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          Pilgrimages And Ancient Trails

          We found 16 Holidays in your search for:

          Destinations (75)
          Types of Cycling / Grades (7)
          Departure Month

          2026

          2027

          2028

          Level of Support

          We found 16 Holidays in your search for:

          Select Order Order By
          Destinations (75)
          Types of Cycling / Grades (7)
          Departure Month

          2026

          2027

          2028

          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
          $200 OFF
          Guided
          Peru

          Sacred Valley of the Incas

          Guided Bike Tour

          Duration

          12 days

          Prices from

          $4,210 P.P.
          View Reviews
          2
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          3
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          5
          Grade 2 - 3: Moderate/ Active
          More Info BOOK NOW

          Sacred Valley of the Incas

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          05/06/2027
          $200 OFF
          16/06/2027$4,210.00
          14/08/2027
          $200 OFF
          25/08/2027$4,210.00
          18/09/2027
          $200 OFF
          29/09/2027$4,210.00
          03/06/202814/06/2028$4,610.00
          12/08/202823/08/2028$4,610.00
          16/09/202827/09/2028$4,610.00
          • 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
          $200 OFF
          Guided
          Mongolia

          Route of the Nomads

          Guided Bike Tour

          Duration

          16 days

          Prices from

          $4,795 P.P.
          View Reviews
          9
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          3
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          5
          Grades 3 - 4
          More Info BOOK NOW

          Route of the Nomads

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          05/06/2027
          $200 OFF
          20/06/2027$4,795.00
          12/07/2027
          $200 OFF
          27/07/2027$4,795.00
          03/06/202818/06/2028$4,935.00
          12/07/202827/07/2028$4,935.00
          • 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
          $125 OFF
          Guided
          Italy

          Tuscany - Sacred Routes

          Guided Mountain Bike Tour

          Duration

          7 days

          Prices from

          $3,280 P.P.
          View Reviews
          8
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          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Tuscany - Sacred Routes

          Guided Mountain Bike Tour

          E-MTB HIRE AVAILABLE

          This holiday is great fun on a regular mountain bike or an e-mountain bike and you can choose to hire either when you book your holiday with us! If you’re an experienced rider, you can choose one of our quality e-mountain hire bikes and experience the buzz of a pedal-assisted ride. Select your e-MTB hire when you book a holiday with us. Bear in mind that the pace will be set to riders with a regular mountain bike.

          Start DateEnd DatePrice p.p.
          15/05/2027
          $125 OFF
          21/05/2027$3,280.00
          12/09/2027
          $125 OFF
          18/09/2027$3,280.00
          • 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
          $125 OFF
          Self-Guided
          Italy

          Tuscany - Sacred Routes

          Self-Guided Mountain Bike Tour

          Duration

          8 days

          Prices from

          $2,565 P.P.
          View Reviews
          4
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          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Tuscany - Sacred Routes

          Self-Guided Mountain Bike Tour

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

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

          Season 1 – $2565 29 Mar – 14 Jun and 09 Sep – 26 Oct

          Season 2 – $2850 15 Jun – 30 Jun and 01 – 08 Sep

          2027 30 Mar – 26 Oct (excluding dates throughout July and August)

          Season 1 – *$2695 30 Mar – 14 Jun and 09 Sep – 26 Oct

          Season 2 – *£2995 15 – 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.

          • 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
          9
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          Grade 3 : Moderate
          More Info BOOK NOW

          Petra, Wadi Rum & The Dead Sea

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          28/11/202605/12/2026$2,995.00
          13/03/202720/03/2027$2,995.00
          27/11/202704/12/2027$2,995.00
          18/03/202825/03/2028$3,135.00
          25/11/202802/12/2028$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
          Guided
          $300 OFF
          Guided
          Spain

          Ruta de la Plata - Seville to Santiago

          Guided Gravel Riding Tour

          Duration

          16 days

          Prices from

          $7,050 P.P.
          View Reviews
          2
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          Grade 3-4 : Moderate/Chellenging
          More Info BOOK NOW

          Ruta de la Plata - Seville to Santiago

          Guided Gravel Riding Tour

          Start DateEnd DatePrice p.p.
          24/04/2027
          $300 OFF
          09/05/2027$7,050.00
          03/10/2027
          $300 OFF
          18/10/2027$7,050.00
          • 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
          $125 OFF
          Guided
          United Kingdom

          Wessex - King Alfred's Way

          Guided Mountain Bike Tour

          Duration

          8 days

          Prices from

          $2,935 P.P.
          View Reviews
          1
          1
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          Grade 3 : Moderate
          More Info BOOK NOW

          Wessex - King Alfred's Way

          Guided Mountain Bike Tour

          E-MTB HIRE AVAILABLE

          This holiday is great fun on a regular mountain bike or an e-mountain bike and you can choose to hire either when you book your holiday with us! If you’re an experienced rider, you can choose one of our quality e-mountain hire bikes and experience the buzz of a pedal-assisted ride. Select your e-MTB hire when you book a holiday with us. Bear in mind that the pace will be set to riders with a regular mountain bike.

          Start DateEnd DatePrice p.p.
          06/06/2027
          $125 OFF
          13/06/2027$2,935.00
          19/09/2027
          $125 OFF
          26/09/2027$2,935.00
          • 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
          $250 OFF
          Guided
          Uzbekistan

          Beyond The Silk Road

          Guided Bike Tour

          Duration

          14 days

          Prices from

          $6,420 P.P.
          View Reviews
          6
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          Grade 3 : Moderate
          More Info BOOK NOW

          Beyond The Silk Road

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          21/05/2027
          $250 OFF
          03/06/2027$6,420.00
          01/10/2027
          $250 OFF
          14/10/2027$6,420.00
          29/09/202812/10/2028$6,750.00
          • 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
          Guided
          Guided
          Spain

          Bilbao to Santiago

          Guided Road Bike Tour

          Duration

          11 days

          Prices from

          $4,850 P.P.
          View Reviews
          6
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          3
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          Grade 3: Moderate
          More Info BOOK NOW

          Bilbao to Santiago

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          26/06/202706/07/2027$4,850.00
          05/09/202715/09/2027$4,850.00
          • Riding along the stunning and dramatic Cantabrian coastline
          • Enjoying a fabulous seafood platter in San Vicente de Barquera
          • Pouring cider in the old town of Oviedo
          • Arriving at the roof of the ‘Camino Primitivo‘, Puerto Palo
          • Cycling through beautiful, rural, enchanting Galicia to arrive in historical Santiago to collect a pilgrims’ certificate
          • The arrival at ‘the end of the world’ and awesome Cape Finisterre
          Photo Highlights Dates
          Guided
          $150 OFF
          Guided
          Italy

          Tuscany to Rome

          Guided Electric Bike Tour

          Duration

          8 days

          Prices from

          $3,565 P.P.
          View Reviews
          7
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          3
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          Grade 3 : Moderate
          More Info BOOK NOW

          Tuscany to Rome

          Guided Electric Bike Tour

          E-BIKE TOUR

          This holiday 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.
          08/05/2027
          $150 OFF
          15/05/2027$3,565.00
          04/09/2027
          $150 OFF
          11/09/2027$3,565.00
          • Staying in Tuscan accommodation overlooking stunning landscapes
          • Discovering the amazing towns of Siena, San Quirico and Pienza
          • Sampling the best wines of Chianti, Montepulciano and Montalcino
          • Enjoying the journey from Tuscany to Rome on a variety of terrain, including ancient Roman roads
          • Exploring the lesser-known historical towns of Lazio, such as Sutri with it’s Roman amphitheatre
          • The sense of achievement riding into St Peter’s Square in Rome
          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
          Everything about the Skedaddle operation was spot-on, great attention to detail both before and during the trip. I was impressed by all things on the trip, quality of food, route briefings, accommodation, maps. I could go on!
          Paul, Land's End to John O'Groats Classic - 16 Days
          Quote
          What one pays for is not having to worry about anything – and Skedaddle does an excellent job taking care of us. We haven’t tried the other tour companies but why bother when Skedaddle is top notch.
          Roger, France - Chateaux of the Loire
          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
          Quote
          On 10+ trips with Skedaddle they have always delivered great trips and service. You get what you pay for and Skedaddle are very good at providing well run cycling holidays.
          Rob, Italy - Sardinia Island Flavours
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          News, Reviews & Stories

          Cyclist overlooking Lake Jasna in Slovenia

          Why cycling in Slovenia deserves a spot on your wishlist 

          Slovenia features as a highlight on our popular Prague to Venice iconic journey, where riders spend several days cycling through this beautiful corner of Europe. For 2027, we're excited to introduce two brand-new Slovenia cycling tours that explore even more of this remarkable European destination. As a keen cyclist and self-confessed Balkan enthusiast, cycling in Slovenia ...

          Fran on the C2C
          Fran Wilson
          October 29, 2026
          Cyclists riding in Sweden on the Coastal Kattegattleden cycle route

          6 Reasons To Cycle In Sweden

          Our holidays in Sweden are some of the most popular in our leisure cycling range. We're excited to introduce a brand new guided group holiday for 2027 cycling the Kattegattleden, Sweden's first national cycle path. Read on to learn more about our tours and six reasons why you'll love cycling in Sweden. Coastal Kattegattleden The 8-day ...

          Paul Snedker
          Paul Snedker
          October 15, 2026
          winter cycling in costa rica - two cyclists admiring the tropical view

          7 winter cycling destinations for sun-seekers

          The best winter cycling destinations provide a wonderful way to leave winter behind and discover new roads, cultures and landscapes on two wheels. Whether you're seeking winter sunshine, aiming to build fitness with some early-season training miles, or looking for an adventure to kick-start the year, there's plenty of winter cycling destinations offering warmer, sunnier ...

          David Hall - Road Cycling Product Specialist at Saddle Skedaddle
          David Hall
          October 2, 2026

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