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            Skedaddle Classics, Your Way

            Looking for a cycling holiday tailored just for you, your family, or friends? Look no further than our exclusive collection of cycle tours, designed to fulfill the dreams of cyclists eager to craft their perfect cycling adventure and enjoy it exclusively with their loved ones.

            To get started, we've carefully hand-picked some of the most beloved cycle tours from our range. These tours are based in locations our local teams know like the back of their hands. Thanks to our team's extensive local knowledge and experience, we possess a unique ability to be flexible according to your needs, allowing us to tailor your tour in various ways. Whether it's the number of cycling days, bike hire, level of support, accommodation, or more – we can customize it all to match your preferences.

            Simply explore the tailor-made itineraries below, drop us an enquiry mentioning your preferred trip and what's important to you. We'll take care of the rest, so you can relax and enjoy every moment. Alternatively, check out our dedicated Tailor Made page to discover how we can turn your dream trip into an unforgettable reality!

            • All Cycling Holidays
            • All Leisure Cycling Holidays
            • Skedaddle Classics your way
            Select Order Order By
            Supported
            Supported
            United Kingdom

            C2C - Coast to Coast

            Supported Leisure cycling holiday

            Duration

            5 days

            Prices from

            £855 P.P.
            View Reviews
            30
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            C2C - Coast to Coast

            Supported 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.
            30/05/2025
            Last Spaces
            03/06/2025£855.00
            11/07/2025
            Last Spaces
            15/07/2025£855.00
            19/09/2025
            Last Spaces
            23/09/2025£855.00
            • UK’s favourite long distance cycle route
            • Dramatic landscapes of the Lake District and Pennines
            • Cycle friendly route – cycle paths and quiet country lanes
            • Fully supported and awesome Skedaddle lunches
            • Bike friendly B&Bs offering mouthwatering breakfasts
            • Great sense of achievement, crossing the country, coast to coast
            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

            £495 P.P.
            View Reviews
            15
            1
            2
            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.
            30/05/2025
            Guaranteed
            02/06/2025£495.00
            04/07/2025
            Guaranteed
            07/07/2025£495.00
            01/08/2025
            Guaranteed
            04/08/2025£495.00

            Daily departures available from April to mid October.

            Choose your own dates from:

            2025 £585 per person

            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
            Spain

            Andalucia - White Villages to the Ocean

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £1,245 P.P.
            View Reviews
            3
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Andalucia - White Villages to the Ocean

            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.
            18/05/202524/05/2025£1,245.00
            21/09/202527/09/2025£1,275.00
            12/10/2025
            Guaranteed
            18/10/2025£1,275.00

            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 01 Jul to 13 Sep)

            Season 1 – £1495 01 Mar – 11 Apr and 1 – 30 Nov

            Season 2 – £1545 05 – 07 May, 12 May – 30 Jun and 15 – 30 Oct

            Season 3 – £1595 20 – 30 Apr and 14 Sep – 14 Oct

            2026 01 Mar – 30 Nov (excluding dates from 01 Jul to 05 Sep)

            Season 1 – £1535 01 – 28 Mar and 1 – 30 Nov

            Season 2 – £1595 06 – 30 Apr, 01 – 30 Jun and 15 – 30 Oct

            Season 3 – £1645 03 – 31 May and 07 Sep – 14 Oct

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

            • Exploring the historical town of Ronda, surrounded by the stunning Sierras
            • Discovering beautiful Grazalema, nestled below atmospheric, limestone mountains
            • Descending from the Puerto Boyar out of the awe-inspiring Grazalema Natural Park
            • Sipping local sherries in the rustic bodegas of Arcos
            • Cycling alongside the white, sandy beaches of the Costa de la Luz; the Coast of Light
            • Hopping between tapas bars in the fun-filled town of Conil
            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

            £715 P.P.
            View Reviews
            14
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            C2C - Coast to Coast (4 Days Cycling)

            Self-Guided Leisure Cycling Holiday

            Start DateEnd DatePrice p.p.
            09/05/2025 (Penrith)
            Contact Us
            13/05/2025£715.00
            23/05/2025 (Newcastle)
            Contact Us
            27/05/2025£715.00
            27/06/2025 (Penrith)01/07/2025£715.00
            18/07/2025 (Newcastle)
            Guaranteed
            22/07/2025£715.00
            08/08/2025 (Penrith)12/08/2025£715.00
            15/08/2025 (Newcastle)19/08/2025£715.00
            29/08/2025 (Newcastle)02/09/2025£715.00
            05/09/2025 (Penrith)09/09/2025£715.00

            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:

            2025 £855 per person

            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
            United Kingdom

            C2C - Coast to Coast (3 Days Cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            4 days

            Prices from

            £525 P.P.
            View Reviews
            1
            1
            2
            3
            4
            5
            Grade 4: Active
            More Info BOOK NOW

            C2C - Coast to Coast (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.
            09/05/2025 (Penrith)
            Contact Us
            12/05/2025£525.00
            23/05/2025 (Newcastle)
            Contact Us
            26/05/2025£525.00
            27/06/2025 (Penrith)
            Guaranteed
            30/06/2025£525.00
            18/07/2025 (Newcastle)
            Guaranteed
            21/07/2025£525.00
            08/08/2025 (Penrith)11/08/2025£525.00
            15/08/2025 (Newcastle)
            Guaranteed
            18/08/2025£525.00
            29/08/2025 (Newcastle)01/09/2025£525.00
            05/09/2025 (Penrith)08/09/2025£525.00

            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:

            2025 £685 per person

            2026 £725 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
            • 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
            Italy

            Sardinia - Island Flavours

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,385 P.P.
            View Reviews
            10
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Sardinia - Island Flavours

            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.
            02/10/2025
            Fully Booked
            09/10/2025£1,385.00

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

            Season 1 – £1545 24 Mar – 08 Jun / 09 Sep – 29 Oct

            Season 2 – £1695 01 Sept – 08 Sept

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

            • Checking out the UNESCO heritage site of Barumini Nuraghe
            • Enjoying the long descent to Fluminimaggiore and Masua
            • Riding along the Nebida coastline and marvelling at the view of Pan di Zucchero
            • Sampling local specialities at Carloforte, on St Pietro island
            • Experiencing the friendliness and hospitality of the Sardinian people
            • Discovering the white beaches along the south-west coastal road
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Classic Tuscany

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £1,195 P.P.
            View Reviews
            7
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Classic Tuscany

            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. 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.
            28/09/202504/10/2025£1,195.00

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

            Season 1 – £1335 24 Mar – 16 Jun and 03 Sep – 29 Oct

            Season 2 – £1575 17 Jun – 30 Jun and 01 – 02 Sep

            Alternatively for a great value holiday, please 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.

            • Staying at Tuscan farms overlooking stunning countryside
            • Visiting the famous towns of Monteriggioni, Radda in Chianti and Siena
            • Riding through wonderful landscapes, wide open fields, cypress-lined hills and vineyards
            • Trying delicious, regional dishes
            • Sampling the best wines of Chianti, Montepulciano and Montalcino
            • Absorbing the atmosphere of San Gimignano – a UNESCO World Heritage Site
            Photo Highlights Dates
            Supported
            Supported
            United Kingdom

            Hadrian's Cycleway

            Supported Leisure cycling holiday

            Duration

            6 days

            Prices from

            £995 P.P.
            View Reviews
            15
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Hadrian's Cycleway

            Supported Leisure cycling holiday

            Save £50

            Save £50 when you book onto our trip departing 06/06/2025 - Enter code FAV50 when you book. Discount applies to bookings made between 1 April 2025 and 8 May 2025 only. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 06/06/2025 E-Bike Departure
            Guaranteed
            11/06/2025£995.00
            22/08/2025
            Fully Booked
            27/08/2025£995.00
            • The well preserved Hadrian’s Wall forts of Birdoswald and Vindolanda
            • The rugged beauty of the North Pennines
            • The picturesque market town of Corbridge
            • The view down the Tyne as you arrive into Newcastle
            • The sense of achievement having ridden from coast to coast
            • Following in the footsteps of the Roman Empire
            Photo Highlights Dates
            Quote
            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
            Quote
            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)
            Quote
            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
            Quote
            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
            Quote
            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
            Quote
            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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