Challenging bicycling vacations
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 vacations, 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.
41 Challenging bicycling vacations found
Tour de France cycling vacation
Tour de France challenge, historic stages, Nice to Pyrenees
From £2,590 10 days ex flights
Small group travel:
2027: 25 Jun
Rhone Valley cycling vacation, Tour De France
Perfect weekend of historic Tour de France stages
From £750 3 days ex flights
Small group travel:
2027: 9 Jul
France cycling vacation, Tour De France
Tour De France cycling across the South of France
From £1,250 5 days ex flights
Small group travel:
2027: 29 Jun
Mustang Valley cycling vacation
Ride Mustang’s wild gravel roads beneath Himalayan giants
From US $2,009 to US $2,899 10 days ex flights
Small group travel
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
rosy@responsibletravel.com
Peak District mountain biking vacation, England
Rugged biking in Edale & Hope Valley
From £465 to £580 2 days ex flights
Small group travel:
2026: 4 Sep
Gravel bike cycling adventure, South Africa
Adventurous cycling holiday on remote gravel roads
From £3,599 9 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Himalaya cycling holiday, India
Cycle from Manali to Leh above 5300m altitude
From US $1,850 12 days ex flights
Small group travel
Himachal Pradesh cycling vacation, India
Cycle India's 'little Tibet' across the Spiti Valley
From US $1,420 10 days ex flights
Small group travel:
2026: 15 Aug, 14 Sep, 1 Oct
Cycling vacation in Ethiopia
Short break biking in unexplored Gurage area
From US $1,290 to US $1,640 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
South Africa cycling adventure, tailor made
A fully supported and guided African Cycling Adventure.
From US $1,800 to US $2,200 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Jasper to Banff cycling tour in Canada
A Gran Fondo ride of the Rocky Mountains
From CA $4,195 6 days ex flights
Small group travel
Scottish cycling tour, North Coast 500
Ride the best sections of the North Coast 500
From £3,344 to £3,504 7 days ex flights
Small group travel:
2026: 24 Aug
2027: 17 May, 26 Jun, 12 Jul, 2 Aug
2027: 17 May, 26 Jun, 12 Jul, 2 Aug
Late availability on these dates: 24 Aug
Chile and Argentina cycling vacation
Cycle from Atacama to Salta
From US $8,250 to US $8,700 13 days ex flights
Small group travel:
2026: 3 Oct
2027: 3 Apr, 8 May, 14 Aug, 4 Sep, 2 Oct, 23 Oct
2027: 3 Apr, 8 May, 14 Aug, 4 Sep, 2 Oct, 23 Oct
Late availability on these dates: 03 Oct
Trans Montenegro cycling tour
Cycle Durmitor mountains, Lake Skadar & the Bay of Kotor
From €1,070 to €1,270 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cycle Montenegro, Bosnia and Albania and in autumn: mild temperatures, golden vineyards, quiet coastal roads, and clear mountain views over Kotor Bay. Fewer crowds, cooler climbs. Explore, experience & enjoy something new!
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
rosy@responsibletravel.com
Algarve road bike tour
Experience the best road biking the Algarve has to offer!
From €1,060 to €1,750 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
North Coast 500 cycling tour in Scotland
Fully supported cycling the Scottish North Coast route 500
From £1,695 to £1,795 7 days ex flights
Small group travel:
2026: 5 Sep
2027: 21 Aug
2027: 21 Aug
South India cycling tour, coast to coast
South India Coast to Coast cycling Holiday
From US $2,480 14 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Sri Lanka cycling vacation, off the beaten track
Ride the cool highlands, jungle parks and ancient Buddhist cities
From US $3,598US $3,360 to US $4,755 14 days ex flights
Small group travel:
2026: 27 Sep, 8 Nov, 15 Nov, 22 Nov, 6 Dec, 13 Dec
2027: 10 Jan, 24 Jan, 31 Jan, 7 Feb, 14 Feb, 21 Feb, 24 Feb, 26 Feb, 28 Feb, 7 Mar, 14 Mar, 21 Mar, 28 Mar, 11 Apr, 16 Apr, 18 Jul, 25 Jul, 1 Aug, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct, 3 Nov, 5 Nov, 7 Nov, 14 Nov, 17 Nov, 18 Nov, 21 Nov, 5 Dec, 12 Dec, 23 Dec
2027: 10 Jan, 24 Jan, 31 Jan, 7 Feb, 14 Feb, 21 Feb, 24 Feb, 26 Feb, 28 Feb, 7 Mar, 14 Mar, 21 Mar, 28 Mar, 11 Apr, 16 Apr, 18 Jul, 25 Jul, 1 Aug, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct, 3 Nov, 5 Nov, 7 Nov, 14 Nov, 17 Nov, 18 Nov, 21 Nov, 5 Dec, 12 Dec, 23 Dec
Up to US $250 off selected dates.
Late availability on these dates: 27 Sep, 08 Nov, 15 Nov
Late availability on these dates: 27 Sep, 08 Nov, 15 Nov
South Island bike packing adventure, New Zealand
Cycle Marlborough to Milford across the Southern Island
From NZ $10,800 21 days ex flights
Small group travel:
2027: 1 Mar
Scotland road cycling grand tour
Scotland road cycling from Inverness to Edinburgh
From £3,228 7 days ex flights
Small group travel:
2027: 24 May, 21 Jun, 19 Jul, 16 Aug, 13 Sep
Provence biking tour, France
Cycling tour of Provence for avid riders
From €1,375 to €1,695 8 days ex flights
Tailor made:
Starts any day from April 1st through October 25th
French Pyrenees cycling vacation, Tour de France
Historic Tour de France stages in the Pyrenees
From £1,050 4 days ex flights
Small group travel:
2027: 5 Jul
Nice and Provence cycling vacation, Tour de France
Long weekend of Tour style cycling
From £1,090 5 days ex flights
Small group travel:
2027: 25 Jun
North Vietnam cycling tour, 8 days
Hanoi – Ba Be – Cao Bang – Ha Long – Hanoi
From US $1,559 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Mustang cycling and culture vacation, Nepal
Ride hidden gravel roads between Kathmandu & Mustang
From US $2,399 to US $3,699 15 days ex flights
Small group travel
Norway bike tour, challenging
Self-guided tour of fjords, valleys, and mountain passes
From NKr27,500 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Road cycling vacation in Outer Hebrides
Cycle through the Outer Hebrides
From £3,239 7 days ex flights
Small group travel:
2027: 8 May, 29 May, 24 Jul, 7 Aug, 4 Sep
Road cycling in Scotland National Parks
Ride through Scotland's National Parks
From £3,000 0 days ex flights
Small group travel:
2026: 5 Sep
Late availability on these dates: 05 Sep
UK and Ireland biking tour
Cycle through the 5 countries of Great Britain and Ireland
From £5,759 13 days ex flights
Small group travel:
2027: 22 Aug
Cycle the whole of New Zealand
Cycle New Zealand North to South fully supported
From NZ $19,600 6 weeks ex flights
Small group travel:
2027: 15 Feb
