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          2027 Cycling Tours To Book Now

          We found 14 Holidays in your search for:

          Destinations (74)
          Types of Cycling / Grades (1)
          Departure Month

          2026

          2027

          2028

          Level of Support

          We found 14 Holidays in your search for:

          Select Order Order By
          Destinations (74)
          Types of Cycling / Grades (1)
          Departure Month

          2026

          2027

          2028

          Level of Support
          2027 Road Cycling Tours 2027 Adventure Cycling Tours

          Planning ahead for your dream cycling tour? Whether you're training to complete the UK's ultimate challenge ride - Land's End to John o' Groats - or searching for your trip of a lifetime exploring a far-flung destination, we know it’s helpful to plan ahead. These tours all have 2027 dates available to book now. Plus, you’ll only need to pay a deposit upfront to secure your space.

          What are you waiting for? Stop dreaming and start planning!

          • All Cycling Holidays
          • All Cycling Adventures
          • BOOK EARLY US

          Page 2 of 2

          Select Order Order By
          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
          26/09/2026
          Guaranteed
          09/10/2026$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
          Guided
          Guided
          Morocco

          Atlas to Desert

          Guided Bike Tour

          Duration

          9 days

          Prices from

          $2,510 P.P.
          View Reviews
          10
          1
          2
          3
          4
          5
          Grades 3 - 4
          More Info BOOK NOW

          Atlas to Desert

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          26/09/202604/10/2026$2,510.00
          03/04/202711/04/2027$2,635.00
          25/09/202703/10/2027$2,635.00
          • Biking across the remote, beautiful, and untouched Jebel Sirwa mountains
          • Exploring crumbling remains of the past in Morocco’s many kasbahs
          • Riding a huge variety of rewarding tracks and trails
          • Sleeping under the stars in the Sahara Desert
          • Relaxing in one of Morocco’s most beautiful palm oases
          • Strolling through the spellbinding network of souks in Marrakech medina
          Photo Highlights Dates
          Guided
          Guided
          South Africa

          NEW! Western Cape - Coast and Winelands

          Guided Bike Tour

          Duration

          11 days

          Prices from

          $6,680 P.P.
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          NEW! Western Cape - Coast and Winelands

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          19/04/202629/04/2026$6,680.00
          25/10/202604/11/2026$6,680.00
          11/04/202721/04/2027$7,350.00
          17/10/202727/10/2027$7,350.00
          • Riding through the tracks and quiet roads of the cape winelands
          • Watching the comical penguins, lounging seals and perhaps even breaching whales
          • Cycling the dramatic coastal roads of Chapman’s Peak and Clarence Drive
          • Taking in the stunning views at the top of Franschhoek Pass
          • Pausing for a glass of the local vintage
          • Incredible views framed by the unique fynbos vegetation
          Photo Highlights Dates
          Guided
          Guided
          Jordan

          Petra, Wadi Rum & The Dead Sea

          Guided Bike Tour

          Duration

          8 days

          Prices from

          $2,995 P.P.
          View Reviews
          9
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Petra, Wadi Rum & The Dead Sea

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          * 25/04/2026
          Guaranteed
          02/05/2026$2,995.00
          17/10/202624/10/2026$2,995.00
          28/11/202605/12/2026$2,995.00
          13/03/202720/03/2027$3,135.00
          24/04/202701/05/2027$3,135.00
          16/10/202723/10/2027$3,135.00
          27/11/202704/12/2027$3,135.00
          • Discovering Jerash – the most well-preserved Roman city, outside of Rome
          • Exploring Petra – The Red Rose City
          • Cycling Jordan’s deserts & dramatic canyons
          • Desert star gazing in the dramatic Wadi Rum
          • Dead Sea dipping and your very own DIY spa treatment
          • Bedouin hospitality and feasting on delicious local food
          • Crusader castles & the historic city of Amman
          Photo Highlights Dates
          • Previous page
          • 1
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          Not sure which trip's right for you? Just ask!

          Get in touch and we'll help you find your perfect trip.

          Quote
          Another great Skedaddle adventure with the right balance of adventure, exercise and organisation. Fabulous mix of riding and enjoying a new country with a local guide!
          David, Peru - Andes, Amazon and Machu Picchu
          Quote
          I loved the vibrancy and spirit of the place. Everywhere you turn there is something new and amazing happening and seeing it by bike is without doubt the best way!
          Paul and Jennifer, China - Guilin and Guangxi
          Quote
          Loved every minute! It was extremely well organised - the routes, accommodation and restaurants were all well-chosen and presented a whole range of Cuban styles!
          Shirley, Cuba - Cuban Revolutions
          Quote
          The Chilean/Argentinian Lake District is mind blowing and has one of the most beautiful and un-spoilt landscapes. Great guides and superb accommodation too!
          Dagmar, Chile and Argentina - Lake District
          Quote
          Cycling is a great way of exploring a foreign country, especially if the local guide is as good as ours was. Always cheerful and encouraging and a wildlife expert!
          Alexander, Costa Rica - Volcanes y Playas
          Quote
          Our guide was very knowledgeable about fauna and flora, as well as geography, history and people. He was also very considerate about our wishes and preferences!
          John, Swaziland (Eswatini)
          Next

          News, Reviews & Stories

          Peru - Positive Impact Fund

          Introducing a new scheme to promote responsible travel in Peru.

          Meet the Guides: Dave Jones

          Say hi to Dave, UK cycling guide who first joined the scene 14 years ago guiding a mountain bike trip and was instantly hooked.

          Meet the Guides: Carrie Williams

          Meet Carrie, one of our UK cycling guides, whose love of cycling from a young age has taken her around the world.

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