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            Self-Guided Cycling Holidays

            We found 71 Holidays in your search for:

            Destinations (81)
            Types of Cycling / Grades (7)
            Departure Month

            2025

            2026

            2027

            Level of Support

            We found 71 Holidays in your search for:

            Select Order Order By
            Destinations (81)
            Types of Cycling / Grades (7)
            Departure Month

            2025

            2026

            2027

            Level of Support

            There’s something special about being able to pedal off on your very own cycling adventure. On a self-guided tour with Skedaddle, we’ll take care of the essential details - the route planning, navigation tools, accommodation, luggage transfers, hire bikes and emergency back-up, leaving you and your friends to enjoy the ride.

            We have a huge selection of self-guided holidays in Europe and the UK across all types of cycling – leisure, road cycling, mountain biking and gravel riding so you can find your perfect cycling escape. Choose the dates that work for you and let us take care of the rest!

            • All Cycling Holidays
            • ALL SELF-GUIDED HOLIDAYS

            Page 4 of 8

            Select Order Order By
            Self-Guided
            Self-Guided
            Slovenia

            Capital to Coast

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,145 P.P.
            View Reviews
            5
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            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Capital to Coast

            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 are applicable for all start dates between and inclusive of the stated dates.

            2026 12 Apr – 11 Oct.

            Season 1 – £1145 12 Apr – 01 May and 03 Oct – 10 Oct

            Season 2 – £1235 02 May – 14 Aug and 19 Sep – 02 Oct

            Season 3 – £1265 15 Aug – 18 Sep

            Please note, we are generally not able to confirm any bookings for this tour made within 3 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.

            • Soaking up Slovenian culture in Ljubljana – one of Europe’s greenest capital cities
            • Discovering world-famous Slovenian caves
            • Relaxing on the beach in Muggia
            • Pedalling along the amazing Parenzana railway line
            • Marvelling at the breathtaking views of the Adriatic Coast
            • Exploring the enchanting Slovenian towns of Portoroz and Piran
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            C2C - Coast to Coast (5 Days Cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            6 days

            Prices from

            £1,045 P.P.
            View Reviews
            6
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            Grade 3 : Moderate
            More Info BOOK NOW

            C2C - Coast to Coast (5 Days Cycling)

            Self-Guided Leisure Cycling Holiday

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

            Choose your own dates from:

            2026 £1045 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.

            • UK’s favourite long distance cycle route
            • Dramatic English landscapes
            • Cycle friendly route
            • Stress-free cycling complimented with an abundance of pubs and cafes en route
            • Bike friendly B&Bs offering mouth-watering breakfasts
            • Suitable for adults and older children
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            C2C - Coast to Coast (5 Days Cycling)

            Self-Guided Family Cycling Holiday

            Duration

            6 days

            Prices from

            £1,045 P.P.
            1
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            Grade 3 : Moderate
            More Info BOOK NOW

            C2C - Coast to Coast (5 Days Cycling)

            Self-Guided Family Cycling Holiday

            Child Discounts

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

            Choose your own dates from:

            2026 £1045 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.

            Kid’s Discounts

            For children below the age of 18 who are travelling with 2 full-paying passengers, we are able to offer a 25% discount off the basic holiday cost.

            If you‘re happy sharing a family room, once we’ve received your booking we will check what rooms are available and we may be able to offer (up to) an additional 25% discount for the children (subject to availability).

            • UK’s favourite long distance cycle route
            • Dramatic English landscapes
            • Cycle friendly route
            • Stress-free cycling complimented with an abundance of pubs and cafes en route
            • Bike friendly B&Bs offering mouth-watering breakfasts
            • Suitable for adults and older children
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            C2C - Coast to Coast (4 Days Cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

            £895 P.P.
            View Reviews
            14
            1
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            3
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            5
            Grade 3 : Moderate
            More Info BOOK NOW

            C2C - Coast to Coast (4 Days Cycling)

            Self-Guided Leisure Cycling Holiday

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

            Choose your own dates from:

            2026 £895 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.

            • UK’s favourite long distance cycle route
            • Dramatic English landscapes
            • Cycle friendly route
            • Stress-free cycling complimented with an abundance of pubs and cafes en route
            • Bike friendly B&Bs offering mouthwatering breakfasts
            • Flexibility to choose your own start date or one of our great value scheduled departure dates
            • Suitable for adults and older children
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Spain

            Andalucia - Costa de La Luz and Cadiz Discoverer

            Self-Guided Gravel Riding Holiday

            Duration

            8 days

            Prices from

            £1,360 P.P.
            1
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            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Andalucia - Costa de La Luz and Cadiz Discoverer

            Self-Guided Gravel Riding 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 – £1360 – 01 Mar – 03 Apr / 15 Oct – 30 Nov

            Season 2 – £1560 – 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 – £1395 – 01 – 28 Mar / 15 Oct – 30 Nov

            Season 2 – £1595 – 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.

            • Enjoying Andalucia’s extensive network of non-technical, coastal gravel riding
            • Riding cyclepaths, 4×4 tracks, asphalt lanes, earthy singletrack and sandy trails
            • Experiencing vibrant Tarifa; The gateway to 2 continents
            • Discovering the coast of light’s wild and rugged coastline with huge expansive white sand beaches and traditional fishing villages
            • Indulging in delicious local seafood and local wines and sherries
            • Exploring the lanes of fun-loving Cadiz for the best tapas and flamenco
            • Savouring a glass of sherry in a historic bodega within the Sherry Triangle
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Coast and Castles (6 days cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £995 P.P.
            View Reviews
            5
            1
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            3
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            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Coast and Castles (6 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.
            20/05/202626/05/2026£995.00
            10/06/202616/06/2026£995.00
            08/07/202614/07/2026£995.00
            19/08/202625/08/2026£995.00

            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 £1245 per person

            You 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 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
            • A celebratory dram in the shadow of Arthur’s Seat
            • Flexibility to choose your own start date
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            La Via Claudia

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,945 P.P.
            View Reviews
            1
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            3
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            5
            Grade 2: Gentle
            More Info BOOK NOW

            La Via Claudia

            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. 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

            Season 1 – £1945 21 Apr – 16 Jun and 03 Sep – 29 Oct

            Season 2 – £2135 17 Jun – 02 Sep

            2026 21 Apr – 29 Oct

            Season 1 – £2045 18 Apr – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £2245 15 Jun – 08 Sep

            If you‘re looking for a longer holiday, our Lake Garda to Venice 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!

            • Starting your week at the picturesque Lake Resia, admiring the bell tower peeking through the waves
            • Cycling beside the vivid blue waters of the River Etsch
            • Absorbing the history of an ancient trade route, all by bike
            • Exploring Merano – The Jewel of South Tyrol
            • Wine tasting in Caldaro, part of the Strade del Vino
            • Enjoying an apperitivo in Piazza Arena in Verona
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Puglia - The Beautiful South

            Self-Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £1,695 P.P.
            View Reviews
            2
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            2
            3
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            5
            Grade 2 : Gentle
            More Info BOOK NOW

            Puglia - The Beautiful South

            Self-Guided Road Cycling Holiday

            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 24 Mar – 29 Oct (excluding dates from 09 Jun – 31 Aug)

            Season 1 – £1695 24 Mar – 08 Jun / 09 Sep – 29 Oct

            Season 2 – £1855 01 Sept – 08 Sept

            2026 29 Mar – 26 Oct (excluding dates from 08 Jun – 31 Aug)

            Season 1 – £1795 29 Mar – 07 Jun / 09 Sep – 26 Oct

            Season 2 – £1955 01 Sept – 08 Sept

            • Savouring the deep red wine of the Salento region and the crisp whites of Locorotondo
            • Enjoying the sights of Alberobello, famous for the ‘trulli’
            • Exploring the gnarled olive groves in the countryside of Alberobello
            • Visiting 2 UNESCO heritage sites; Lecce and Alberobello
            • Admiring the Baroque churches of Lecce
            • Enjoying the panoramic coastal road between Santa Maria di Leuca and Otranto
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Tuscany - Pisa to Florence

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,295 P.P.
            View Reviews
            5
            1
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            3
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            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Tuscany - Pisa to Florence

            Self-Guided Leisure Cycling Holiday

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

            Season 1 – £1295 24 Mar – 16 Jun and 03 Sep – 29 Oct

            Season 2 – £1485 17 – 30 Jun and 01 – 02 Sep

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

            Season 1 – £1365 29 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £1565 15 – 30 Jun and 01 – 08 Sep

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

            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.

            • Riding between two of Italy’s most iconic cities
            • Exploring Pisa, home of the world-famous Piazza dei Miracoli
            • Cycling along quiet country lanes through Tuscan countryside
            • Cycling past fairy tale Renaissance palaces and villas
            • Visiting Vinci, the birthplace of Leonardo da Vinci
            • Spending a free day in Florence, the birthplace of the Renaissance
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Puglia

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

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

            Puglia

            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 24 Mar – 29 Oct (excluding departures from 09 Jun to 31 Aug)

            Season 1 – £1495 24 Mar – 08 Jun / 09 Sep – 29 Oct

            Season 2 – £1675 01 Sept – 08 Sept

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

            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.

            • Cycling through lush landscapes of ancient olive groves and vineyards
            • Exploring the UNESCO World Heritage town of Alberobello
            • Discovering the traditional Trulli houses of Puglia
            • Relaxing each evening in comfortable hotels in authentic towns and villages
            • Stopping at beautiful, sandy beaches with turquoise seas
            • Tasting delicious local products, like extra virgin olive oil and Primitivo wine
            Photo Highlights Dates
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            Get in touch and we'll help you find your perfect trip.

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            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
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            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
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            One of the very best trips! The kindness and professionalism of the lead guide and his locally based colleagues was outstanding in every respect.
            Brenda, Italy - Dolomites of Brenta, Guided Mountain Bike Holiday
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            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
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