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          2021 Cycling Holiday Dates

          We found 121 Holidays in your search for:

          Destinations (72)
          Types of Cycling / Grades (7)
          Departure Month

          2025

          2026

          2027

          Level of Support

          We found 121 Holidays in your search for:

          Select Order Order By
          Destinations (72)
          Types of Cycling / Grades (7)
          Departure Month

          2025

          2026

          2027

          Level of Support

          With 2020 in full swing and lots of travel uncertainty at the minute, we wanted  to get some of our 2021 dates launched accross our range to give you more options to choose from - and help inspire you during this difficult time! What better way to help you feel motivated than by getting some good times on the bikes booked in...

          • All Cycling Holidays
          • 2021 Cycling Holiday Dates

          Page 1 of 13

          Select Order Order By
          Supported
          Supported
          United Kingdom

          C2C - Coast to Coast

          Supported Leisure Bike Tour

          Duration

          5 days

          Prices from

          $1,280 P.P.
          View Reviews
          5
          1
          2
          3
          4
          5
          Grade 3-4 : Moderate/Active
          More Info BOOK NOW

          C2C - Coast to Coast

          Supported Leisure Bike Tour

          E-BIKE HIRE AVAILABLE

          This tour is well-suited to both regular bikes and pedal assist e-bikes, and you can choose to hire either when you book your tour with us. Confident cyclists will enjoy the boost from a battery for those cheeky climbs, and with less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities. You may choose to hire an e-bike on a group or supported tour but bear in mind that the pace will be set to riders without an e-bike.

          Start DateEnd DatePrice p.p.
          08/05/202612/05/2026$1,280.00
          26/06/202630/06/2026$1,280.00
          07/08/202611/08/2026$1,280.00
          25/09/202629/09/2026$1,280.00
          • UK’s favourite long distance cycle route
          • Dramatic landscapes of the Lake District and Pennines
          • Cycle friendly route – cycle paths and quiet country lanes
          • Fully supported and awesome Skedaddle lunches
          • Bike friendly B&Bs offering mouthwatering breakfasts
          • Great sense of achievement, crossing the country, coast to coast
          Photo Highlights Dates
          Guided
          Guided
          Morocco

          Road Atlas

          Guided Road Bike Tour

          Duration

          10 days

          Prices from

          $2,525 P.P.
          View Reviews
          29
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Road Atlas

          Guided Road Bike Tour

          SAVE ON 2026 ESCAPES

          Save $125 on this holiday when you book before 31 October 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

           

          Start DateEnd DatePrice p.p.
          08/11/2025
          Fully Booked
          17/11/2025$2,525.00
          27/12/2025
          Fully Booked
          05/01/2026$2,525.00
          * 31/01/202609/02/2026$2,710.00
          * 07/11/202616/11/2026$2,710.00
          * 27/12/202605/01/2027$2,710.00
          30/01/202708/02/2027$2,850.00
          06/11/202715/11/2027$2,850.00
          27/12/202705/01/2028$2,850.00
          • The High Atlas mountain range
          • The outstanding Ounila Valley and Ait Benhaddou Kasbah
          • Exploring the surreal blue rocks of Tafraoute
          • The incredible 100km ride from Tafraoute towards the coast
          • Enjoying a cold beer on one of Morocco’s finest terraces at Immouzer
          • The sights, smells and sounds of the Marrakech souk
          • Starting and finishing in this years ‘Capital of Culture’ Marrakech
          Photo Highlights Dates
          Guided
          Guided
          Chile and Argentina

          Lake District

          Guided Bike Tour

          Duration

          13 days

          Prices from

          $5,705 P.P.
          View Reviews
          45
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Lake District

          Guided Bike Tour

          SAVE ON 2026 ESCAPES

          Save $250 on this holiday when you book before 31 October 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply

          Start DateEnd DatePrice p.p.
          09/11/2025
          Fully Booked
          21/11/2025$5,705.00
          07/12/202519/12/2025$5,705.00
          * 11/01/202623/01/2026$5,705.00
          * 11/10/202623/10/2026$6,020.00
          * 22/11/202604/12/2026$6,020.00
          * 21/12/202602/01/2027$6,020.00
          10/01/202722/01/2027$6,020.00
          • Majestic Volcan Osorno and its snow-capped peak
          • Tasting the chocolates of Bariloche
          • Biking the Seven Lakes Route to San Martin de los Andes
          • The monkey-puzzle tree forests of Conguillio
          • Sampling a tasty Malbec or Carmanere after a day’s biking
          • Hiking the lofty heights of Volcan Villarica
          Photo Highlights Dates
          Guided
          Guided
          United Kingdom

          Land's End to John O'Groats Explorer

          Guided Road Bike Tour

          Duration

          22 days

          Prices from

          $6,995 P.P.
          View Reviews
          23
          1
          2
          3
          4
          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Land's End to John O'Groats Explorer

          Guided Road Bike Tour

          E-BIKE HIRE AVAILABLE

          This tour is well-suited to both regular bikes and pedal assist e-bikes, and you can choose to hire either when you book your tour with us. Confident cyclists will enjoy the boost from a battery for those cheeky climbs, and with less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities. You may choose to hire an e-bike on a group or supported tour but bear in mind that the pace will be set to riders without an e-bike.

          Start DateEnd DatePrice p.p.
          09/05/2026
          Last Spaces
          30/05/2026$6,995.00
          06/06/202627/06/2026$6,995.00
          11/07/202601/08/2026$6,995.00
          05/09/2026
          Guaranteed
          26/09/2026$6,995.00
          • Ride the length of Britain from toe to tip and declare yourself an ‘End to Ender’
          • Experience the regional changes in tradition, culture and accents as you progress from county to county
          • Enjoy spectacular scenery from Cheddar Gorge to the Cairngorms
          • 3 countries in 19 days of riding
          • 1,000 miles of Britain at its best
          • Cornish pasties to haggis and everything in between
          Photo Highlights Dates
          Guided
          Guided
          India

          Classic Kerala

          Guided Bike Tour

          Duration

          14 days

          Prices from

          $3,365 P.P.
          View Reviews
          4
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Classic Kerala

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          01/11/2025
          Fully Booked
          14/11/2025$3,425.00
          22/11/2025
          Fully Booked
          05/12/2025$3,425.00
          01/02/2026
          Last Spaces
          14/02/2026$3,365.00
          21/11/202604/12/2026$3,450.00
          31/01/202713/02/2027$3,450.00
          • Cycling through lush tea and spice plantations
          • Periyar wildlife reserve, home to elephants, bison and tigers
          • Climbing through cool air and pristine forests
          • Drifting on a rice barge through Kerala’s backwaters
          • Relaxing on white sands of Marari Beach
          • Enjoying the best of Southern Indian Cuisine
          Photo Highlights Dates
          Guided
          Guided
          Vietnam

          Mountains and Coast

          Guided Bike Tour

          Duration

          15 days

          Prices from

          $3,095 P.P.
          View Reviews
          2
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Mountains and Coast

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          21/02/2026
          Last Spaces
          07/03/2026$3,095.00
          07/03/2026
          Guaranteed
          21/03/2026$3,095.00
          21/03/202604/04/2026$3,095.00
          14/11/202628/11/2026$3,095.00
          14/02/202728/02/2027$3,150.00
          06/03/202720/03/2027$3,150.00
          20/03/202703/04/2027$3,150.00
          13/11/202727/11/2027$3,150.00
          • Exploring the lesser visited parts of Vietnam by bike
          • Stunning Saigon – the ‘Pearl of the Orient’
          • Heading off the tourist trail in the Central Highlands
          • Treating your tastebuds to Vietnam’s legendary cuisine
          • Get your caffeine hit with a fresh roadside brew
          • Soaking up the sunshine at beautiful Nha Trang
          Photo Highlights Dates
          Guided
          Guided
          France

          St Malo to Nice Explorer

          Guided Road Bike Tour

          Duration

          20 days

          Prices from

          $8,420 P.P.
          View Reviews
          19
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          St Malo to Nice Explorer

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          11/05/202630/05/2026$8,420.00
          07/09/202626/09/2026$8,420.00
          • Cycling along the Brittany coast with views out to the Abbey of Mont St-Michel
          • Travelling under your own power all the way from the Channel to the Mediterranean
          • Meandering along the Loire, Dordogne and Rhône rivers
          • Riding through vineyards of Chateauneuf-du-pape
          • Riding through the lavender fields of Provence and winding your way through the Verdon Gorge
          • Descending to Nice to ride along the Promenade des Anglais
          Photo Highlights Dates
          Guided
          Guided
          Mongolia

          Route of the Nomads

          Guided Bike Tour

          Duration

          16 days

          Prices from

          $4,565 P.P.
          View Reviews
          9
          1
          2
          3
          4
          5
          Grades 3 - 4
          More Info BOOK NOW

          Route of the Nomads

          Guided Bike Tour

          SAVE ON 2026 ESCAPES

          Save $200 on this holiday when you book before 31 October 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

          Start DateEnd DatePrice p.p.
          * 06/06/202621/06/2026$4,565.00
          * 12/07/202627/07/2026$4,565.00
          05/06/202720/06/2027$4,795.00
          10/07/202725/07/2027$4,795.00
          • The Palace of Bogd Khan & Ganden Monastery – Ulaan Baatar
          • Tsetserleg Hot Springs & time at a traditional Ger camp
          • Gorgeous Tamir River Valley & Orkhon Valley Falls
          • Delicious food and nights under the stars
          • Cycling through one of the world’s true wildernesses
          • Nomadic horsemen and smiling children along the way
          Photo Highlights Dates
          Guided
          Guided
          Spain

          Basque Country to Andalucia Classic - North to South

          Guided Road Bike Tour

          Duration

          16 days

          Prices from

          $5,905 P.P.
          View Reviews
          21
          1
          2
          3
          4
          5
          Grade 4: Challenging
          More Info BOOK NOW

          Basque Country to Andalucia Classic - North to South

          Guided Road Bike Tour

          SAVE ON 2026 ESCAPES

          Save $250 on this holiday when you book before 31 October 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

          Start DateEnd DatePrice p.p.
          * 10/04/202625/04/2026$5,905.00
          * 27/09/202612/10/2026$5,905.00
          • Cycling through the varied beauty of 14 national parks
          • Delicious regional dishes which change from day to day as you traverse the entire country
          • Crossing the granite Guadarrama and Gredos mountain ranges as you move from the north to the south of the country
          • Views over the Straits of Gibraltar to Morocco
          • The beautiful towns of San Sebastian, Guadaloupe and Ronda
          • The satisfaction of arriving in to Tarifa with over 1,000 miles of Spanish roads having passed beneath your wheels
          Photo Highlights Dates
          Guided
          Guided
          Borneo

          Secret Sarawak

          Guided Bike Tour

          Duration

          14 days

          Prices from

          $4,280 P.P.
          View Reviews
          1
          1
          2
          3
          4
          5
          Grade 2 - 3: Moderate/ Active
          More Info BOOK NOW

          Secret Sarawak

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          09/05/202622/05/2026$4,280.00
          22/08/202604/09/2026$4,280.00
          26/09/202609/10/2026$4,280.00
          08/05/202721/05/2027$4,495.00
          21/08/202703/09/2027$4,495.00
          25/09/202708/10/2027$4,495.00
          • Orangutan spotting at Semenggoh Nature Reserve
          • Overnighting at a traditional Sarawak Longhouse
          • Wildlife walks at Bako National Park
          • Stunning Sematan and cycling its palm fringed coastline
          • Kayaking through scenic rainforest
          • Siniawan’s market and its street food delights
          Photo Highlights Dates
          • 1
          • 2
          • 3
          • 4
          • 5
          • 6
          • 7
          • 8
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          • 12
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          Quote
          Saddle Skedaddle staff were excellent. Consistently high standards delivered year on year. Don't think I'd trust anybody else when booking a cycling holiday!
          Susan, Slovenia - Capital to Coast, Leisure Cycling Holiday
          Quote
          This was the best of the several organised bike tours I've been on by light years, and I'm now looking at doing other tours with Skedaddle.
          Jay, France - St Malo to Nice, Road Cycling Holiday
          Quote
          One of the very best trips! The kindness and professionalism of the lead guide and his locally based colleagues was outstanding in every respect.
          Brenda, Italy - Dolomites of Brenta, Guided Mountain Bike Holiday
          Quote
          From the first day to the last, everything was fantastic. We never had to worry about anything. Hotels, van pick-ups, guides - you had it all covered!
          Carol and Jim - Peru, Cycling Holiday
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