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          2026 Cycling Tours To Book Now

          We found 45 Holidays in your search for:

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

          2025

          2026

          2027

          Level of Support

          We found 45 Holidays in your search for:

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

          2025

          2026

          2027

          Level of Support

          The results are in! These were our best selling trips for 2025 that you'd be wise to book early for 2026. Take your pick from popular road cycling challenges to relaxing rides through the English countryside and off-road adventures in Spain and Italy.

          We’re also working on NEW routes and destinations for 2026. Be the first to find out more by signing up for our newsletter.

          • All Cycling Holidays
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          Page 2 of 5

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          Guided
          Guided
          Japan

          Shimanami Kaido, Shikoku & Kyoto

          Guided Road Bike Tour

          Duration

          15 days

          Prices from

          $10,850 P.P.
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Shimanami Kaido, Shikoku & Kyoto

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          22/10/2025
          Fully Booked
          05/11/2025$10,850.00
          09/05/202623/05/2026$11,135.00
          • Riding across the famous Shimanami Kaido cycling bridges
          • Traversing Shikoku’s quiet mountain roads and rolling coastline
          • Experiencing traditional Japanese cuisine, accommodations, and hospitality
          • Reaching Cape Ashizuri, the southernmost tip of Shikoku Island
          • Descending to the banks of the Shimanto River, one of Japan’s last unspoilt waterways
          • Passing through the magnificent Oboke and Koboke Gorges
          • Exploring Kyoto, Japan’s beautiful and historic cultural capital
          Photo Highlights Dates
          Guided
          Guided
          Scotland

          Scotland - The Caledonia Way

          Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $2,895 P.P.
          View Reviews
          6
          1
          2
          3
          4
          5
          Grade 4 : Active
          More Info BOOK NOW

          Scotland - The Caledonia Way

          Guided Leisure 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.
          * 17/05/2026
          Last Spaces
          24/05/2026$2,895.00
          * 28/06/202605/07/2026$2,895.00
          * 26/07/202602/08/2026$2,895.00
          * 06/09/202613/09/2026$2,895.00
          • Marvelling at the beauty of Kilmartin Glen and its ancient monuments
          • Enjoying traffic-free Caledonia Way cycleways and lovely canal side routes
          • Checking out Ben Nevis and The Grampians from Loch Linhe
          • Fort Augustus and taking on the legendary ascent of Glendoe
          • Exploring Knapdale – One of Scotland’s National Scenic Areas
          • Cycling to Scotland’s best-loved towns including Fort William and Fort Augustus
          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
          Italy

          Grand Traverse Explorer - South to North

          Guided Road Bike Tour

          Duration

          22 days

          Prices from

          $7,850 P.P.
          View Reviews
          5
          1
          2
          3
          4
          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Grand Traverse Explorer - South to North

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          25/04/202616/05/2026$7,850.00
          29/08/202619/09/2026$7,850.00
          • Riding up the backbone of Italy on a stunning route which takes in some of the best road cycling that Italy has to offer
          • Cycling through 10 UNESCO World Heritage sites and 5 National Parks
          • Visiting some of the most important historical and artistic cities in Italy: Lecce, Assisi, Siena, Venice
          • The camaraderie of your fellow cyclists who’ll be joining you on this incredible tour
          • Immersing yourself in Italian culture – meeting the friendly locals, experiencing delicious culinary specialties and tasting the wines of each region
          • Cycling from the most south-easterly point of the heel of Italy up to Venice, having ridden nearly 1,100 miles and climbed almost 22,000 metres!
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Tuscany - Strade Bianche Explorer

          Guided Gravel Riding Tour

          Duration

          8 days

          Prices from

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

          Tuscany - Strade Bianche Explorer

          Guided Gravel Riding 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.
          * 09/05/202616/05/2026$3,135.00
          * 20/09/202627/09/2026$3,135.00
          • Riding some of the classic Tuscany gravel routes including the Strade Bianche
          • Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting
          • Exploring the region on a mix of terrains
          • Riding the stunning UNESCO heritage region of Val d’Orcia
          • Relaxing in small villages for a coffee with the locals
          • Easing along the rolling hills of the ‘Colli Sienesi’
          • Chilling out with a post-ride Chianti or Brunello
          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
          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
          Sri Lanka

          Backroads and Beaches

          Guided Bike Tour

          Duration

          15 days

          Prices from

          $3,850 P.P.
          View Reviews
          17
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Backroads and Beaches

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          08/11/2025
          Fully Booked
          22/11/2025$3,850.00
          10/01/2026
          Guaranteed
          24/01/2026$4,135.00
          14/02/2026
          Fully Booked
          28/02/2026$4,135.00
          07/11/202621/11/2026$4,135.00
          13/02/202727/02/2027$4,135.00
          06/11/202720/11/2027$4,135.00
          • Eyeing up the elephants at Udawalawe
          • Stunning Sigirya and the Lion Rock
          • Colonial cool in Nuwara Eliya
          • Coastal cycling and beautiful beaches
          • Honing in on Horton Plains after a day in the hills
          • The Knuckles and Kandy’s Temple of the Tooth
          Photo Highlights Dates
          Guided
          Guided
          Costa Rica

          Volcanes y Playas

          Guided Bike Tour

          Duration

          12 days

          Prices from

          $4,565 P.P.
          View Reviews
          15
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Volcanes y Playas

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          21/10/2025
          Contact Us
          01/11/2025$4,565.00
          22/12/202502/01/2026$5,135.00
          06/01/202617/01/2026$4,710.00
          20/10/202631/10/2026$4,710.00
          22/12/202602/01/2027$5,135.00
          05/01/202716/01/2027$4,850.00
          19/10/202730/10/2027$4,850.00
          22/12/202702/01/2028$5,280.00
          • Enjoying biking through the very heart of Costa Rica
          • Taking a pre-lunch dip in the Pacific Ocean near Samara
          • Biking the rancher routes of Guanacaste
          • Searching out wildlife as you cycle along
          • Sunset on Coyote Beach with a chilled Imperial
          • Cycling across the Continental Divide
          Photo Highlights Dates
          Guided
          Guided
          France

          Alps - Mont Ventoux to Alpe d'Huez

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $3,745 P.P.
          View Reviews
          8
          1
          2
          3
          4
          5
          Grade 4: Challenging
          More Info BOOK NOW

          Alps - Mont Ventoux to Alpe d'Huez

          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.
          * 14/06/202621/06/2026$3,745.00
          * 16/08/202623/08/2026$3,745.00
          • Legendary Tour de France challenges every day
          • ‘Warming up’ on Mont Ventoux, the ‘Giant of Provence’
          • Blue skies, fresh air and snow-capped peaks
          • ‘Top of the world’ sensations on the summit of the Izoard
          • Ticking off lots of Tour de France classics
          • Riding through Provençal lavender flelds, synonymous with the region
          • The final challenge of the legendary Alpe d‘Huez
          Photo Highlights Dates
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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
          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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          News, Reviews & Stories

          North York Moors - A Cycling Holiday To Remember

          We caught up with Dominic, Cycling Development Manager at North York Moors National Park on what makes this cycling route special.

          Gravel Riding in Scotland

          A quick guide to our two Scotland gravel tours...

          Yorkshire: 5 reasons to explore by bike

          Home to some of the most glorious scenery, outstanding history and cycling extravaganza...

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