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UK Cycling Holidays

The UK provides an enormous variety of scenery and terrain for such a relatively small country. Its patchwork of country roads, quaint villages, market towns, rolling hills, wild open moorland, dramatic mountains and varied coastline combined with the huge choice of pubs, cafes and accommodation make it an ideal destination for a cycling holiday.

Our range of UK holidays covers the length and breadth of England, Wales and Scotland, so take a look at the list below. Whether it's somewhere new or an area you'd like to explore again, your holiday will be led by one of our experienced Tour Managers, in the company of other keen cyclists.

London - Havant - Isle of Wight - Worthing - London is fully booked London - Havant - Isle of Wight - Worthing - London

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.

Holiday Type
Guided

Tour Manager
Peter Mastenko

Booking Status
Fully Booked

Price
£310

Grade
Challenging

Wander to Whitchurch Weekend

21st August 2021 (2 days)

Wander to Whitchurch Weekend

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.

Holiday Type
Guided

Tour Manager
Peter Mastenko

Booking Status
Places Available

Price
£75

Grade
Challenging

East Scotland - Howe o' the Mearns to Kingdom of Fife is fully booked East Scotland - Howe o' the Mearns to Kingdom of Fife

A 2-centre holiday in Montrose and Dundee, both with rail stations on the East Coast Mainline. Sociable cycling through landscapes from remote Angus Glens, coastal villages, Carse valley, Sidlaw Hills overlooking the Tay estuary and St Andrews in Fife. Opportunity to visit Dundee’s newly opened V&A Museum and Captain Scott’s RSS Discovery.

Holiday Type
Guided

Tour Manager
Pat & Ron Harrow

Booking Status
Fully Booked

Price
£580

Grade
Moderate

Herefordshire & The Welsh Borders

4th September 2021 (6 days)

Herefordshire & The Welsh Borders is fully booked Herefordshire & The Welsh Borders

This is a fixed centre tour based at Kington Youth Hostel. Kington is a small market town in Herefordshire just two miles from the Welsh border. A network of almost traffic-free but often hilly lanes are accessible from the town offering delightful, if at times, challenging cycling through the rolling hills, villages and towns of Herefordshire and the Welsh borders. A choice of circular routes will be offered each day ranging from 35 to 65 miles.

Holiday Type
Guided

Tour Manager
Michael Stainer

Booking Status
Fully Booked

Price
£345

Grade
Moderate

London to Rye & Return

4th September 2021 (3 days)

London to Rye & Return

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.

Holiday Type
Guided

Tour Manager
Peter Mastenko

Booking Status
Places Available

Price
£170

Grade
Challenging

Wales from Side to Side

10th September 2021 (10 days)

Wales from Side to Side  is fully booked Wales from Side to Side

Starting in Hereford, ride west and north through central Wales to Machynleth, south to the coast at Aberystwyth, then back to Hereford via the Elan reservoirs, Llandrindod Wells and Hay-on-Wye. Hilly in places, but with lots of quiet roads and rewarding views.

Holiday Type
Guided

Tour Manager
Pat & Mike Strauss

Booking Status
Fully Booked

Price
£730

Grade
Moderate

Wander to Whitchurch Weekend 2

25th September 2021 (2 days)

Wander to Whitchurch Weekend 2

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.

Holiday Type
Guided

Tour Manager
Peter Mastenko

Booking Status
Places Available

Price
£75

Grade
Challenging

Isle of Man

2nd October 2021 (7 days)

Isle of Man is fully booked Isle of Man

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. Return ferry between Liverpool or Heysham and Douglas.

Holiday Type
Guided

Tour Manager
Michael Stainer

Booking Status
Fully Booked

Price
£445

Grade
Challenging