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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
            Scotland

            Scotland - Hebridean Way

            Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £2,555 P.P.
            View Reviews
            4
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            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.

            Start DateEnd DatePrice p.p.
            30/08/2026
            Fully Booked
            05/09/2026£2,555.00
            02/05/202708/05/2027£2,635.00
            23/05/202729/05/2027£2,635.00
            06/06/2027
            Guaranteed
            12/06/2027£2,635.00
            27/06/202703/07/2027£2,635.00
            08/08/202714/08/2027£2,635.00
            29/08/202704/09/2027£2,635.00
            12/09/202718/09/2027£2,635.00
            • 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
            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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            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.

            2026 Daily departures available from 01 Apr to 10 Oct.

            £1895 per person.

            Please note we are generally not able to confirm any bookings for this tour made within 2 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.

            • 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
            Ireland

            Highlights of Kerry

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,595 P.P.
            View Reviews
            1
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            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.

            2026 Daily departures available from 01 Apr to 10 Oct.

            £1595 per person.

            Please note we are generally not able to confirm any bookings for this tour made within 2 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.

            • 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 Cycling Holiday

            Duration

            8 days

            Prices from

            £2,175 P.P.
            View Reviews
            3
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            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Alentejo and the Algarve

            Self-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.

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

            2026 – £2175 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)

            2027 – £2175 Sunday departures available

            10 Jan to 20 Jun and 19 Sep – 05 Dec

            (No departures over the Easter week 21-28 Mar)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
            Italy

            Tuscany to Rome

            Guided Electric Bike Holiday

            Duration

            8 days

            Prices from

            £2,395 P.P.
            View Reviews
            7
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            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
            Spain

            Camino de Santiago

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £1,165 P.P.
            View Reviews
            2
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            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.

            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 05 Apr – 31 Oct

            Season 1 – £1165 29 – 31 May / 01 – 31 Oct

            Season 2 – £1275 05 – 12 Apr / 01 Jun – 30 Sep

            • 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
            Scotland

            Scotland - Lochs and Glens

            Self-Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

            £715 P.P.
            View Reviews
            4
            1
            2
            3
            4
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            Grade 3 : Moderate
            More Info BOOK NOW

            Scotland - Lochs and Glens

            Self-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.

            Daily departures available from April to mid October.

            Choose your own dates from:

            2026 £715 per person

            2027 £730 per person

            Please note, due to some events happening in Killin in early-June, availability is very limited. Please chat to us if you’re looking to travel around this time and we’ll do our best to accommodate you.

            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
            • The beautiful lochs of Venachar, Lubnaig and Tay.
            • 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

            £2,495 P.P.
            View Reviews
            26
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            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
            Fully Booked
            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
            • Previous page
            • 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
            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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