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            Self-Guided Leisure Cycling Holidays

            We found 44 Holidays in your search for:

            Destinations (81)
            Types of Cycling / Grades (1)
            Departure Month

            2025

            2026

            2027

            Level of Support

            We found 44 Holidays in your search for:

            Select Order Order By
            Destinations (81)
            Types of Cycling / Grades (1)
            Departure Month

            2025

            2026

            2027

            Level of Support

            Enjoy the independence of a self-guided leisure cycling holiday with Skedaddle! Choose a tour and the dates that work best for you and we’ll sort out all the tricky logistics like luggage transfers, accommodation, navigation information and bike hire, if required. You can hire a regular bike or e-bike for any of our self-guided leisure trips. We’ll also be on hand to provide emergency support should you need it, so you can relax and focus on what matters – the fabulous cycling and creating lasting memories!

            We have a huge selection of self-guided leisure cycling holidays in Europe and the UK, covering popular routes like the C2C and Danube Cycle Path, as well as our own carefully crafted tours through some of our favourite regions.

            • All Cycling Holidays
            • All Leisure Cycling Holidays
            • ALL SELF-GUIDED HOLIDAYS

            Page 4 of 5

            Select Order Order By
            Self-Guided
            Self-Guided
            Portugal

            Azure Ocean Ride

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,725 P.P.
            View Reviews
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            Grade 3 : Moderate
            More Info BOOK NOW

            Azure Ocean Ride

            Self-Guided Leisure Cycling Holiday

            SAVE ON 2026 ESCAPES

            Save £100 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. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

            2025 05 Jan – 13 Dec

            Season 1 – £1795 05 Jan – 29 Jun and 15 Sep – 13 Dec

            Season 2 – £2135 30 Jun – 14 Sep

            2026 05 Jan – 13 Dec (excl. Easter week between 29 Mar and 05 Apr and St John’s Day 23/24 Jun)

            Season 1 – £1825 05 Jan – 30 Jun and 16 Sep – 13 Dec

            Season 2 – £2195 01 Jul – 15 Sep

            Worth noting We run this tour from Jan through to Dec. The summer months however (generally from 01 Jul – 15 Sep) can be really busy. More people, more cyclists, busier restaurants, busier hotels etc, so we’d recommend travelling in the Spring or Autumn if you‘re looking for a quieter getaway with less cyclists to share the route with.

            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.

            SAVE ON 2026 ESCAPES

            Save £100 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.

            • Discovering Portugal’s most beautiful beaches
            • Cycling alongside the Ria de Aviero, a 40km stretch of blue lagoon
            • Helping the fishermen with their catch in Praia da Vieira
            • Enjoying the views of the western shoreline from the Sitio viewpoint
            • Exploring the historical, castle walled village of Óbidos
            • Visiting the lovely Vimeiro
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Hadrian's Cycleway (4 days cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

            £615 P.P.
            View Reviews
            2
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            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Hadrian's Cycleway (4 days cycling)

            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.

            Start DateEnd DatePrice p.p.
            05/06/202609/06/2026£615.00
            24/07/2026
            Guaranteed
            28/07/2026£615.00
            14/08/202618/08/2026£615.00

            Daily departures available from April to mid October.

            Choose your own dates from:

            2026 £725 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.

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

            • The sense of achievement having ridden from coast to coast
            • The well preserved forts of Birdoswald and Vindolanda
            • The rugged beauty of the North Pennines
            • The picturesque market town of Corbridge
            • Following in the footsteps of the Roman Empire
            • Flexibility to choose your own start date or one of our great value scheduled departure dates
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Coast and Castles (4 days cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

            £755 P.P.
            View Reviews
            2
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            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Coast and Castles (4 days cycling)

            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.

            Start DateEnd DatePrice p.p.
            22/05/202626/05/2026£755.00
            12/06/202616/06/2026£755.00
            10/07/202614/07/2026£755.00
            21/08/202625/08/2026£755.00

            Daily departures available from April to end of September, call and chat to us if you‘re interested in doing this holiday in October.

            Choose your own dates from:

            2026 £985 per person

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

            Alternatively for a great value holiday select one of our scheduled weekend departures below:

            • Cycling past the dramatic Tynemouth Priory
            • Miles of pristine dunes and sandy beaches at Druridge Bay
            • Stunning vistas as you approach imposing Bamburgh Castle
            • Your first glimpse of Edinburgh from the Moorfoot hills
            • The rugged beauty of the borders
            • Flexibility to choose your own start date or one of our great value scheduled departure dates
            • A celebratory dram in the shadow of Arthur’s Seat
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Hadrian's Cycleway (3 days cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            4 days

            Prices from

            £525 P.P.
            View Reviews
            5
            1
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            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Hadrian's Cycleway (3 days cycling)

            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.

            Start DateEnd DatePrice p.p.
            05/06/202608/06/2026£525.00
            24/07/202627/07/2026£525.00
            14/08/202617/08/2026£525.00

            Daily departures available from April to mid October.

            Choose your own dates from:

            2026 £615 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.

            • The sense of achievement having ridden from coast to coast
            • The well preserved forts of Birdoswald and Vindolanda
            • The rugged beauty of the North Pennines
            • The picturesque market town of Corbridge
            • Following in the footsteps of the Roman Empire
            • Flexibility to choose your own start date or one of our great value scheduled departure dates
            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
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            Grade 3 : Moderate
            More Info BOOK NOW

            Scotland - Lochs and Glens

            Self-Guided Leisure Cycling Holiday

            SAVE ON 2026 ESCAPES

            Save £50 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 £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.

            SAVE ON 2026 ESCAPES

            Save £50 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
            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
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            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)

            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
            Scotland

            Scotland - The Caledonia Way - Oban to Inverness

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £1,245 P.P.
            View Reviews
            2
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            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Scotland - The Caledonia Way - Oban to Inverness

            Self-Guided Leisure Cycling Holiday

            SAVE ON 2026 ESCAPES

            Save £75 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£1,245.00
            13/06/202620/06/2026£1,245.00
            18/07/202625/07/2026£1,245.00
            15/08/202622/08/2026£1,245.00
            05/09/202612/09/2026£1,245.00

            Daily departures (excluding Thursdays) available from April to mid October.

            Choose your own dates from:

            2025 £1395 per person

            2026 £1495 per person

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

            You can either 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 £75 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.

            • Checking out Ben Nevis and The Grampians from Loch Linhe
            • Taking on the legendary ascent of Glendoe
            • Exploring Loch Ness and some of Scotland’s more remote National Scenic Areas, including the Appin Peninsula
            • Cycling Coast to Coast through Scotland’s best-loved towns including Oban, Fort William and Fort Augustus
            • Scenic ferry rides to the Ardgour peninsula
            • A chance to sample local whiskies at the Oban and Fort William distilleries
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Austria

            The Danube Cyclepath

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,295 P.P.
            View Reviews
            5
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            Grade 2: Gentle
            More Info BOOK NOW

            The Danube Cyclepath

            Self-Guided Leisure Cycling Holiday

            SAVE ON 2026 ESCAPES

            Save £75 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.

            2026 – £1295 Daily departures available from 28 Mar – 11 Oct.

            SAVE ON 2026 ESCAPES

            Save £75 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.

            • Starting your trip in the baroque town of Schärding
            • Cycling through Passau – the city of three rivers
            • Riding the famous Schlogen bend
            • Winding your way to Grein with its imposing castle
            • Enjoying the natural wonders of the Wachau
            • Soaking up the sights in Vienna
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Lake Garda to Venice

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,775 P.P.
            View Reviews
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            Grade 2: Gentle
            More Info BOOK NOW

            Lake Garda to Venice

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

            2025 21 Apr – 29 Oct (excluding dates throughout July and August)

            Season 1 – £1775 21 Apr – 16 Jun and 03 Sep – 29 Oct

            Season 2 – £1995 17 Jun – 30 Jun and 01 – 02 Sep

            2026 18 Apr – 26 Oct (excluding dates throughout July and August)

            Season 1 – £1865 18 Apr – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £2095 15 Jun – 30 Jun and 01 – 08 Sep

            If you‘re looking for a longer holiday, our Via Claudia route links into this tour perfectly; two self-guided tours of a similar grade that you‘re able to do back to back. Contact us if you’d like more info on this!

            To ensure you have the best experience possible, we’d recommend travelling in the Spring or in the Autumn. We don’t as standard offer this tour in the hotter, more humid, busier summer months of July and August. If however your dates are set in July or August, please call us for a chat and we’ll do what we can to accommodate you.

            • Enjoying a swim in Lake Garda
            • Cycling along Pellestrina Island surrounded by Venetian lagoons and fishing boats
            • Absorbing the hidden Rennaisance gems of the ‘belpaese’
            • Exploring Verona – a piece of art in itself
            • Discovering the medieval fortification of Montagnana
            • Taking a gondola ride along the canals of Venice
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            NEW! UK - North York Moors, Coast and Abbeys - 5 Days Cycling

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £1,135 P.P.
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            NEW! UK - North York Moors, Coast and Abbeys - 5 Days Cycling

            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 £1135 per person.

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

            Please note that Scarborough and Whitby can be particularly busy in July and August, and hotels are less likely to have availability, so booking early is advised.

            • Scenic riding along the ‘The Cinder Track’ disused railway, with coastal views of Robin Hood’s Bay, Scarborough and Whitby
            • Riding up steep climbs and down exhilarating descents through beautiful heather moorlands on quiet roads in the North York Moors National Park
            • Tucking in to award-winning local fish & chips in Whitby harbour at the end of a long day in the saddle
            • Staying in the quaint historical Yorkshire towns and villages of Helmsley, Pickering and Great Ayton
            • The chance to visit an abundance of historic attractions including Whitby Abbey, Scarborough Castle and Rievaulx Abbey
            • Riding the serene forest tracks in Dalby Forest
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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.

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            News, Reviews & Stories

            North York Moors - A Cycling Holiday To Remember

            We caught up with Dominic, Cycling Development Manager at North York Moors National Park on what makes this cycling route special.

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            Yorkshire: 5 reasons to explore by bike

            Home to some of the most glorious scenery, outstanding history and cycling extravaganza...

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