57 Challenging cycling holidays found
Central America cycling holiday
Colonial cities, cloud forests and tropical island paradise
From £3,149 to £3,909 16 days inc UK flights
Small group travel:
2018: 18 Aug, 22 Sep, 6 Oct
2019: 5 Jan, 16 Jan, 19 Jan, 2 Feb, 9 Feb, 2 Mar, 23 Mar, 30 Mar, 13 Apr, 18 May, 3 Aug, 17 Aug, 14 Sep, 5 Oct, 2 Nov, 9 Nov, 16 Nov, 23 Nov, 14 Dec, 21 Dec
2019: 5 Jan, 16 Jan, 19 Jan, 2 Feb, 9 Feb, 2 Mar, 23 Mar, 30 Mar, 13 Apr, 18 May, 3 Aug, 17 Aug, 14 Sep, 5 Oct, 2 Nov, 9 Nov, 16 Nov, 23 Nov, 14 Dec, 21 Dec
Late availability on these dates: 18 Aug, 22 Sep, 06 Oct
Coast to coast cycling holiday in Costa Rica
Take in the variety of Costa Rica by bike
From £3,199 to £3,749 15 days inc UK flights
Small group travel:
2018: 20 Oct, 3 Nov, 17 Nov, 24 Nov, 15 Dec, 22 Dec
2019: 12 Jan, 26 Jan, 9 Mar, 16 Mar, 13 Apr, 10 Aug, 19 Oct, 2 Nov, 16 Nov, 14 Dec, 21 Dec
2019: 12 Jan, 26 Jan, 9 Mar, 16 Mar, 13 Apr, 10 Aug, 19 Oct, 2 Nov, 16 Nov, 14 Dec, 21 Dec
Late availability on these dates: 20 Oct, 03 Nov, 17 Nov
Sri Lanka cycling holiday
Ride the cool highlands, jungle parks and ancient Buddhist cities
From £2,429 to £3,599 15 days inc UK flights
Small group travel:
2018: 8 Sep, 10 Nov, 8 Dec, 15 Dec
2019: 12 Jan, 19 Jan, 26 Jan, 9 Feb, 16 Feb, 23 Feb, 9 Mar, 23 Mar, 13 Apr, 20 Jul, 3 Aug, 21 Sep, 12 Oct, 2 Nov, 9 Nov, 23 Nov, 14 Dec, 21 Dec
2019: 12 Jan, 19 Jan, 26 Jan, 9 Feb, 16 Feb, 23 Feb, 9 Mar, 23 Mar, 13 Apr, 20 Jul, 3 Aug, 21 Sep, 12 Oct, 2 Nov, 9 Nov, 23 Nov, 14 Dec, 21 Dec
Late availability on these dates: 08 Sep, 10 Nov
Morocco cycling holiday
Golden kasbahs, impressive gorges and long sandy beaches
From £1,199 to £1,349 9 days inc UK flights
Small group travel:
2018: 1 Sep, 17 Nov
2019: 2 Feb, 16 Feb, 2 Mar, 16 Mar, 13 Apr, 4 May, 21 Sep, 5 Oct, 19 Oct, 2 Nov
2019: 2 Feb, 16 Feb, 2 Mar, 16 Mar, 13 Apr, 4 May, 21 Sep, 5 Oct, 19 Oct, 2 Nov
Late availability on these dates: 01 Sep, 17 Nov
Helpdesk
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 £1,895 16 days ex flights
Small group travel:
2019: 6 Jul
Oman cycling & trekking holiday
5 night cycling and trekking adventure in Oman
From £1,395 6 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cycling holiday in Chile
Amazing mountain bike rides in stunning Atacama Desert
From US $1,760 to US $3,395 6 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cultural walking and cycling holiday in Atacama Desert
Best cultural and bike tour in Atacama Desert
From US $1,700 to US $3,350 7 days ex flights
Small group travel:
2018: 1 Sep, 1 Oct, 1 Nov, 1 Dec
Chile cycling holiday
Join us on the best road cycling tour in Chile.
From US $3,345 to US $6,270 8 days ex flights
Small group travel:
2018: 24 Nov, 1 Dec, 8 Dec, 15 Dec, 22 Dec, 29 Dec
2019: 5 Jan, 12 Jan, 19 Jan, 26 Jan, 2 Feb, 9 Feb, 16 Feb, 23 Feb, 2 Mar, 9 Mar, 16 Mar, 23 Mar, 30 Mar, 6 Apr, 13 Apr
2019: 5 Jan, 12 Jan, 19 Jan, 26 Jan, 2 Feb, 9 Feb, 16 Feb, 23 Feb, 2 Mar, 9 Mar, 16 Mar, 23 Mar, 30 Mar, 6 Apr, 13 Apr
Raid Pyrennean Coast to Coast ride in France
A unique cycling tour of the Pyrenees
From £1,229 to £1,449 8 days inc UK flights
Small group travel:
2018: 1 Sep, 15 Sep
2019: 22 Jun, 10 Aug, 31 Aug
2019: 22 Jun, 10 Aug, 31 Aug
Late availability on these dates: 01 Sep, 15 Sep
Atlas Mountains mountain biking holiday
Cycle through Berber villages and wild scenery
From £1,279 to £1,349 8 days inc UK flights
Small group travel:
2018: 13 Oct, 10 Nov, 17 Nov, 22 Dec, 29 Dec
Late availability on these dates: 13 Oct, 10 Nov, 17 Nov
South Africa cycling holiday, Drakensberg and Kruger
A breathtaking panoramic cycling route
From £2,729 to £2,879 14 days inc UK flights
Small group travel:
2018: 8 Sep, 10 Nov
2019: 2 Feb, 16 Feb, 2 Mar, 16 Mar, 27 Jul, 7 Sep, 5 Oct, 19 Oct, 2 Nov, 16 Nov
2019: 2 Feb, 16 Feb, 2 Mar, 16 Mar, 27 Jul, 7 Sep, 5 Oct, 19 Oct, 2 Nov, 16 Nov
Late availability on these dates: 08 Sep, 10 Nov
Provence cycling tour, France
Cycling tour of Provence for avid riders.
From €1,095 to €1,470 8 days ex flights
Tailor made:
Starts any day from April 1st through October 25th
South India cycling tour, coast to coast
Journey across South India's geographical & cultural landscapes
From US $1,900 14 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Helpdesk
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
Tibet & China cycling holiday
A Challenging cycle tour in China and the Tibetan Plateau.
From US $3,250 15 days ex flights
Small group travel:
2018: 19 Aug, 4 Sep
2019: 26 Aug, 11 Sep
2019: 26 Aug, 11 Sep
Cycling The Camino de Santiago tour
Self-guided cycling through the entire Camino
From €1,515 18 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
South Africa cycling holiday
Luxurious, ethical, guided cycling: gourmet food & wine
From £1,000 to £1,800 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Madagascar cycling holidays
Enjoyable Bike trips to Madagascar
From €2,290 16 days ex flights
Small group travel:
2018: 25 Aug, 8 Sep, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 17 Nov
2019: 23 Mar, 13 Apr, 27 Apr, 16 May, 1 Jun, 6 Jul, 11 Jul, 27 Jul, 8 Aug, 24 Aug, 5 Sep, 21 Sep, 5 Oct, 10 Oct, 19 Oct, 24 Oct, 2 Nov
2020: 19 Mar, 4 Apr
2019: 23 Mar, 13 Apr, 27 Apr, 16 May, 1 Jun, 6 Jul, 11 Jul, 27 Jul, 8 Aug, 24 Aug, 5 Sep, 21 Sep, 5 Oct, 10 Oct, 19 Oct, 24 Oct, 2 Nov
2020: 19 Mar, 4 Apr
Il Lombardia race & Gran Fondo cycling tour
Special Il Lombardia edition Weekend Breakaway cycling tour
From €720 4 days ex flights
Small group travel:
2018: 12 Oct
Gran Fondo World Championships 2018 Varese bike tour
Race the Uci Gran Fondo World Championships
From €3,350 9 days ex flights
Small group travel:
2018: 26 Aug
Lake Como cycling tour
Weekend Breakaway Lake Como cycling tour
From €550 4 days ex flights
Small group travel
Algarve road bike tour
Experience the best road biking the Algarve has to offer!
From €575 to €855 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Madagascar cycling tour
Extraordinary Madagascar by bicycle.
From US $3,550 16 days ex flights
Small group travel:
2019: 9 May, 28 May, 16 Jun
Challenging Lombardy cycling holiday
Tour Lombardy race viewing, Gran Fondo, Sarto factory visit
From US $3,990 8 days ex flights
Small group travel:
2018: 8 Oct
Tour de France 2018 Pyrenees cycling tour
Ride key segments of the Tour de France just hours before the peloton
From US $3,490 6 days ex flights
Small group travel
Sikkim cycling tour, India
Riding through a treasure cove of wisdom and beauty!
From US $1,700 11 days ex flights
Small group travel:
2018: 13 Oct
8 Day Road Cycling holiday in Southern Spain
Bespoke road cycling holidays in Almeria, Southern Spain.
From £525 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 £995 7 days ex flights
Small group travel:
2018: 8 Sep
2019: 12 May
2019: 12 May
Southern Spain road cycling holiday, 6 days
Bespoke road cycling holidays in Almeria, Southern Spain.
From £425 6 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
China and Laos cycling tour
Challenging cycling tour through Southern China and Laos
From US $2,895 15 days ex flights
Small group travel:
2018: 19 Oct
From
£3,199
including UK flights
Memorable parts?
Every day with new discoveries of Costa Rica, beautiful cycling experience, local tour leader Memo and his fantastic crew member Luís and Ronald, and variety of holiday experience in two weeks made this holiday the best I've ever been.
Tips?
Be prepared for rice and beans three times a day for two weeks ;)
Local benefits?
Yes, absolutely, in all the trips (including optional) I felt that local people were supported in their business, be it a local restaurant... (more)Agne Bajoriniene
From
£3,149
including UK flights
The most memorable was cycling through three different terrains each with fabulous scenery in Nicaragua, Costa Rica and Panama. Visiting the volcano at Charco Verde in Nicaragua. Swimming in the Caribbean Sea and the next day in the Pacific Ocean in Panama. (more)Jennifer Steward
Roberto the leader and the 'bike boys' were great. Very helpful and so well organised, meals, room keys, boats, all appeared exactly on cue. (more)Martin Wolverson
From
€1,095
excluding flights
Memorable parts?
Cycling up Mont Ventoux. Wow! Its tough, very tough, but worth the effort. Particularly nice to have a really fabulous hotel at the bottom to relax afterwards.
Tips?
Do try to make the initial meeting with the local rep. We didn't and there were a few issues - for example some of our dinner arrangements - that it would have been better to iron out before they became issues. We were a bit disappointed that we weren't warned in advance that the meeting with the local... (more)Jane Frank
From
£1,895
excluding flights
Memorable parts?
There were so many memorable times. The variety and beauty of our wonderful country was a continuing delight. The views and feeling of achievement after climbing the Cross of Greet, The Lecht, The Forest of Bowland, Glenshee and many other hills were unforgettable. In contrast the feeling of freedom freewheeling down from these heights was wonderful. But apart from the actual cycling the camaraderie and mutual support which grew in the group and with our leaders, Nick... (more)Rob Nutting
From
US $1,900
excluding flights
Memorable parts?
The experience of cycling through rural India, meeting and reacting with the local people. Even a local police sergeant bought us all breakfast when we met him one morning.
Tips?
A reasonable standard of fitness is required. We were a group of 9 men with ages ranging from 54yrs to 67yrs. Take a good pair of padded cycle shorts.
Local benefits?
We stayed at lovely boutique hotels and staff were employed from the local area.
Also used local roadside stalls for... (more)Bob Stunt
From
£2,429
including UK flights
From
£1,279
including UK flights
Memorable parts?
The Atlas Mountains - stunning
Tips?
Do some training for it. It's worth it.
Local benefits?
Yes.
Overall rating?
10 out of 10 and exceeded my expectations in so many ways. (more)Jason Lawrence
From
£1,999
excluding flights
Memorable parts?
Cycling through villages and countryside in central Vietnam.
Tips?
Take ear plugs for the overnight train, the sound of the rails may keep you awake; and a proper waterproof as when it rains it pours.
Local benefits?
We used local guides, drivers and restaurants and shopped in fair trade shops. Using the bikes took us into smaller roads on which there may have been a negative impact if we were in motorised vehicles. Visiting protected sites may help restrict... (more)Steven Williams
From
£1,216
excluding flights
From
£1,895
excluding flights
Memorable parts?
The weather and the scenery
Tips?
Make sure you have done enough cycling so that you are physically up to 60-70+ miles per day. In particular your bottom is hardened up for sitting in a saddle
for that length of time.
Local benefits?
Yes.
Overall rating?
Brilliant (more)Robert Hillen
From
€695
excluding flights
Memorable parts?
Each and every day held it's own memorable moment. The beauty of remote, empty beaches, the fragrant miles of orange groves, incredible views from empty castles, the grueling but worthwhile slog up to Monchique, followed by the exhilarating descent....it was all good!
Tips?
Make sure you know the difference between the routes. One is mostly coastal and the day's distances and climbs are short. The other includes inland detours and mountains, and the distances are... (more)Greg Liebman
From
£1,229
including UK flights
From
£2,729
including UK flights
Memorable parts?
Cycling through the majestic peaks of the Drakensberg Mountains, cooling off with a swim in refreshing waterholes, wildlife spotting in Kruger National Park.
Tips?
Cycle training will give you a better experience as some of the rides are quite challenging with lots of uphill.
Local benefits?
Yes. The trip was relatively low impact and used accommodation owned/ run by local people.
Overall rating?
Awesome! (more)Jennifer Steward
From
£962
excluding flights
Memorable parts?
The most memorable part was Carolynn and Peter's warm hospitality involving lovely food, generous amounts of good wine and cognac and lively conversation around the dinner table. Domino the dog made everyone feel loved.
The road cycling is excellent due to the almost deserted roads and hilly terrain. The routes provided are easy to follow, varied and provide a good workout over the week.
Tips?
Be prepared to put on weight as the food and wine is abundant and hard... (more)Carol Gray
From
US $3,345
excluding flights
Memorable parts?
Views of snow topped volcanos whilst cycling around huge lakes.
Tips?
It can be very cool until lunchtime. Long sleeves essential.
Local benefits?
Yes as we used local staff & facilities.
Overall rating?
Excellent itinerary. Good pace. Our guide Ernesto was particularly helpful & informative. (more)Jan Lawson
From
£1,675
excluding flights
Memorable parts?
Spectacular flight from Pokhara to Jomsom through the mountains, followed the next few days with biking through some quite stunning scenery in close view of the Annapurna range.
Tips?
Pay attention carefully to the (comprehensive) kit list supplied up front. The range of climate and temperatures over the trip was drastic, with very cold
weather indeed for the first day at altitude(Muktinath) - daytime was an unusually cold for the time of year at minus 5 C on the... (more)David Ward
From
£1,159
including UK flights
Memorable parts?
The shepherd's refuge at the top of the mountain on the optional day was beautiful, and the mountains generally were lovely. Lucca was also beautiful.
Tips?
Train on hill climbing. The distances aren't big but there are some serious and sustained climbs! Go on the optional ride, even if you skip the climb and go in
the van, it's the best scenery of the week.
Local benefits?
I don't know if it had much impact.
Overall rating?
It was a bit disappointing,... (more)Wendy Pillar
