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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 Holidays
            • Adventurous Trails

            Page 1 of 2

            Select Order Order By
            Guided
            Guided
            Scotland

            Scotland - Lochs and Glens

            Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £1,595 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

            LAST CHANCE OFFERS!

            Choose half-price bike hire or get 5% off tour departing 23 Aug 2026. Book before 15 June 2026 and enter promo code LETSGO26. Your discount will be applied once your booking is confirmed. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            14/06/2026
            Contact Us
            20/06/2026£1,595.00
            19/07/2026
            Fully Booked
            25/07/2026£1,595.00
            * 23/08/2026
            Guaranteed
            29/08/2026£1,595.00
            09/05/202715/05/2027£1,655.00
            13/06/202719/06/2027£1,655.00
            15/08/202721/08/2027£1,655.00
            • 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

            £2,175 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

            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)

            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

            £1,595 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.

            2026 Daily departures available from 01 Apr to 10 Oct.

            £1595 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
            Scotland

            Scotland - Hebridean Way

            Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £2,555 P.P.
            View Reviews
            12
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Scotland - Hebridean Way

            Guided Leisure Cycling Holiday

            LAST CHANCE OFFERS!

            Choose half-price bike hire or get 5% off tour departing 16 Aug 2026. Book before 15 June 2026 and enter promo code LETSGO26. Your discount will be applied once your booking is confirmed. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            21/06/2026
            Fully Booked
            27/06/2026£2,555.00
            05/07/2026
            Fully Booked
            11/07/2026£2,555.00
            26/07/2026
            Fully Booked
            01/08/2026£2,555.00
            * 16/08/2026
            Guaranteed
            22/08/2026£2,555.00
            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
            06/06/202712/06/2027£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
            Guided
            Guided
            Scotland

            Scotland - The Caledonia Way

            Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £2,095 P.P.
            View Reviews
            6
            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.

            Start DateEnd DatePrice p.p.
            28/06/2026
            Last Spaces
            05/07/2026£2,095.00
            26/07/2026
            Contact Us
            02/08/2026£2,095.00
            06/09/2026
            Last Spaces
            13/09/2026£2,095.00
            02/05/202709/05/2027£2,185.00
            23/05/202730/05/2027£2,185.00
            11/07/202718/07/2027£2,185.00
            05/09/202712/09/2027£2,185.00
            • 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 Cycling Holiday

            Duration

            9 days

            Prices from

            £1,895 P.P.
            1
            2
            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.

            2026 Daily departures available from 01 Apr to 10 Oct.

            £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

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

            Tuscany to Rome

            Guided Electric Bike Holiday

            LAST CHANCE OFFERS!

            Choose half-price bike hire or get 5% off tour departing 12 Sep 2026. Book before 15 June 2026 and enter promo code LETSGO26. Your discount will be applied once your booking is confirmed. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 12/09/2026
            Guaranteed
            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
            Guided
            Guided
            Spain

            Camino de Santiago

            Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £1,995 P.P.
            View Reviews
            8
            1
            2
            3
            4
            5
            Grade 4: Active
            More Info BOOK NOW

            Camino de Santiago

            Guided Leisure Cycling Holiday

            LAST CHANCE OFFERS!

            Choose half-price bike hire or get 5% off tour departing 21 Jun 2026. Book before 15 June 2026 and enter promo code LETSGO26. Your discount will be applied once your booking is confirmed. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 21/06/2026
            Guaranteed
            27/06/2026£1,995.00
            19/07/2026
            Contact Us
            25/07/2026£1,995.00
            • 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

            £1,165 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.

            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 – Santiago Transfers

            Season 1 – £1495 03 – 28 May – La Coruna Transfers

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

            Season 2 – £1595 23 – 30 Apr – La Coruna Transfers

            NB: Santiago de Compostela Airport will be closed for runway renovations from 23 Apr ’26 to 27 May ’26. If you’re flying during these dates, your airport transfers will be from / back to La Coruña airport.

            • 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
            6
            1
            2
            3
            4
            5
            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
            • 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
            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
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            The guides and other group members really made the holiday enjoyable. Our guide was friendly, professional and knowledgeable.
            Elaine, Italy - Tuscany to Rome
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            All the services we received were first class. This was a real holiday and going with Skedaddle took all the stress of booking accommodation from home, route planning and so on, so all we had to do was enjoy the cycling. This has been one of the best holidays in my life.
            Alison, Italy - Sardinia Island Flavours
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            What do you like most about Skedaddle? Where do I start? The booking process, the hotels, the guides, the lunches, the places they go, the people I meet, the pit stops, the Skedaddle community, reliability, I can put my trust in them to provide a great and memorable experience.
            David, Austria & Italy - La Via Claudia
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            Skedaddle holidays are always great; you can ride your bike and they pretty much do the rest! Being able to use two wheels as a mode of transport to travel across the country, supported by Skedaddle, just shows the beauty, and power, of bikes. Thank you for making it possible!
            Kate, UK - C2C
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            We just LOVED the whole thing – route, weather, food, scenery, being outside – it was probably one of the best holidays we have had.
            Inese, Austria - The Danube Cyclepath
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