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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 leisure cycling.

            Whether you’re a foodie looking for local wine tasting opportunities, or after stunning scenery from the saddle, all our leisure cycling vacations 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
            • All Leisure Cycling Tours
            • Classic Destinations

            Page 3 of 3

            Select Order Order By
            Self-Guided
            Self-Guided
            Ireland

            Kerry to Cork

            Self-Guided Leisure Bike Tour

            Duration

            9 days

            Prices from

            $2,575 P.P.
            1
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            Grade 4 : Active
            More Info BOOK NOW

            Kerry to Cork

            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 rent 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 $2575 per person.

            • World famous fish and chips in the beautiful seaside town of Kinsale
            • Captivating scenes of patchwork green fields laid before you in the Glorious Borlin Valley
            • Enjoying rural coastal towns and villages
            • Spectacular views over the Gap of Dunloe and the Black Valley
            • Admiring the stone circles and standing stones that bring Ireland’s long history to life
            • Enjoying the ever-charming city of Cork
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            NEW! Cotswolds to Windsor

            Self-Guided Leisure Cycling Tour

            Duration

            5 days

            Prices from

            $1,490 P.P.
            View Reviews
            1
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            Grade 2-3: Gentle/ Moderate
            More Info BOOK NOW

            NEW! Cotswolds to Windsor

            Self-Guided Leisure Cycling 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 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:

            2025 £1490 per person

            2026 $1555 per person

            For a group of 4 or more we can offer the reduced rate of $1285 (2025) or $1350 (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
            United Kingdom

            NEW! Cotswolds Explorer

            Self-Guided Leisure Cycling Tour

            Duration

            8 days

            Prices from

            $1,895 P.P.
            1
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            Grade 2-3: Gentle/ Moderate
            More Info BOOK NOW

            NEW! Cotswolds Explorer

            Self-Guided Leisure Cycling Tour

            Daily departures available from April to mid October.

            Choose your own dates from:

            2025 $1895 per person

            2026 $1990 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 famous Cotswolds market towns of Moreton-in-Marsh and Stow-on-the-Wold
            • Riverside relaxation in Bourton-on-the-Water, the “Venice of the Cotswolds”
            • Leisurely riding through beautiful rolling countryside
            • The historic village of Bibury, famous for its beautiful stone cottages
            • Cycling through charming chocolate box villages
            • Stately home of Blenheim Palace with 2000 acres of gardens and magnificent architecture
            Photo Highlights Dates
            Supported
            Supported
            France

            NEW! Versailles to Mont Saint-Michel

            Supported Leisure Bike Tour

            Duration

            10 days

            Prices from

            $3,660 P.P.
            1
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            Grade 2-3: Gentle/ Moderate
            More Info BOOK NOW

            NEW! Versailles to Mont Saint-Michel

            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. 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.
            * 01/08/2025
            Contact Us
            10/08/2025$3,660.00
            • Discovering the Palace of Versailles
            • Cycling well-signed routes across north-west France
            • Relaxing in the thermal spa town of Bagnoles de l‘Orne
            • Sampling delicious local ciders
            • Exploring prestigious French Chateaux
            • Marvelling at the world famous Mont Saint-Michel
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Spain

            Andalucia - White Villages to the Ocean

            Self-Guided Leisure Bike Tour

            Duration

            7 days

            Prices from

            $1,730 P.P.
            View Reviews
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            Grade 3 : Moderate
            More Info BOOK NOW

            Andalucia - White Villages to the Ocean

            Self-Guided Leisure Bike Tour

            Spain Special

            SAVE $85! Save $85 on this holiday when you book before 30 June 2025. Applies trips departing in 2025 or 2026. Enter promo code SPAIN25 and your discount will be applied once your booking is confirmed. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            21/09/202527/09/2025$1,730.00
            12/10/2025
            Guaranteed
            18/10/2025$1,730.00

            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 – $2030 01 Mar – 11 Apr and 1 – 30 Nov

            Season 2 – $2100 05 – 07 May, 12 May – 30 Jun and 15 – 30 Oct

            Season 3 – $2165 20 – 30 Apr and 14 Sep – 14 Oct

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

            Season 1 – $2085 01 – 28 Mar and 1 – 30 Nov

            Season 2 – $2165 06 – 30 Apr, 01 – 30 Jun and 15 – 30 Oct

            Season 3 – $2235 03 – 31 May and 07 Sep – 14 Oct

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

            SAVE $85! Save $85 on this holiday when you book before 30 June 2025. Applies on trips departing in 2025 or 2026. Enter promo code SPAIN25 and your discount will be applied once your booking is confirmed. Ts and Cs apply.

            • 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

            Way of the Roses (5 days cycling)

            Self-Guided Leisure Bike Tour

            Duration

            6 days

            Prices from

            $1,215 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 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.
            13/07/2025
            Guaranteed
            18/07/2025$1,215.00
            10/08/2025
            Guaranteed
            15/08/2025$1,215.00
            14/09/202519/09/2025$1,215.00

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

            Choose your own dates from:

            2025 $1625 per person

            2026 $1705 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
            Italy

            Sicily

            Self-Guided Leisure Bike Tour

            Duration

            8 days

            Prices from

            $2,275 P.P.
            View Reviews
            1
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            Grade 2 : Gentle
            More Info BOOK NOW

            Sicily

            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. 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 – $2275 24 Mar – 08 Jun and 09 Sep – 29 Oct

            Season 2 – $2575 01 Sep – 08 Sep

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

            Season 1 – $2395 29 Mar – 07 Jun and 09 Sep – 26 Oct

            Season 2 – $2710 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
            Italy

            Puglia

            Self-Guided Leisure Bike Tour

            Duration

            8 days

            Prices from

            $1,745 P.P.
            View Reviews
            4
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            Grade 2 : Gentle
            More Info BOOK NOW

            Puglia

            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.
            29/09/202506/10/2025$1,745.00

            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 departures from 09 Jun to 31 Aug)

            Season 1 – $2030 24 Mar – 08 Jun / 09 Sep – 29 Oct

            Season 2 – $2275 01 Sept – 08 Sept

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

            • 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
            Guided
            Guided
            Italy

            Puglia

            Guided Bike Tour

            Duration

            8 days

            Prices from

            $2,845 P.P.
            View Reviews
            12
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            Grade 2 : Gentle
            More Info BOOK NOW

            Puglia

            Guided Bike Tour

            OPTIONAL E-BIKE DEPARTURES

            We offer this holiday with an e-bike only departure as well as regular trips where you can choose a regular bike or a pedal assist e-bike hire. Our e-bike only departures allow you to experience more on two wheels whilst riding with like-minded Skedaddlers. Confident cyclists will enjoy the boost from a battery for those cheeky climbs and longer distances. With less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities. Remember to select your e-bike hire when you book your holiday with us. You may choose to hire an e-bike on a regular trip but bear in mind that the pace will be set to riders without an e-bike.

            Start DateEnd DatePrice p.p.
            20/09/2025
            Guaranteed
            27/09/2025$2,845.00
            • Cycling through wonderful landscapes of ancient olive groves, vineyards and stunning coastlines
            • Exploring the UNESCO World Heritage town of Alberobello and the Baroque city of Lecce
            • Discovering the traditional Trulli houses of Puglia
            • Relaxing each night in comfortable 3 and 4* hotels in authentic Apulian towns and villages
            • Stopping at beautiful sandy beaches with turquoise seas
            • Tasting delicious Apulian produce, like orecchiette and extra virgin olive oil
            Photo Highlights Dates
            • Previous page
            • 1
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            • 3
            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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