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            Classic Destinations

            Some destinations simply must be ticked off the bucket list! That’s why we’ve developed a range of trips in locations that we feel are synonymous with cycling.

            Whether you’re a foodie looking for local wine tasting opportunities, or after stunning scenery from the saddle, all of our tours featured offer an abundance of amazing culture and fantastic landscapes. This is your chance to explore some of the world’s most famed destinations in the best way possible.

            • All Cycling Holidays
            • Classic Destinations

            Page 1 of 4

            Select Order Order By
            Self-Guided
            Self-Guided
            Spain

            Bilbao to San Sebastian

            Self-Guided Leisure Bike Tour

            Duration

            7 days

            Prices from

            $1,855 P.P.
            View Reviews
            2
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            Grade 3 : Moderate
            More Info BOOK NOW

            Bilbao to San Sebastian

            Self-Guided Leisure Bike Tour

            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.

            Start DateEnd DatePrice p.p.
            31/05/202506/06/2025$1,855.00
            21/06/202527/06/2025$2,205.00
            27/09/202503/10/2025$2,205.00

            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 Apr – 31 Oct (excluding dates from 01 – 31 Aug)

            Season 1 – $2165 01 – 11 Apr / 05 – 31 May / 1 – 31 Oct

            Season 2 – $2520 20 – 30 Apr / 01 Jun – 31 Jul / 01 – 11 Sep / 22 – 30 Sep

            2026 06 Apr – 31 Oct (excluding dates from 01 – 31 Aug and 11 – 20 Sep)

            Season 1 – $2235 06 – 29 Apr / 03 May – 11 Jun / 1 – 31 Oct

            Season 2 – $2600 30 Apr – 02 May / 12 Jun – 31 Jul / 01 – 10 Sep / 21 – 30 Sep

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

            • Visiting the world-class Guggenheim museum
            • Savouring fabulous Basque cuisine
            • Cycling through the beautiful Urdaibai natural park
            • Admiring the dramatic Atlantic coastline: Cliffs, beaches, estuaries and coves
            • Relaxing by the harbour of the picturesque fishing village of Lekeitio
            • Arriving in stunning San Sebastian and bar hopping in the Casco Viejo
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Emilia-Romagna - The Food Valley

            Self-Guided Leisure Bike Tour

            Duration

            8 days

            Prices from

            $2,030 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 Bike Tour

            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 – $2030 24 Mar – 16 Jun and 03 Sep – 29 Oct

            Season 2 – $2235 17 Jun – 30 Jun and 01 – 02 Sep

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

            Season 1 – $2140 29 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – $2355 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
            Ireland

            Highlights of Kerry

            Self-Guided Leisure Bike Tour

            Duration

            8 days

            Prices from

            $2,030 P.P.
            View Reviews
            1
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            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Highlights of Kerry

            Self-Guided Leisure Bike Tour

            E-BIKE HIRE AVAILABLE

            This tour is well-suited to both normal 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 01 Apr to 10 Oct.

            2025 $2030 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
            Supported
            Supported
            United Kingdom

            Hadrian's Cycleway

            Supported Leisure Bike Tour

            Duration

            6 days

            Prices from

            $1,350 P.P.
            View Reviews
            15
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            Grade 3 : Moderate
            More Info BOOK NOW

            Hadrian's Cycleway

            Supported Leisure Bike Tour

            Save $60

            Save $60 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$1,350.00
            22/08/2025
            Fully Booked
            27/08/2025$1,350.00
            • 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
            Supported
            Supported
            United Kingdom

            Coast and Castles

            Supported Leisure Bike Tour

            Duration

            5 days

            Prices from

            $1,205 P.P.
            View Reviews
            8
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            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Coast and Castles

            Supported Leisure Bike Tour

            Save $60

            Save $60 when you book onto our trip departing 16/07/2025 - 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.
            * 16/07/202520/07/2025$1,205.00
            03/09/202507/09/2025$1,205.00
            • Following the Tyne past the dramatic Tynemouth Priory
            • Cycling past the pristine dunes and sandy beaches at Druridge Bay
            • Stunning vistas as you approach imposing Bamburgh Castle
            • Glimpsing Edinburgh as you cycle from the Moorfoot Hills
            • The rugged beauty of the Scottish Borders
            Photo Highlights Dates
            Supported
            Supported
            United Kingdom

            Way of the Roses

            Supported Leisure Bike Tour

            Duration

            6 days

            Prices from

            $1,405 P.P.
            View Reviews
            2
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            Grade 3 : Moderate
            More Info BOOK NOW

            Way of the Roses

            Supported Leisure Bike Tour

            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.
            22/06/2025
            Guaranteed
            27/06/2025$1,405.00
            07/09/2025
            Guaranteed
            12/09/2025$1,405.00
            26/09/202501/10/2025$1,405.00
            • Posing at Eric Morecambe’s statue on Morecambe seafront
            • Cycling through the Forest of Bowland & Yorkshire Dales
            • Superb local ales and tasty food every night
            • York – flat cycling, big Minster
            • The chalky rolling hills, with big country views of the Wolds
            • Fish & chips on Bridlington’s waterfront to celebrate your ride!
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Tuscany - Pisa to Florence

            Self-Guided Leisure Bike Tour

            Duration

            8 days

            Prices from

            $1,595 P.P.
            View Reviews
            5
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            Grade 2-3: Gentle/ Moderate
            More Info BOOK NOW

            Tuscany - Pisa to Florence

            Self-Guided Leisure Bike Tour

            Start DateEnd DatePrice p.p.
            16/09/2025
            Guaranteed
            23/09/2025$1,595.00

            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 – $1760 24 Mar – 16 Jun and 03 Sep – 29 Oct

            Season 2 – $2015 17 – 30 Jun and 01 – 02 Sep

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

            Season 1 – $1855 29 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – $2125 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

            Classic Tuscany

            Self-Guided Leisure Bike Tour

            Duration

            7 days

            Prices from

            $1,625 P.P.
            View Reviews
            7
            1
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            3
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            Grade 3 : Moderate
            More Info BOOK NOW

            Classic Tuscany

            Self-Guided Leisure Bike Tour

            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$1,625.00

            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 – $1815 24 Mar – 16 Jun and 03 Sep – 29 Oct

            Season 2 – $2140 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
            Self-Guided
            Self-Guided
            United Kingdom

            Coast and Castles (6 days cycling)

            Self-Guided Leisure Bike Tour

            Duration

            7 days

            Prices from

            $1,285 P.P.
            View Reviews
            4
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            Grade 2-3: Gentle/ Moderate
            More Info BOOK NOW

            Coast and Castles (6 days cycling)

            Self-Guided Leisure Bike Tour

            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.
            14/05/202520/05/2025$1,285.00
            18/06/2025
            Guaranteed
            24/06/2025$1,285.00
            30/07/2025
            Guaranteed
            05/08/2025$1,285.00
            27/08/202502/09/2025$1,285.00

            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:

            2025 $1610 per person

            2026 $1690 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
            United Kingdom

            C2C - Coast to Coast (5 Days Cycling)

            Self-Guided Leisure Bike Tour

            Duration

            6 days

            Prices from

            $1,190 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 Bike Tour

            Start DateEnd DatePrice p.p.
            09/05/2025 (Penrith)
            Contact Us
            14/05/2025$1,190.00
            23/05/2025 (Newcastle)
            Guaranteed
            28/05/2025$1,190.00
            27/06/2025 (Penrith)
            Guaranteed
            02/07/2025$1,190.00
            18/07/2025 (Newcastle)
            Guaranteed
            23/07/2025$1,190.00
            08/08/2025 (Penrith)13/08/2025$1,190.00
            15/08/2025 (Newcastle)20/08/2025$1,190.00
            29/08/2025 (Newcastle)03/09/2025$1,190.00
            05/09/2025 (Penrith)10/09/2025$1,190.00

            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 $1350 per person

            2026 $1420 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
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            Quote
            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
            Quote
            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
            Quote
            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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