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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
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            Page 1 of 2

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            Guided
            Guided
            United Kingdom

            Scotland - Lochs and Glens

            Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £1,555 P.P.
            View Reviews
            8
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Scotland - Lochs and Glens

            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.
            * 08/06/2025
            Guaranteed
            14/06/2025£1,555.00
            * 03/08/2025
            Guaranteed
            09/08/2025£1,555.00
            14/09/202520/09/2025£1,555.00
            10/05/202616/05/2026£1,635.00
            14/06/202620/06/2026£1,635.00
            19/07/202625/07/2026£1,635.00
            23/08/202629/08/2026£1,635.00
            • 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
            Portugal

            Alentejo and the Algarve

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £2,125 P.P.
            View Reviews
            3
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Alentejo and the Algarve

            Self-Guided Leisure Cycling Holiday

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

            2025 – £2125 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)

            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
            Self-Guided
            Self-Guided
            Ireland

            Highlights of Kerry

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

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

            Highlights of Kerry

            Self-Guided Leisure Cycling Holiday

            E-BIKE HIRE AVAILABLE

            This holiday is well-suited to both normal 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 £1495 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
            Guided
            Guided
            United Kingdom

            Scotland - Hebridean Way

            Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £2,425 P.P.
            View Reviews
            8
            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.
            01/06/2025
            Fully Booked
            07/06/2025£2,425.00
            15/06/2025
            Last Spaces
            21/06/2025£2,425.00
            * 13/07/2025
            Guaranteed
            19/07/2025£2,425.00
            20/07/2025
            Last Spaces
            26/07/2025£2,425.00
            10/08/2025
            Guaranteed
            16/08/2025£2,425.00
            * 31/08/2025
            Last Spaces
            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
            7
            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.
            22/06/2025
            Fully Booked
            29/06/2025£1,925.00
            * 17/08/2025
            Last Spaces
            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
            Self-Guided
            Self-Guided
            Ireland

            Kerry to Cork

            Self-Guided Leisure Cycling Holiday

            Duration

            9 days

            Prices from

            £1,895 P.P.
            1
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            3
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            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.
            * 24/05/2025
            Guaranteed
            31/05/2025£2,255.00
            13/09/2025
            Guaranteed
            20/09/2025£2,255.00
            • 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

            OPTIONAL E-BIKE DEPARTURES

            We offer this holiday with an e-bike only departure as well as regular trips where you can choose a regular bike or a pedal assist e-bike hire. Our e-bike only departures allow 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. You may choose to hire an e-bike on a regular trip but bear in mind that the pace will be set to riders without an e-bike.

            Start DateEnd DatePrice p.p.
            * 22/06/202528/06/2025£1,895.00
            27/07/2025 E-Bike Departure02/08/2025£1,895.00
            24/08/202530/08/2025£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.
            01/06/202507/06/2025£1,325.00
            06/07/202512/07/2025£1,325.00
            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
            18
            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 Scotland’s smallest distillery
            • Perth’s Georgian buildings
            • Miles of quiet winding loch-side roads
            • The spectacular mountain backdrop
            Photo Highlights Dates
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            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
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            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)
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            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
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            Couldn't fault the pre-trip information, the helpful staff on the telephone and the accurate description of what to expect.
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            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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