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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 2 of 5

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            Self-Guided
            Self-Guided
            United Kingdom

            Lake District Discoverer

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £945 P.P.
            View Reviews
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            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Lake District Discoverer

            Self-Guided Leisure Cycling Holiday

            Daily departures available from April to mid October.

            Choose your own dates from:

            2026 £945 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.

            • Taking in a lake view over a traditional pub lunch
            • Admiring scenic villages spread across the hillsides
            • Cycling up to Castlerigg Stone Circle
            • Visiting the famous Beatrix Potter Museum
            • Sampling Grasmere’s famous Gingerbread
            • Glimpses of Ospreys over Dodd Wood
            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
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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.

            • 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
            United Kingdom

            Cotswolds to Windsor

            Self-Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

            £1,145 P.P.
            View Reviews
            1
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            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Cotswolds to Windsor

            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 April to mid October.

            Choose your own dates from:

            2026 £1145 per person

            For a group of 4 or more we can offer the reduced rate of £995 (2026)

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

            • Tracing the River Thames from near its source all the way to Windsor
            • Didcot and its impressive railway heritage
            • The impressive Uffington White Horse & Dragon Hill
            • Beautiful wooded hills and green landscapes of the Chilterns
            • World famous Windsor Castle
            • Traditional pubs and award-winning English wines at the home of the Royal Regatta
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Spain

            Granada to Seville

            Self-Guided Leisure Cycling Holiday

            Duration

            9 days

            Prices from

            £1,795 P.P.
            View Reviews
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            Grade 3 : Moderate
            More Info BOOK NOW

            Granada to Seville

            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.

            Start DateEnd DatePrice p.p.
            12/04/202620/04/2026£1,795.00
            31/05/202608/06/2026£1,795.00
            18/10/202626/10/2026£1,795.00

            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 Mar – 30 Nov (excluding dates from 18 Apr – 4 May and 01 Jul to 13 Sep)

            Season 1 – £1995 01 – 13 Mar / 01 – 30 Nov

            Season 2 – £2155 14 Mar – 11 Apr / 05 May – 30 Jun / 14 Sep – 31 Oct

            2026 01 Mar – 30 Nov (excluding dates from 29 Mar – 05 Apr / 11 – 18 Apr / 01 Jul to 05 Sep)

            Season 1 – £2055 01 – 28 Mar / 01 – 30 Nov

            Season 2 – £2220 06 – 10 Apr / 19 Apr – 30 Jun / 06 Sep – 31 Oct

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

            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.

            • Cycling between 3 of the most magnificent cities in Andalucia
            • Travelling through rolling sierras and olive plantations
            • Making use of the Vias Verdes
            • Exploring the architectural wonders of Granada
            • Visiting Cordoba – the birth place of Spanish Flamenco
            • Celebrating your trip in the capital of the south, Seville
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Emilia-Romagna - The Food Valley

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

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

            Emilia-Romagna - The Food Valley

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

            2025 24 Mar – 29 Oct (excluding dates throughout July and August)

            Season 1 – £1495 24 Mar – 16 Jun and 03 Sep – 29 Oct

            Season 2 – £1645 17 Jun – 30 Jun and 01 – 02 Sep

            2026 29 Mar – 26 Oct (excluding dates throughout July and August)

            Season 1 – £1575 29 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £1735 15 Jun – 30 Jun and 01 – 08 Sep

            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.

            • Gently cycling on quiet roads and cycle paths through beautiful countryside
            • Sampling tasty slow-food produce on the Food Valley Bike route from Cremona to Parma
            • Tasting authentic Italian food in their towns of origin such as Parma Ham, Parmigiano Reggiano, Balsamic Vinegar, and Bolognese Ragù
            • Visiting the hometown of the famous Italian composer Giuseppe Verdi
            • Exploring modern and bustling Modena
            • Taking in the vibrant university city of Bologna
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Sicily

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,675 P.P.
            View Reviews
            1
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            Grade 2: Gentle
            More Info BOOK NOW

            Sicily

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

            2025 24 Mar – 29 Oct (excluding departures from 09 Jun – 31 August)

            Season 1 – £1675 24 Mar – 08 Jun and 09 Sep – 29 Oct

            Season 2 – £1895 01 Sep – 08 Sep

            2026 29 Mar – 26 Oct (excluding departures from 08 Jun – 31 August)

            Season 1 – £1765 29 Mar – 07 Jun and 09 Sep – 26 Oct

            Season 2 – £1995 01 Sep – 08 Sep

            • Visiting the Baroque towns of Modica, Ragusa and Noto, all UNESCO Heritage Sites
            • Sampling delicious Sicilian pastries, like cannoli
            • Cycling along the beautiful coastal road to Capo Passero
            • Exploring the medieval streets of Ortigia di Siracusa
            • Enjoying an aperitivo ‘al fresco’ with the locals in one of the many piazzas
            • Discovering the astonishing Oasis of Vendicari
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Yorkshire Wolds

            Self-Guided Leisure Cycling Holiday

            Duration

            6 days

            Prices from

            £975 P.P.
            View Reviews
            14
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            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Yorkshire Wolds

            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 £975 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.

            • Gently undulating hills with picture postcard villages
            • Medieval market towns of Pocklington, Driffield and Beverley
            • The stunning gothic Minster in Beverley
            • The manor houses of Sledmere, Sewerby and Burton Agnes
            • The cliffs and thousands of seabirds at Bempton
            • Flamborough Head Heritage Coast
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Way of the Roses (5 days cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            6 days

            Prices from

            £945 P.P.
            View Reviews
            13
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            Grade 3 : Moderate
            More Info BOOK NOW

            Way of the Roses (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.  

            Start DateEnd DatePrice p.p.
            31/05/202605/06/2026£945.00
            28/06/202603/07/2026£945.00
            02/08/202607/08/2026£945.00
            23/08/202628/08/2026£945.00
            13/09/202618/09/2026£945.00

            Daily departures (excl. Thu and Fri) available from April to mid October.

            Choose your own dates from:

            2026 £1255 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.

            • Eric Morecambe’s statue on Morecambe waterfront
            • Cycling through the Forest of Bowland and the Yorkshire Dales
            • Yorkshire ales and great pub food
            • York – flat cycling, big Minster
            • The Wolds, chalky rolling hills, with big country views
            • Fish & chips on Bridlington’s waterfront to celebrate your achievement!
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Spain

            Andalucia - Costa de la Luz and Ancient Cadiz

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,425 P.P.
            1
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            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Andalucia - Costa de la Luz and Ancient Cadiz

            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.

            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 Mar – 30 Nov (excluding dates from 11 – 19 Apr and 01 Jul to 13 Sep)

            Season 1 – £1425 – 01 Mar – 03 Apr / 15 Oct – 30 Nov

            Season 2 – £1610 – 04 – 10 Apr, 20 Apr – 30 Jun and 14 Sep – 14 Oct

            2026 01 Mar – 30 Nov (excluding dates from 29 Mar – 05 Apr and 01 Jul to 31 Aug)

            Season 1 – £1475 – 01 – 28 Mar / 15 Oct – 30 Nov

            Season 2 – £1665 – 06 Apr – 30 Jun / 01 Sep – 14 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.

            • Exploring the endless coastal trails surrounding Tarifa
            • Indulging in delicious, freshly-caught seafood in Sanlucar
            • Savouring a glass of sherry in a historic bodega within the Sherry Triangle
            • Immersing yourself in true Andalucian culture and enjoying a mesmerising Flamenco performance.
            • Riding along the peaceful, traffic-free EuroVelo routes.
            • Experiencing the lively, vibrant town of Tarifa, the gateway to two continents.
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Austria

            Salzburg's Lake District

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,155 P.P.
            View Reviews
            1
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            Grade 2: Gentle
            More Info BOOK NOW

            Salzburg's Lake District

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

            2026 04 Apr – 04 Oct

            Season 1 – £1155 04 Apr – 17 Apr / 26 Sep – 04 Oct

            Season 2 – £1255 18 Apr – 08 May / 12 Sep – 25 Sep

            Season 3 – £1325 09 May – 11 Sep

            • Staying in beautiful Salzburg – the City of Mozart
            • Cycling along the River Salzach and through numerous nature reserves
            • Blue skies set against snowcapped peaks shimmering in the lake waters
            • Cycling on traffic-free and well maintained cycle paths
            • Taking a refreshing lake swim after a day in the saddle
            • Enjoying a game of miniature golf in Franking
            • Visiting the monastery at Mondsee, where the wedding scene in the Sound of Music was filmed
            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.

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            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.
            Jean, Holland - The Tulip Tour
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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
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            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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