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          Pilgrimages And Ancient Trails

          We found 19 Holidays in your search for:

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

          2025

          2026

          2027

          Level of Support

          We found 19 Holidays in your search for:

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

          2025

          2026

          2027

          Level of Support

          Retrace the steps of ancient travellers on these amazing cycling pilgrimages. From the famous Camino de Santiago and Inca Trail, to the lesser-known Ruta de la Plata or Via Claudia Augusta, these ancient trails and pilgrim routes are brimming with history, culture, fun and adventure. The best part is we’ll take care of booking your accommodation, arranging luggage transfers and organising your bike hire, if required. Plus with expert guidance, navigation information and emergency support 24/7 for the duration of your trip, all you need to do is turn up and enjoy the ride.

          • All Cycling Holidays
          • Pilgrimages And Ancient Trails

          Page 1 of 2

          Select Order Order By
          Guided
          Guided
          Spain

          Camino de Santiago

          Guided Leisure Bike Tour

          Duration

          7 days

          Prices from

          $2,850 P.P.
          View Reviews
          8
          1
          2
          3
          4
          5
          Grade 4 : Active
          More Info BOOK NOW

          Camino de Santiago

          Guided 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. 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.
          21/06/202627/06/2026$2,850.00
          19/07/202625/07/2026$2,850.00
          • Experiencing the fun and camaraderie amongst pilgrims on this historical route
          • Relishing the challenge of the climb to the mountain-top village of O’Cebriero
          • Tasting fantastic, Galician seafood washed down with a crisp Albarino
          • Noticing the geography, culture and traditions change during our journey
          • Looking for yellow Camino arrows as we wind our way through forests
          • Arriving triumphantly in Santiago to claim our Compostela
          Photo Highlights Dates
          Guided
          Guided
          Peru

          Sacred Valley of the Incas

          Guided Bike Tour

          Duration

          12 days

          Prices from

          $4,020 P.P.
          View Reviews
          2
          1
          2
          3
          4
          5
          Grade 2 - 3: Moderate/ Active
          More Info BOOK NOW

          Sacred Valley of the Incas

          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.
          * 06/06/2026
          Guaranteed
          17/06/2026$4,020.00
          * 15/08/202626/08/2026$4,020.00
          * 19/09/202630/09/2026$4,020.00
          05/06/202716/06/2027$4,220.00
          14/08/202725/08/2027$4,220.00
          18/09/202729/09/2027$4,220.00
          • Amazing biking and a day of hiking the Inca Trail
          • The imposing Inca ruins of the Sacred Valley
          • Shopping for bargains at Pisac’s artisan market
          • Machu Picchu – One of the Wonders of the World
          • The world’s best Pisco sours and ceviche!
          • Colourful Cusco and the unspoiled Lares Valley
          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
          Italy

          Tuscany - Sacred Routes

          Guided Mountain Bike Tour

          Duration

          7 days

          Prices from

          $3,110 P.P.
          View Reviews
          8
          1
          2
          3
          4
          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Tuscany - Sacred Routes

          Guided Mountain 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.
          * 16/05/202622/05/2026$3,110.00
          * 05/09/202611/09/2026$3,110.00
          • Staying in lovely Tuscan accommodation overlooking stunning landscapes
          • Riding the Montagnola trails, the location of a well-known Sienese MTB race
          • Sampling the best wines of Chianti, Montepulciano and Montalcino
          • Riding down the Crete Senesi on a roller-coaster ridge ride
          • Enjoying the journey across Tuscany on a variety of terrain
          • Visiting the famous hilltop towns of San Gimignano, Monteriggioni, San Quirico d‘Orcia and Pienza
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Italy

          Tuscany - Sacred Routes

          Self-Guided Mountain Bike Tour

          Duration

          8 days

          Prices from

          $2,425 P.P.
          View Reviews
          4
          1
          2
          3
          4
          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Tuscany - Sacred Routes

          Self-Guided Mountain 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.

          Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

          2025 24 Mar – 29 Oct (excluding dates throughout July and August)

          Season 1 – $2425 24 Mar – 16 Jun and 03 Sep – 29 Oct

          Season 2 – $2665 17 Jun – 30 Jun and 01 – 02 Sept

          2026 29 Mar – 26 Oct (excluding dates throughout July and August)

          Season 1 – $2550 29 Mar – 14 Jun and 09 Sep – 26 Oct

          Season 2 – $2810 15 Jun – 30 Jun and 01 – 08 Sep

          To ensure you have the best experience possible, we’d recommend travelling in the Spring or in the Autumn. We don’t as standard offer this tour in the hotter, more humid, busier summer months of July and August. If however your dates are set in July or August, please call us for a chat and we’ll do what we can to accommodate you.

          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.

          • Staying in lovely Tuscan accommodation overlooking stunning landscapes
          • Riding the Montagnola trails, the location of a well-known Sienese MTB race
          • Sampling the best wines of Chianti, Montepulciano and Montalcino
          • Riding down the “Crete Senesi” on a roller coaster ridge ride
          • Enjoying the journey across Tuscany on a variety of terrain
          • Visiting the famous hilltop towns of San Gimignano, Monteriggioni, San Quirico d‘Orcia and Pienza
          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
          2
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Petra, Wadi Rum & The Dead Sea

          Guided Bike Tour

          SAVE $125

          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.
          * 14/03/202621/03/2026$2,995.00
          25/04/202602/05/2026$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
          • Exploring Petra – The Red Rose City
          • Cycling Jordan’s forests, 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 cities of Amman & Jerash
          Photo Highlights Dates
          Guided
          Guided
          Spain

          Ruta de la Plata - Seville to Santiago

          Guided Gravel Riding Tour

          Duration

          16 days

          Prices from

          $6,565 P.P.
          1
          2
          3
          4
          5
          Grade 3-4 : Moderate/Chellenging
          More Info BOOK NOW

          Ruta de la Plata - Seville to Santiago

          Guided Gravel Riding 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.
          * 26/04/2026
          Guaranteed
          11/05/2026$6,565.00
          * 04/10/202619/10/2026$6,565.00
          • Biking through 4 diverse regions and 7 provinces of Spain
          • Delicious, regional cuisine
          • Sampling a diverse range of trails and paths
          • Exploring historic Roman roads and viaducts
          • 1,000km of challenging linear riding through ever changing landscapes
          • Crossing high passes and endless thrilling descents
          • Arriving in the beautiful Santiago de Compostela at the end of our journey
          Photo Highlights Dates
          Guided
          Guided
          United Kingdom

          Wessex - King Alfred's Way

          Guided Mountain Bike Tour

          Duration

          8 days

          Prices from

          $2,965 P.P.
          View Reviews
          1
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Wessex - King Alfred's Way

          Guided Mountain 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.
          07/06/2026
          Contact Us
          14/06/2026$2,965.00
          * 26/07/202602/08/2026$2,965.00
          * 13/09/202620/09/2026$2,965.00
          • Visiting historic Winchester and its Cathedral (and the King Alfred the Great Statue)
          • Enjoying chalky hillsides and rolling countryside
          • Riding short, technical ascents and soaring downhill on the South Downs and The Ridgeway
          • Escaping from busy southern urban cities on ancient paths and rough tracks
          • Biking a mix of undulating terrain on Salisbury Plain and South Downs Way
          • Experiencing 10,000 years of history
          • Marvelling at Stonehenge
          Photo Highlights Dates
          Guided
          Guided

          Suffolk - Wolf Way

          Guided Leisure Cycling Tour

          Duration

          8 days

          Prices from

          $2,550 P.P.
          1
          2
          3
          4
          5
          Grade 3-4 : Moderate/Active
          More Info BOOK NOW

          Suffolk - Wolf Way

          Guided Leisure Cycling 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. 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.
          19/04/202626/04/2026$2,550.00
          31/05/202607/06/2026$2,550.00
          12/07/202619/07/2026$2,550.00
          13/09/202620/09/2026$2,550.00
          • Enjoying a variety of trails, from bridleways to quiet roads
          • Exploring some of the earliest Neolithic settlements in Europe
          • Discovering the Roman cities of Ipswich and Dunwich
          • Discovering Bury St Edmunds Abbey, the burial place of King Edmund
          • Reaching the most easterly location in the British Isles: Ness Point in Lowestoft
          • Visiting Sutton Hoo, the Anglo-Saxon burial ground and ship
          • Pedalling along the breathtaking Suffolk coastline
          Photo Highlights Dates
          Guided
          Guided
          Uzbekistan

          Beyond The Silk Road

          Guided Bike Tour

          Duration

          14 days

          Prices from

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

          Beyond The Silk Road

          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.
          * 22/05/202604/06/2026$6,280.00
          * 02/10/202615/10/2026$6,280.00
          • Wandering around beautiful Bukhara and its bazaars
          • Exploring Zaamin National Park’s soaring peaks and lush pastures
          • Marvelling at Samarkand’s Mosques and Minarets
          • Riding the legendary Lake Chavac Loop
          • Spending the night in a traditional yurt, enjoying campfires and unforgettable sunsets
          • Pedalling through Sarmysh and its ancient petroglyphs
          Photo Highlights Dates
          • 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
          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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          A quick guide to our two Scotland gravel tours...

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

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