Challenging cycling holidays
You are on your bike most weekends, you aren’t shy of a long distance excursion, and you are used to having the lightest luggage in the world, because it’s all Lycra. And you will need it on challenging cycling holidays, which cover 65-120km a day through stunning landscapes. Such as the gorges and foothills of Morocco’s Atlas Mountains, cloud forests of Costa Rica or Tanzania’s Rift Valley.
53 Challenging cycling holidays found
Sri Lanka cycling holiday
Ride the cool highlands, jungle parks and ancient Buddhist cities
From £2,899 to £3,749 15 days inc UK flights
Small group travel:
2022: 15 Oct, 5 Nov, 19 Nov, 3 Dec, 17 Dec, 31 Dec
2023: 7 Jan, 14 Jan, 21 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 11 Mar, 25 Mar, 1 Apr, 8 Apr, 22 Jul, 5 Aug, 16 Sep, 14 Oct, 4 Nov, 11 Nov, 18 Nov, 2 Dec, 9 Dec, 16 Dec, 30 Dec
2023: 7 Jan, 14 Jan, 21 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 11 Mar, 25 Mar, 1 Apr, 8 Apr, 22 Jul, 5 Aug, 16 Sep, 14 Oct, 4 Nov, 11 Nov, 18 Nov, 2 Dec, 9 Dec, 16 Dec, 30 Dec
Late availability on these dates: 15 Oct, 05 Nov, 19 Nov
Central America cycling holiday
Colonial cities, cloud forests and tropical island paradise
From £4,649 to £5,249 17 days inc UK flights
Small group travel:
2022: 17 Dec
2023: 7 Jan, 21 Jan, 4 Feb, 18 Feb, 4 Mar, 1 Apr, 29 Jul, 30 Sep, 14 Oct, 28 Oct, 11 Nov, 23 Dec
2023: 7 Jan, 21 Jan, 4 Feb, 18 Feb, 4 Mar, 1 Apr, 29 Jul, 30 Sep, 14 Oct, 28 Oct, 11 Nov, 23 Dec
Morocco cycling holiday
Golden kasbahs, impressive gorges and long sandy beaches
From £1,479 to £1,699 9 days inc UK flights
Small group travel:
2022: 10 Sep, 8 Oct, 5 Nov
2023: 11 Feb, 4 Mar, 8 Apr, 29 Apr, 9 Sep, 23 Sep, 7 Oct, 4 Nov
2023: 11 Feb, 4 Mar, 8 Apr, 29 Apr, 9 Sep, 23 Sep, 7 Oct, 4 Nov
Late availability on these dates: 10 Sep, 08 Oct, 05 Nov
Cycle the whole of New Zealand
Cycle New Zealand North to South fully supported
From NZ $17,200 6 weeks ex flights
Small group travel:
2023: 11 Jan, 27 Feb
Travel Team
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
Lands End To John O'Groats cycling trip
Britain's classic cycling challenge
From £1,795 16 days ex flights
Small group travel:
2023: 27 May, 2 Sep
South India cycling tour, coast to coast
Journey across South India's geographical & cultural landscapes
From £1,860 14 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
France self guided challenging cycling holiday
Brilliant fully-inclusive cycling holiday in rural France
From £1,290 6 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba road cycling tour
Cycle the highlights of the Vuelta de Cuba
From £2,099 15 days ex flights
Small group travel:
2022: 10 Nov
Segovia cycling tour in Spain
Cycle Historic Segovia's spectacular plains and mountains
From €1,900 to €2,100 7 days ex flights
Small group travel:
2022: 16 Oct
Central Spain cycling tour
Cycle Pro-Vuelta routes in wild, wonderful Gredos
From €2,000 to €2,200 8 days ex flights
Small group travel:
2022: 2 Oct
Cycle Vietnam and Laos, Hanoi to Vietiane
Cycle Vientiane to Hanoi in this epic S E Asian adventure!
From AU $4,100 18 days ex flights
Small group travel:
2022: 24 Oct, 4 Dec
2023: 15 Jan, 19 Feb, 15 Oct, 3 Dec
2023: 15 Jan, 19 Feb, 15 Oct, 3 Dec
Algarve road bike tour
Experience the best road biking the Algarve has to offer!
From €765 to €1,275 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Chile cycling holiday
Join us on the best road cycling tour in Chile.
From US $3,780 8 days ex flights
Small group travel
Atlas Mountains mountain biking holiday
Cycle through Berber villages and wild scenery
From £1,649 to £1,849 8 days inc UK flights
Small group travel:
2022: 12 Nov, 24 Dec
2023: 18 Feb, 8 Apr, 7 Oct, 11 Nov, 23 Dec
2023: 18 Feb, 8 Apr, 7 Oct, 11 Nov, 23 Dec
Late availability on these dates: 12 Nov
Travel Team
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
Provence cycling tour, France
Cycling tour of Provence for avid riders.
From €1,160 to €1,550 8 days ex flights
Tailor made:
Starts any day from April 1st through October 25th
Scotland road cycling grand tour
Scotland road cycling from inverness to Edinburgh
From £1,995 7 days ex flights
Small group travel:
2022: 27 Aug
2023: 13 May, 10 Jun, 8 Jul, 5 Aug, 23 Sep
2023: 13 May, 10 Jun, 8 Jul, 5 Aug, 23 Sep
Late availability on these dates: 27 Aug
Bhutan mountain biking holiday
Mountain biking tour of Bhutan along the Trans Bhutan Trail
From £7,865 15 days ex flights
Small group travel:
2022: 10 Oct, 24 Oct, 7 Nov, 21 Nov
2023: 13 Mar, 27 Mar, 10 Apr, 24 Apr, 8 May, 22 May, 5 Jun, 3 Jul, 28 Aug, 11 Sep, 25 Sep, 9 Oct, 23 Oct
2023: 13 Mar, 27 Mar, 10 Apr, 24 Apr, 8 May, 22 May, 5 Jun, 3 Jul, 28 Aug, 11 Sep, 25 Sep, 9 Oct, 23 Oct
Jasper to Banff cycling tour in Canada
A Gran Fondo ride of the Rocky Mountains
From CA $2,995 6 days ex flights
Small group travel
Mont Ventoux cycling tour, France
Cycling holiday on the Tour de France's most iconic mountain
From €695 4 days ex flights
Small group travel:
2022: 1 Sep
Scottish cycling tour, North Coast 500
Ride the best sections of the North Coast 500
From £2,175 7 days ex flights
Small group travel:
2023: 6 May, 3 Jun, 1 Jul, 19 Aug, 9 Sep, 30 Sep
Outer Hebrides Mountain biking tour
Mountain bike through the Outer Hebrides
From €2,175 to €2,195 7 days ex flights
Small group travel:
2023: 22 Apr, 20 May, 1 Jul, 12 Aug, 9 Sep
Scotland mountain biking coast to coast
Epic mountain biking from Aberdeen to Inverness
From £1,995 7 days ex flights
Small group travel:
2023: 6 May, 17 Jun, 22 Jul, 19 Aug, 16 Sep
Scotland coast to coast road cycling tour
Coast to coast cycling trip in Scotland
From £1,965 7 days ex flights
Small group travel:
2022: 3 Sep
2023: 13 May, 17 Jun, 22 Jul, 16 Sep
2023: 13 May, 17 Jun, 22 Jul, 16 Sep
Late availability on these dates: 03 Sep
Road cycling in Scotland National Parks
Ride through Scotland's National Parks
From £1,975 7 days ex flights
Small group travel:
2022: 3 Sep
2023: 3 Jun, 15 Jul, 26 Aug
2023: 3 Jun, 15 Jul, 26 Aug
Late availability on these dates: 03 Sep
Road cycling holiday in Outer Hebrides
Cycle through the Outer Hebrides
From £2,095 to £2,175 7 days ex flights
Small group travel:
2023: 15 Apr, 10 Jun, 15 Jul, 5 Aug, 26 Aug, 16 Sep
Road cycling tour in UK and Ireland
Cycle through the 5 countries of Great Britain and Ireland
From £4,195 13 days ex flights
Small group travel:
2023: 21 May, 25 Jun, 13 Aug
Provence Alps cycling holiday in France
Cycling in the French Provence Alps
From €875 7 days ex flights
Small group travel:
2022: 10 Sep, 1 Oct
Cycling Tour de France climbs in the South Alps
Cycle the undiscovered south French Alps cols Tdf
From €1,050 8 days ex flights
Small group travel
Chile and Argentina cycling holiday
Cycle from Atacama to Salta
From £4,699 to £4,899£4,799 15 days inc UK flights
Small group travel:
2022: 7 Oct
2023: 7 Apr, 12 May, 18 Aug, 8 Sep, 6 Oct, 3 Nov
2023: 7 Apr, 12 May, 18 Aug, 8 Sep, 6 Oct, 3 Nov
Late availability on these dates: 07 Oct
Northern Laos cycling tour, culture & waterfalls
Cycle the Northern Loop & Trek the 100 Waterfalls!
From US $790 5 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements