US $3,045 to US $3,525 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
Up to US $400 off selected dates.
Late availability on these dates: 06 Sep, 20 Sep, 27 Sep, 04 Oct, 11 Oct, 18 Oct
Cilento and Amalfi Coast cycling vacation, Italy

Cilento and Amalfi Coast cycling vacation, Italy

Rocky ridges set between small picturesque inlets
From US $3,300US $3,150 to US $4,200 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
Up to US $220 off selected dates.
Late availability on these dates: 05 Sep, 12 Sep, 03 Oct
Sicily cycling holiday in Italy

Sicily cycling holiday in Italy

Sicily's UNESCO sites of Siracusa, Noto, Modica and Ragusa
From US $2,953US $2,670 to US $3,375 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
Up to US $380 off selected dates.
Late availability on these dates: 30 Aug, 13 Sep, 27 Sep, 04 Oct, 18 Oct
Piedmont cycling vacation, Italy

Piedmont cycling vacation, 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

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 vacation

Italy self guided e-biking vacation

E bike through Italy's Ferrara Province
From US $1,017 to US $1,169 7 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Cycling in Marche vacation, Italy

Cycling in Marche vacation, Italy

A five day, self-guided holiday cycling in Marche by e-bike
From US $1,029 to US $1,182 5 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Tuscany cycling vacation, self guided

Tuscany cycling vacation, 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 vacation, self guided

Puglia cycling vacation, 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 vacation, Italy

Venice to Florence cycling vacation, 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

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

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 vacation in Italy

South Tyrol to Verona cycling vacation 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 vacation in Italy

Dolomite valley cycling vacation 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
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