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          2027 Cycling Tours To Book Now

          We found 39 Holidays in your search for:

          Destinations (74)
          Types of Cycling / Grades (7)
          Departure Month

          2026

          2027

          2028

          Level of Support

          We found 39 Holidays in your search for:

          Select Order Order By
          Destinations (74)
          Types of Cycling / Grades (7)
          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
          • BOOK EARLY US

          Page 1 of 4

          Select Order Order By
          Guided
          Guided
          United Kingdom

          Land's End to John O'Groats Explorer

          Guided Electric Bike Tour

          Duration

          22 days

          Prices from

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

          Land's End to John O'Groats Explorer

          Guided Electric Bike Tour

          E-BIKE TOUR

          This tour has been designed as an e-bike tour allowing you to experience more on two wheels whilst riding with like-minded Skedaddlers. Confident cyclists will enjoy the boost from a battery for those cheeky climbs and longer distances. With less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities. Remember to select your e-bike hire when you book your holiday with us.

          Start DateEnd DatePrice p.p.
          20/06/2026
          Fully Booked
          11/07/2026$6,995.00
          01/08/2026
          Guaranteed
          22/08/2026$6,995.00
          17/04/202708/05/2027$7,205.00
          19/06/202710/07/2027$7,205.00
          11/09/202702/10/2027$7,205.00
          • 3 countries in 19 days of riding
          • 1,000 miles of Britain at its best – Riding an e-bike the length of Britain from toe to tip and declaring yourself an ‘End to Ender’
          • Cornish pasties to haggis and everything in between
          • Experiencing the regional changes in tradition, culture and accents as you progress from county to county
          • Enjoying spectacular scenery from Cheddar Gorge to the Cairngorms
          Photo Highlights Dates
          Guided
          Guided
          Colombia

          Emerald Mountains

          Guided Road Bike Tour

          Duration

          13 days

          Prices from

          $5,705 P.P.
          View Reviews
          27
          1
          2
          3
          4
          5
          Grade 4: Challenging
          More Info BOOK NOW

          Emerald Mountains

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          06/06/2026
          Contact Us
          18/06/2026$5,705.00
          16/01/202728/01/2027$5,995.00
          06/02/202718/02/2027$5,995.00
          05/06/202717/06/2027$5,995.00
          • Exploring unspoiled Andean highlands
          • The historic city of Cartagena
          • The hospitality of locals, so proud to show off their country
          • The challenges offered by Colombia’s dramatic mountains
          • Cycling with the warm Caribbean breeze at your back
          • Being amongst the first to ride in this emerging destination
          Photo Highlights Dates
          Guided
          Guided
          Chile

          Patagonia - Carretera Austral

          Guided Bike Tour

          Duration

          15 days

          Prices from

          $7,590 P.P.
          View Reviews
          8
          1
          2
          3
          4
          5
          Grade 4 : Active
          More Info BOOK NOW

          Patagonia - Carretera Austral

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          08/11/2026
          Guaranteed
          22/11/2026$7,590.00
          07/03/202721/03/2027$7,590.00
          • Riding one of the world’s classic cycling routes
          • Enjoying a rest day in Coyhaique
          • Lake Carrera’s spectacular ‘marble cathedral’
          • True wilderness biking
          • Relaxing in the thermal waters of Puyuhuapi Eco-Lodge
          Photo Highlights Dates
          Guided
          Guided
          United Kingdom

          Land's End to John O'Groats Classic

          Guided Road Bike Tour

          Duration

          16 days

          Prices from

          $4,710 P.P.
          View Reviews
          20
          1
          2
          3
          4
          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Land's End to John O'Groats Classic

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          23/05/2026
          Last Spaces
          07/06/2026$4,710.00
          22/08/2026
          Last Spaces
          06/09/2026$4,710.00
          22/05/202706/06/2027$4,850.00
          14/08/202729/08/2027$4,850.00
          • Ride the length of Britain from toe to tip and declare yourself an ‘End to Ender’
          • The camaraderie of completing the UK’s best challenge ride on a small group tour
          • 3 countries in 14 days of riding. 1,000 miles of Britain at its best
          • A unique LEJOG route along quiet roads through scenic countryside
          • Enjoy spectacular scenery from Cheddar Gorge to the Cairngorms
          • Experience the regional changes in tradition, culture and accents as you progress from county to county
          • Delicious picnics, country pubs and wonderful accommodation
          • Cornish pasties to haggis and everything in between
          Photo Highlights Dates
          Guided
          Guided
          China

          Guilin and Guangxi

          Guided Bike Tour

          Duration

          14 days

          Prices from

          $3,135 P.P.
          View Reviews
          5
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Guilin and Guangxi

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          05/09/2026
          Fully Booked
          18/09/2026$3,135.00
          19/09/2026
          Fully Booked
          02/10/2026$3,135.00
          10/04/2027
          Last Spaces
          23/04/2027$3,135.00
          09/05/202722/05/2027$3,135.00
          04/09/2027
          Guaranteed
          17/09/2027$3,135.00
          09/10/2027
          Contact Us
          22/10/2027$3,135.00
          • UNESCO heritage site of Bajiaozhai National Park
          • Walking Longji (Dragon’s Backbone) Rice Terraces
          • Drifting jungle streams, swimming in secret waterfalls
          • The smiling faces of the local Han, Zhuang, Miao and Yao
          • Amazing limestone karst scenery of Guilin
          • Ancient villages and river towns
          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
          06/06/2026
          Fully Booked
          27/06/2026$6,995.00
          11/07/2026
          Last Spaces
          01/08/2026$6,995.00
          05/09/2026
          Last Spaces
          26/09/2026$6,995.00
          08/05/202729/05/2027$7,205.00
          05/06/202726/06/2027$7,205.00
          03/07/202724/07/2027$7,205.00
          31/07/202721/08/2027$7,205.00
          • 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
          Morocco

          Road Atlas

          Guided Road Bike Tour

          Duration

          10 days

          Prices from

          $2,710 P.P.
          View Reviews
          30
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Road Atlas

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          07/11/2026
          Guaranteed
          16/11/2026$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
          Costa Rica

          Ruta de los Volcanes

          Guided Road Bike Tour

          Duration

          13 days

          Prices from

          $6,280 P.P.
          View Reviews
          13
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Ruta de los Volcanes

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          22/12/202603/01/2027$6,280.00
          13/03/202725/03/2027$6,320.00
          22/12/202703/01/2028$6,465.00
          • Spotting an unparalleled diversity of wildlife
          • Cycling in the shadow of palm trees along the Pacific coast
          • Breaking through the clouds as we cross Costa Rica’s central mountains
          • Enjoying volcanic vistas over a drink in La Fortuna
          • Watching the sun go down from Samara beach after a rewarding day in the saddle
          • The change in scenery on opposing sides of the continental divide
          Photo Highlights Dates
          Guided
          Guided
          Vietnam

          Mountains and Coast

          Guided Bike Tour

          Duration

          15 days

          Prices from

          $3,095 P.P.
          View Reviews
          26
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Mountains and Coast

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          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
          Chile and Argentina

          The Andes and the Lake District

          Guided Road Bike Tour

          Duration

          13 days

          Prices from

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

          The Andes and the Lake District

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          24/10/2026
          Guaranteed
          05/11/2026$5,905.00
          13/03/202725/03/2027$5,905.00
          • Your first glimpse of the snowcapped Volcan Osorno
          • Crossing over the Andes not just once but twice!
          • Cycling the Seven Lakes Route from San Martin to Villa Angostura
          • Quiet roads and the backdrop of the awesome Andes
          • The immense monkey puzzle trees around Villa Pehuenia
          • Relaxing in the Puyehue hot springs
          • Tasting all the culinary delights of the region
          Photo Highlights Dates
          • 1
          • 2
          • 3
          • 4
          • Next page

          Not sure which trip's right for you? Just ask!

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

          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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          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.

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