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.
42 Challenging bicycling vacations found
South Island adventurous cycling vacation, New Zealand
Cycle Marlborough to Milford across the Southern Island
From NZ $10,800 21 days ex flights
Small group travel:
2027: 4 Mar
2028: 4 Feb, 4 Mar
2028: 4 Feb, 4 Mar
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
2028: 4 Feb, 17 Feb
2028: 4 Feb, 17 Feb
Portugal N2 guided cycling tour
Cycle Portugal's N2 route from Chaves to Faro
From €2,200 to €2,500 8 days ex flights
Small group travel:
2027: 21 Apr, 26 May, 22 Sep, 5 Oct
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
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
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
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
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
Peak District mountain biking vacation, England
Rugged biking in Edale & Hope Valley
From £465 to £580 2 days ex flights
Small group travel
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: 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
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 7 days ex flights
Small group travel:
2027: 17 May, 26 Jun, 12 Jul, 2 Aug
Chile and Argentina cycling vacation
Cycle from Atacama to Salta
From US $8,735 to US $9,050 13 days ex flights
Small group travel:
2027: 3 Apr, 8 May, 14 Aug, 4 Sep, 2 Oct, 23 Oct
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
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
Portugal cycling vacation, north to south
Cycle Portugal famous N2 route fully supported
From £1,745 to £1,795 9 days ex flights
Small group travel:
2026: 26 Sep
2027: 17 Apr, 25 Sep
2027: 17 Apr, 25 Sep
Algarve road bike tour
Experience the best of Algarve road biking
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
Madagascar adventurous cycling tour
Explore extraordinary Madagascar by bicycle
From NZ $6,950 16 days ex flights
Small group travel:
2027: 6 May
North Coast 500 cycling tour in Scotland
Fully supported cycling the Scottish North Coast route 500
From £1,795 7 days ex flights
Small group travel:
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 $3,792US $3,225 to US $5,015 14 days ex flights
Small group travel:
2026: 27 Sep, 8 Nov, 15 Nov, 22 Nov, 6 Dec, 13 Dec
2027: 10 Jan, 31 Jan, 7 Feb, 21 Feb, 24 Feb, 28 Feb, 7 Mar, 14 Mar, 21 Mar, 28 Mar, 16 Apr, 25 Jul, 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, 31 Jan, 7 Feb, 21 Feb, 24 Feb, 28 Feb, 7 Mar, 14 Mar, 21 Mar, 28 Mar, 16 Apr, 25 Jul, 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
Late availability on these dates: 27 Sep, 08 Nov, 15 Nov, 22 Nov, 06 Dec, 13 Dec
Scotland road cycling grand tour
Scotland road cycling from Inverness to Edinburgh
From £3,228 to £3,289 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
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
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
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
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
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
