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            Pilgrimages And Ancient Trails

            We found 18 Holidays in your search for:

            Destinations (82)
            Types of Cycling / Grades (7)
            Departure Month

            2026

            2027

            2028

            Level of Support

            We found 18 Holidays in your search for:

            Select Order Order By
            Destinations (82)
            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
            Guided
            Italy

            Tuscany to Rome

            Guided Electric Bike Holiday

            Duration

            8 days

            Prices from

            £2,395 P.P.
            View Reviews
            7
            1
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            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Tuscany to Rome

            Guided Electric Bike Holiday

            E-BIKE HOLIDAY

            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.
            12/09/2026
            Last Spaces
            19/09/2026£2,395.00
            08/05/202715/05/2027£2,495.00
            04/09/202711/09/2027£2,495.00
            • 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
            Self-Guided
            Self-Guided
            Italy

            Tuscany - Sacred Routes

            Self-Guided Mountain Bike Holiday

            Duration

            8 days

            Prices from

            £1,795 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 Holiday

            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.

            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 – £1795 29 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £1995 15 – 30 Jun and 01 – 08 Sep

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

            Season 1 – £1885 30 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £2095 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
            Italy

            Tuscany - Sacred Routes

            Guided Mountain Bike Holiday

            Duration

            7 days

            Prices from

            £2,195 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 Holiday

            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.
            05/09/2026
            Contact Us
            11/09/2026£2,195.00
            15/05/202721/05/2027£2,295.00
            12/09/202718/09/2027£2,295.00
            • 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
            Guided
            Guided
            Mongolia

            Route of the Nomads

            Guided Cycling Holiday

            Duration

            16 days

            Prices from

            £3,355 P.P.
            View Reviews
            9
            1
            2
            3
            4
            5
            Grades 3 - 4: Moderate/ Active
            More Info BOOK NOW

            Route of the Nomads

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            05/06/202720/06/2027£3,355.00
            12/07/202727/07/2027£3,355.00
            03/06/202818/06/2028£3,455.00
            12/07/202827/07/2028£3,455.00
            • 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
            Peru

            Sacred Valley of the Incas

            Guided Cycling Holiday

            Duration

            12 days

            Prices from

            £2,895 P.P.
            View Reviews
            2
            1
            2
            3
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            5
            Grade 2 - 3: Gentle/ Moderate
            More Info BOOK NOW

            Sacred Valley of the Incas

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            15/08/2026
            Contact Us
            26/08/2026£2,895.00
            19/09/2026
            Guaranteed
            30/09/2026£2,895.00
            05/06/202716/06/2027£3,035.00
            14/08/202725/08/2027£3,035.00
            18/09/202729/09/2027£3,035.00
            • 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
            Spain

            Ruta de la Plata - Seville to Santiago

            Guided Gravel Riding Holiday

            Duration

            16 days

            Prices from

            £4,595 P.P.
            View Reviews
            2
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Challenging
            More Info BOOK NOW

            Ruta de la Plata - Seville to Santiago

            Guided Gravel Riding Holiday

            Start DateEnd DatePrice p.p.
            04/10/202619/10/2026£4,595.00
            24/04/202709/05/2027£4,695.00
            03/10/202718/10/2027£4,695.00
            • 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 Holiday

            Duration

            8 days

            Prices from

            £1,995 P.P.
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Wessex - King Alfred's Way

            Guided Mountain Bike Holiday

            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.
            13/09/2026
            Contact Us
            20/09/2026£1,995.00
            • 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
            United Kingdom

            Suffolk - Wolf Way

            Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,795 P.P.
            View Reviews
            4
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Suffolk - Wolf Way

            Guided Leisure Cycling Holiday

            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.

            Start DateEnd DatePrice p.p.
            13/09/2026
            Guaranteed
            20/09/2026£1,795.00
            • 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 Cycling Holiday

            Duration

            14 days

            Prices from

            £4,395 P.P.
            View Reviews
            6
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Beyond The Silk Road

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            02/10/2026
            Fully Booked
            15/10/2026£4,395.00
            21/05/202703/06/2027£4,495.00
            01/10/202714/10/2027£4,495.00
            • 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
            Austria & Italy

            La Via Claudia

            Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £2,495 P.P.
            View Reviews
            26
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            La Via Claudia

            Guided Leisure Cycling Holiday

            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.
            22/08/2026
            Guaranteed
            29/08/2026£2,495.00
            19/06/2027
            Guaranteed
            26/06/2027£2,595.00
            03/07/202710/07/2027£2,595.00
            21/08/202728/08/2027£2,595.00
            • Waking up to beautiful views of the Zugspitze, Germany’s highest peak
            • Cycling beside the vivid blue waters of the River Inn
            • Absorbing the history of an ancient trade route by bike
            • Exploring Merano – The Jewel of South Tyrol
            • Winding your way through the lovely Vinschgau Valley
            • A post-ride, tasty gelato on the shores of Lake Garda
            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

            View of the Col d'Allos mountain pass in the French Alps

            Customer Story: Cycling Mont Ventoux and Alpe d’Huez

            After a long hiatus, Paul rejoined us on a Skedaddle tour in the French Alps to conquer classic climbs, including cycling Mont Ventoux. Discover his highlights of this epic road cycling trip below. If there was a prize for the longest gap between Saddle Skedaddle holidays, I might just walk away with it. In the ...

            paul streets
            Paul Streets
            August 3, 2026

            Gallovidian Gravel – a New Gravel Scotland Adventure

            Gravel riding in Scotland just got better! Gallovidian Gravel joins Cycling UK’s growing collection of long-distance must-ride routes.   Since launching our gravel holiday range in 2023, we’ve sampled some of the best gravel riding in Scotland, so we were delighted to be involved in helping Cycling UK create a new off-road route in Dumfries and Galloway - 'Galloway Gravel Escape'. Working ...

            Dave Shuttle - UK Product Lead at Saddle Skedaddle
            Dave Shuttle
            July 25, 2026
            Cyclists riding Hartside Pass on the coast to coast cycle route

            Our official guide to the UK C2C – Coast to Coast ride

              The C2C, also known as the Sea to Sea or Coast to Coast, is undoubtedly the UK’s best-loved challenge ride and attracts a vast array of enthusiastic cyclists each year to take on its legendary ups and downs. This rewarding multi-day coast to coast adventure has become somewhat of a rite of passage for us here in the ...

            Amy McKie
            Amy McKie
            July 22, 2026

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