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          Adventurous Trails

          Kick things up a gear and head off the beaten track on your bike! These adventurous trails give you a chance to explore wild and remote landscapes in beautiful destinations across the UK and Europe. Packed full of fun and achievable challenges, these exciting journeys are specifically aimed at more experienced leisure cyclists who are comfortable tackling a few challenging climbs and riding along bridleways and off-road tracks on some of our tours.

          Join a guided trip with full expert support and a group of like-minded riders, or go self-guided on your very own cycling adventure with friends or family, safe in the knowledge that our Skedaddle team are on hand should you need us.

          • All Cycling Holidays
          • All Leisure Cycling Tours
          • Adventurous Trails

          Page 1 of 2

          Select Order Order By
          Guided
          Guided
          Scotland

          Scotland - Lochs and Glens

          Guided Leisure Bike Tour

          Duration

          7 days

          Prices from

          $2,335 P.P.
          View Reviews
          8
          1
          2
          3
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          5
          Grade 3-4 : Moderate/Active
          More Info BOOK NOW

          Scotland - Lochs and Glens

          Guided Leisure Bike Tour

          SAVE ON 2026 ESCAPES

          Save $85 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.
          * 10/05/202616/05/2026$2,335.00
          * 14/06/202620/06/2026$2,335.00
          * 19/07/202625/07/2026$2,335.00
          * 23/08/202629/08/2026$2,335.00
          • Watching the sun rise over Loch Lomond
          • The beautiful lochs of Venachar, Lubnaig and Tay
          • Cycling through the dramatic Cairngorms National Park
          • Scottish wildlife at its best including deer, red squirrels, eagles and osprey
          • Castles and distilleries galore
          • Rural Scottish cycling at its very best
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Ireland

          Highlights of Kerry

          Self-Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $2,280 P.P.
          View Reviews
          1
          1
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          4
          5
          Grade 3-4 : Moderate/Active
          More Info BOOK NOW

          Highlights of Kerry

          Self-Guided Leisure Bike Tour

          E-BIKE HIRE AVAILABLE

          This tour is well-suited to both normal 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.

          2026 Daily departures available from 01 Apr to 10 Oct.

          $2280 per person.

          • Cycling the foothills of Ireland’s highest Mountain – Carrantuohill
          • Exploring the picturesque shores of Kells Bay
          • Dining in cosy Irish Pubs
          • Enjoying views over the spectacular Three Lakes of Killarney
          • Riding through the renowned Gap of Dunloe
          • Visiting Valentia Island and discovering 360-million-year-old Tetrapod footprints.
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Portugal

          Alentejo and the Algarve

          Self-Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $3,035 P.P.
          View Reviews
          3
          1
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          3
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          5
          Grade 3-4 : Moderate/Active
          More Info BOOK NOW

          Alentejo and the Algarve

          Self-Guided Leisure Bike Tour

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

          2025 – $3035 Sunday departures available

          05 Jan to 29 Jun and 15 Sep – 13 Dec

          (No departures on 13 or 20 Apr or from 30 Jun – 14 Sep)

          2026 – $3110 Sunday departures available

          11 Jan to 21 Jun and 20 Sep – 06 Dec

          (No departures over the Easter week 29 Mar – 05 Apr, St John’s Day 23/24 Jun and over the hotter / busier summer months)

          Please note We are generally not able to confirm any bookings for this tour made within 4 weeks of departure. Please contact our office if you are looking to book and begin your holiday within this period and we will do our best to accommodate your request.

          • Warming up with a loop ride through the Arrábida Natural Park
          • Catching the ferry across to Troia and enjoying the quiet road along the Troia peninsula
          • Enjoying the spectacular road along the coast near Porto Covo
          • Visiting the Cabo Sardão lighthouse and enjoying the shore-line views of the wild cliffs
          • Taking a dip on isolated beaches at the bottom of spectacular cliffs
          • Discovering the city of Lagos in the Algarve, with its amazing mixture of tradition and tourism
          • Visiting Cape St Vincent, Europe’s most southwestern point and its imposing lighthouse
          • Wondering at the splendour of the high cliffs around Sagres
          Photo Highlights Dates
          Guided
          Guided
          Scotland

          Scotland - Hebridean Way

          Guided Leisure Bike Tour

          Duration

          7 days

          Prices from

          $3,650 P.P.
          View Reviews
          8
          1
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          3
          4
          5
          Grade 3-4 : Moderate/Active
          More Info BOOK NOW

          Scotland - Hebridean 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.
          * 03/05/2026
          Last Spaces
          09/05/2026$3,650.00
          * 24/05/2026
          Guaranteed
          30/05/2026$3,650.00
          * 31/05/2026
          Guaranteed
          06/06/2026$3,650.00
          * 21/06/202627/06/2026$3,650.00
          * 05/07/202611/07/2026$3,650.00
          * 26/07/202601/08/2026$3,650.00
          * 16/08/202622/08/2026$3,650.00
          * 30/08/202605/09/2026$3,650.00
          • Riding along the Golden Road
          • Miles and miles of picture-perfect white sand beaches
          • Enjoying a wee dram from 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
          Scotland

          Scotland - The Caledonia Way

          Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $2,895 P.P.
          View Reviews
          6
          1
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          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
          Self-Guided
          Self-Guided
          Ireland

          Kerry to Cork

          Self-Guided Leisure Bike Tour

          Duration

          9 days

          Prices from

          $2,710 P.P.
          1
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          5
          Grade 4 : Active
          More Info BOOK NOW

          Kerry to Cork

          Self-Guided Leisure Bike Tour

          E-BIKE HIRE AVAILABLE

          This holiday is well-suited to both regular bikes and pedal assist e-bikes, and you can choose to rent 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.

          2026 Daily departures available from 01 Apr to 10 Oct.

          $2710 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
          Self-Guided
          Self-Guided
          Scotland

          Scotland - Lochs and Glens

          Self-Guided Leisure Bike Tour

          Duration

          5 days

          Prices from

          $1,025 P.P.
          View Reviews
          8
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Scotland - Lochs and Glens

          Self-Guided Leisure Bike Tour

          SAVE ON 2026 ESCAPES

          Save $60 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 from April to mid October.

          Choose your own dates from:

          2026 $1025 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.

          SAVE ON 2026 ESCAPES

          Save $60 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.

          • 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 and Italy

          La Via Claudia

          Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $3,565 P.P.
          View Reviews
          26
          1
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          3
          4
          5
          Grade 3-4 : Moderate/Active
          More Info BOOK NOW

          La Via Claudia

          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.
          20/06/202627/06/2026$3,565.00
          18/07/2026
          Guaranteed
          25/07/2026$3,565.00
          22/08/202629/08/2026$3,565.00
          • 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
          Guided
          Guided
          Italy

          Tuscany to Rome

          Guided Electric Bike Tour

          Duration

          8 days

          Prices from

          $3,335 P.P.
          View Reviews
          6
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Tuscany to Rome

          Guided Electric 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.
          * 23/05/202630/05/2026$3,335.00
          * 12/09/202619/09/2026$3,335.00
          • 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 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
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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
          The services provided by Saddle Skedaddle were excellent from the initial queries, through to the booking of the holiday, and the holiday itself.
          Bruce, The Azores - Islands and Volcanoes
          Quote
          The guides and other group members really made the holiday enjoyable. Our guide was friendly, professional and knowledgeable.
          Elaine, Italy - Via Francigena (Tuscany to Rome)
          Quote
          We had the most amazing holiday. Slovenia was stunning and we kept stopping to take photos as round every bend was another fabulous view.
          Wendy, Slovenia - Highlights of Lake Bled
          Quote
          Couldn't fault the pre-trip information, the helpful staff on the telephone and the accurate description of what to expect.
          Jean, Holland - The Tulip Tour
          Quote
          Everything about the holiday was superb, from the initial contact with Skedaddle through to the very end of the trip. Excellent personal service.
          Jane, UK - Coast to Coast
          Quote
          It was first class from start to finish. Logistics and support including from our local rep were flawless, and accommodation and dining were truly fantastic.
          Robert, Portugal - Port and Wine
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