Find your ideal cycling holiday
Holidays by Grade - Challenging
The following cycling holidays all match the chosen cycling holiday grade. If you would like to refine your search, try adding additional criteria via the 'Find Your Ideal Cycling Holiday' Advanced Search feature.
Showing 11 Cycling Holidays...
Isle of Man
17th July 2021 (7 days)
An unspoilt coastline, remote hills, valleys and moorland as well as quiet roads make this an ideal cycling destination. Explore the wide variety of scenery on rides of 40 to 53 miles per day to all parts of the island. One rest day. Based in a comfortable 3-star family-run hotel on the promenade in Douglas. Ferry Liverpool/Douglas.
This tour is being repeated on 2 October
London - Havant - Isle of Wight - Worthing - London
12th August 2021 (5 days)
A moving on tour averaging 55 miles per day and 2,500ft of ascent, although Day 1 is 71 miles. We spend two nights on the Isle of Wight at Sandown, so can ride there without luggage. Highlights include The Devil's Punch Bowl, Isle of Wight, South Coast along to Worthing and the iconic Box Hill climb.
Montenegro
13th August 2021 (13 days)
Montenegro is one of Europe’s newest countries and, although small, it packs in a large variety of scenery. The route visits all of the country's highlights including Kotor Bay, Lake Skadar, the Tara Canyon, Durmitor National Park, LovĨen National Park and the Piva River Canyon. There are several demanding ascents and long descents. The tour starts in Shkodër and ends in Tirana, Northern Albania. Fly London Gatwick/Tirana.
2 places available
Wander to Whitchurch Weekend
21st August 2021 (2 days)
A fairly high mileage weekend cycling break, but at a relaxed pace. Meet outside Raynes Park station at 9am and head west to a lunch stop at Henley. Continue, with some hilly lanes and good descents, to an overnight stop at a historic pub in North Waltham. 88 miles. After (included) breakfast take a different route home. 59 miles.
Albania - Accursed Mountains (land only)
3rd September 2021 (15 days)
In 2014 the New York Times rated Albania 4th among 50 recommended destinations and in 2011 Lonely Planet ranked it number 1. Visit Albania as it emerges from its political constraints. Stunning mountains, lakes and World Heritage towns. Suitable for fit cyclists able to cycle up to 90km.
Please contact the Tour Managers before making a booking
Albania - Accursed Mountains (with flight)
3rd September 2021 (15 days)
In 2014 the New York Times rated Albania 4th among 50 recommended destinations and in 2011 Lonely Planet ranked it number 1. Visit Albania as it emerges from its political constraints. Stunning mountains, lakes and World Heritage towns. Suitable for fit cyclists able to cycle up to 90km. Fly London Gatwick/Tirana.
2 places available
Scotland - NE & Cairngorms
4th September 2021 (9 days)
Start and finish in Dundee. Cycle through Scotland's often overlooked northeast. Spectacular scenery, verdant countryside, quiet roads, a visit to Findhorn Ecovillage plus unforgettable climbs into the Cairngorm ski areas. See distilleries, possibly red squirrels, very small towns and the north sea coast. Hotel, guesthouse and hostel accommodation.
London to Rye & Return
4th September 2021 (3 days)
A 3-day long weekend easy-paced ride averaging 64 miles per day in the Weald and North Downs. Meeting at Raynes Park station, we follow a hilly and undulating route to Rye. Sunday's ride is much flatter along the coast and inland to Flimwell. Monday features more pretty Weald countryside before returning to Raynes Park.
Wander to Whitchurch Weekend 2
25th September 2021 (2 days)
A fairly high mileage weekend cycling break, but at a relaxed pace. Meet outside Raynes Park station at 9am and head west to a lunch stop at Henley. Continue, with some hilly lanes and good descents, to an overnight stop at a historic pub in North Waltham. 88 miles. After (included) breakfast take a different route home. 59 miles.
Mid-Wales MTB
30th September 2021 (4 days)
A weekend of mountain biking on the natural tracks around the Elan valley in mid-Wales. The Elan valley is often called “The Welsh Lake District”, with its stunning series of dams surrounded by moors and mountains. Guesthouse with breakfast and 2 dinners included.
Isle of Man
2nd October 2021 (7 days)
An unspoilt coastline, remote hills, valleys and moorland as well as quiet roads make this an ideal cycling destination. Explore the wide variety of scenery on rides of 40 to 53 miles per day to all parts of the island. One rest day. Based in a comfortable 3-star family-run hotel on the promenade in Douglas. Ferry Liverpool/Douglas.
Place for a female to share with another female