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            Adventurous Trails

            Looking for something that you won’t find from a simple Google search? An adventure that not all will know about? Then our cycling holidays that are off the beaten track are the ones for you.

            Our hidden gems can be found all across Europe – only if we tell you where to look! Come and have a look at our cycling adventures today to bring out your hidden explorer.

            • All Cycling Holidays
            • Adventurous Trails

            Page 2 of 2

            Select Order Order By
            Guided
            Guided
            United Kingdom

            Scotland - Hebridean Way

            Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £2,425 P.P.
            View Reviews
            10
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Scotland - Hebridean 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. 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.
            20/07/2025
            Last Spaces
            26/07/2025£2,425.00
            10/08/2025
            Last Spaces
            16/08/2025£2,425.00
            * 31/08/2025
            Fully Booked
            06/09/2025£2,425.00
            03/05/202609/05/2026£2,555.00
            24/05/202630/05/2026£2,555.00
            31/05/202606/06/2026£2,555.00
            21/06/202627/06/2026£2,555.00
            05/07/202611/07/2026£2,555.00
            26/07/202601/08/2026£2,555.00
            16/08/202622/08/2026£2,555.00
            30/08/202605/09/2026£2,555.00
            • Riding along the Golden Road
            • Miles and miles of picture-perfect white sand beaches
            • Enjoying a wee dram at the Distillery at Tarbert
            • Seeing the traditional weaving of Harris Tweed
            • Views of Luskentyre Beach over a delicious picnic lunch
            • Visiting the Blackhouse Village at Gearrannan
            • The awe inspiring Callanish Standing Stones
            Photo Highlights Dates
            Guided
            Guided
            United Kingdom

            Scotland - The Caledonia Way

            Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,925 P.P.
            View Reviews
            11
            1
            2
            3
            4
            5
            Grade 4: Active
            More Info BOOK NOW

            Scotland - The Caledonia 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. 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.
            * 17/08/2025
            Fully Booked
            24/08/2025£1,925.00
            17/05/202624/05/2026£2,025.00
            28/06/202605/07/2026£2,025.00
            26/07/202602/08/2026£2,025.00
            06/09/202613/09/2026£2,025.00
            • Marvelling at the beauty of Kilmartin Glen and its ancient monuments
            • Enjoying traffic-free 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
            Italy

            Tuscany - Strade Bianche Explorer

            Guided Gravel Riding Holiday

            Duration

            8 days

            Prices from

            £2,095 P.P.
            View Reviews
            4
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Challenging
            More Info BOOK NOW

            Tuscany - Strade Bianche Explorer

            Guided Gravel Riding Holiday

            Start DateEnd DatePrice p.p.
            20/09/202527/09/2025£2,095.00
            09/05/202616/05/2026£2,195.00
            20/09/202627/09/2026£2,195.00
            • Riding some of the classic “Strade Bianche” of Tuscany as well as lesser-known gravel routes
            • 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
            Self-Guided
            Self-Guided
            Ireland

            Kerry to Cork

            Self-Guided Leisure Cycling Holiday

            Duration

            9 days

            Prices from

            £1,895 P.P.
            1
            2
            3
            4
            5
            Grade 4: Active
            More Info BOOK NOW

            Kerry to Cork

            Self-Guided Leisure Cycling Holiday

            E-BIKE HIRE AVAILABLE

            This holiday is well-suited to both regular bikes and pedal assist e-bikes, and you can choose to hire either when you book your holiday 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.

            Daily departures available from 01 Apr to 10 Oct.

            2025 – £1895 per person.

            • World famous fish and chips in the beautiful seaside town of Kinsale
            • Captivating scenes of patchwork green fields laid before you in the Glorious Borlin Valley
            • Enjoying rural coastal towns and villages
            • Spectacular views over the Gap of Dunloe and the Black Valley
            • Admiring the stone circles and standing stones that bring Ireland’s long history to life
            • Enjoying the ever-charming city of Cork
            Photo Highlights Dates
            Guided
            Guided
            Italy

            Tuscany to Rome

            Guided Electric Bike Holiday

            Duration

            8 days

            Prices from

            £2,255 P.P.
            View Reviews
            6
            1
            2
            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.
            13/09/2025
            Fully Booked
            20/09/2025£2,255.00
            23/05/202630/05/2026£2,335.00
            12/09/202619/09/2026£2,335.00
            • 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
            Guided
            Guided
            Spain

            Camino de Santiago

            Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £1,895 P.P.
            View Reviews
            8
            1
            2
            3
            4
            5
            Grade 4: Active
            More Info BOOK NOW

            Camino de Santiago

            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. 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.
            24/08/2025
            Contact Us
            30/08/2025£1,895.00
            • 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
            Self-Guided
            Self-Guided
            Spain

            Camino de Santiago

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £1,325 P.P.
            View Reviews
            2
            1
            2
            3
            4
            5
            Grade 4: Active
            More Info BOOK NOW

            Camino de Santiago

            Self-Guided Leisure Cycling Holiday

            E-BIKE HIRE AVAILABLE

            This holiday 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.
            31/08/202506/09/2025£1,325.00

            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 01 Apr – 31 Oct

            Season 1 – £1345 01 – 10 Apr / 05 – 31 May / 01 – 31 Oct

            Season 2 – £1445 20 – 30 Apr and 01 Jun – 30 Sep

            2026 05 Apr – 31 Oct

            Season 1 – £1395 03 – 31 May / 01 – 31 Oct

            Season 2 – £1495 05 – 30 Apr / 01 Jun – 30 Sep

            Alternatively for a great value holiday choose one of our scheduled departures below.

            • Experiencing the camaraderie amongst pilgrims on this historical route
            • Conquering 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 your journey
            • Looking out for yellow Camino arrows as you wind your way through forests
            • Arriving in Santiago to claim your Compostela
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Scotland - Lochs and Glens

            Self-Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

            £675 P.P.
            View Reviews
            4
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Scotland - Lochs and Glens

            Self-Guided Leisure Cycling Holiday

            Daily departures available from April to mid October.

            Choose your own dates from:

            2025 £675 per person

            2026 £715 per person

            You either can make a booking online or over the phone. Once we have your details, we’ll be able to check availability.

            • Watching the sun burn away the mists from Loch Lomond
            • White pudding, Lorne sausage and tattie cakes for breakfast
            • Enjoying a dram at one of Scotland’s whisky distilleries
            • Perth’s Georgian buildings
            • Miles of quiet winding loch-side roads
            • The spectacular mountain backdrop
            Photo Highlights Dates
            Guided
            Guided
            Austria & Italy

            La Via Claudia

            Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £2,385 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. 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.
            19/07/2025
            Fully Booked
            26/07/2025£2,385.00
            * 23/08/2025
            Contact Us
            30/08/2025£2,385.00
            20/06/202627/06/2026£2,495.00
            18/07/202625/07/2026£2,495.00
            • 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
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            • 1
            • 2

            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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