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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
          United Kingdom

          Cotswolds Explorer

          Self-Guided Leisure Cycling Tour

          Duration

          8 days

          Prices from

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

          Cotswolds Explorer

          Self-Guided Leisure Cycling Tour

          Daily departures available from April to mid October.

          Choose your own dates from:

          2026 $1995 per person

          2027 $2035 per person

          For a group of 4 or more we can offer the reduced rate of 2026 $1850 / 2027 $1895

          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

          Versailles to Mont Saint-Michel

          Supported Leisure Bike Tour

          Duration

          10 days

          Prices from

          $4,050 P.P.
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          5
          Grade 2-3: Gentle/ Moderate
          More Info BOOK NOW

          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.

          Start DateEnd DatePrice p.p.
          28/06/2026
          Contact Us
          07/07/2026$4,050.00
          31/07/202609/08/2026$4,050.00
          • 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

          $1,525 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

          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.
          20/09/2026
          Guaranteed
          26/09/2026$1,525.00
          25/10/202631/10/2026$1,525.00

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

          2026 01 Mar – 30 Nov (excluding dates from 01 Jul to 06 Sep)

          Season 1 – $1710 01 – 28 Mar and 1 – 30 Nov

          Season 2 – $1850 06 – 30 Apr, 01 – 30 Jun and 15 – 30 Oct

          Season 3 – $1950 03 – 31 May and 07 Sep – 14 Oct

          Alternatively for a great value holiday select 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

          Way of the Roses (5 days cycling)

          Self-Guided Leisure Bike Tour

          Duration

          6 days

          Prices from

          $1,425 P.P.
          View Reviews
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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.
          31/05/2026
          Guaranteed
          05/06/2026$1,425.00
          28/06/202603/07/2026$1,425.00
          02/08/202607/08/2026$1,425.00
          23/08/2026
          Guaranteed
          28/08/2026$1,425.00
          13/09/202618/09/2026$1,425.00

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

          Choose your own dates from:

          2026 and 2027 $1795 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

          $2,425 P.P.
          View Reviews
          3
          1
          2
          3
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          5
          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.

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

          Season 1 – $2425 29 Mar – 07 Jun and 09 Sep – 26 Oct

          Season 2 – $2850 01 Sep – 08 Sep

          • Visiting the Baroque towns of Modica, Ragusa and Noto, all UNESCO Heritage Sites
          • Sampling delicious Sicilian pastries, like cannoli and cassata
          • 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

          $1,995 P.P.
          View Reviews
          4
          1
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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.
          28/09/2026
          Guaranteed
          05/10/2026$1,995.00

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

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

          Season 1 – $2235 29 Mar – 07 Jun / 09 Sep – 26 Oct

          Season 2 – $2565 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 towns of Matera and 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

          $3,280 P.P.
          View Reviews
          12
          1
          2
          3
          4
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          Grade 2 : Gentle
          More Info BOOK NOW

          Puglia

          Guided 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.
          07/06/2026
          Contact Us
          14/06/2026$3,280.00
          20/09/2026
          Guaranteed
          27/09/2026$3,280.00
          • 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
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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.

          Quote
          What one pays for is not having to worry about anything – and Skedaddle does an excellent job taking care of us. We haven’t tried the other tour companies but why bother when Skedaddle is top notch.
          Roger, France - Chateaux of the Loire
          Quote
          The guides and other group members really made the holiday enjoyable. Our guide was friendly, professional and knowledgeable.
          Elaine, Italy - Tuscany to Rome
          Quote
          All the services we received were first class. This was a real holiday and going with Skedaddle took all the stress of booking accommodation from home, route planning and so on, so all we had to do was enjoy the cycling. This has been one of the best holidays in my life.
          Alison, Italy - Sardinia Island Flavours
          Quote
          What do you like most about Skedaddle? Where do I start? The booking process, the hotels, the guides, the lunches, the places they go, the people I meet, the pit stops, the Skedaddle community, reliability, I can put my trust in them to provide a great and memorable experience.
          David, Austria & Italy - La Via Claudia
          Quote
          Skedaddle holidays are always great; you can ride your bike and they pretty much do the rest! Being able to use two wheels as a mode of transport to travel across the country, supported by Skedaddle, just shows the beauty, and power, of bikes. Thank you for making it possible!
          Kate, UK - C2C
          Quote
          We just LOVED the whole thing – route, weather, food, scenery, being outside – it was probably one of the best holidays we have had.
          Inese, Austria - The Danube Cyclepath
          Next

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