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          Skedaddle Classics, Your Way

          Are you in search of a cycling tour that's specifically designed for you and your family or friends? Look no further than our exclusive collection of cycle tours, tailor-made to fulfill your dream cycling experience and shared only with those who matter most.

          To get you started, we've hand-picked some of our best-loved cycle tours, all set in destinations known like the back of our local teams' hands. With their vast local knowledge and expertise, we offer unparalleled flexibility to cater to your unique needs. From adjusting the number of cycling days to bike hire, support level, accommodation, and more – we can customize it all according to your preferences.

          Simply explore the tailor-made itineraries below, send us an enquiry mentioning your preferred trip and your priorities. Leave the rest to us, so you can sit back and savor the journey. Alternatively, visit our dedicated Tailor Made page to discover how we can turn your dream trip into a wonderful reality!

          • All Cycling Holidays
          • Skedaddle Classics your way

          Page 3 of 3

          Select Order Order By
          Guided
          $150 OFF
          Guided
          Spain

          Andalucia - Los Pueblos Blancos

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $3,135 P.P.
          View Reviews
          5
          1
          2
          3
          4
          5
          Grade 2 - 3: Gentle/Moderate
          More Info BOOK NOW

          Andalucia - Los Pueblos Blancos

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          25/10/2026
          Contact Us
          01/11/2026$3,135.00
          28/12/2026
          $150 OFF
          04/01/2027$3,565.00
          • Riding the beautiful Serrania de Ronda, past white villages, chestnut groves and craggy sierras
          • A fantastic mixture of great small rural hotels
          • Exploring beautiful Ronda, perched on its magnificent gorge
          • Reaching the dramatic Puerto de las Palomas
          • Grazalema, nestled below atmospheric, limestone mountains
          • Sipping local sherries with tasty tapas in the local bodegas
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Spain

          NEW! Andalucia - Sierras to the Sea

          Self-Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $2,135 P.P.
          1
          2
          3
          4
          5
          Grade 2 - 3: Gentle/Moderate
          More Info BOOK NOW

          NEW! Andalucia - Sierras to the Sea

          Self-Guided Road Bike Tour

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

          2027 13 Mar – 14 Nov (excluding dates in July & August)

          Season 1 – $2135 13 – 18 Mar / 1 – 14 Nov

          Season 2 – $2280 31 Mar – 30 Jun / 12 Sep – 31 Oct

          Season 3 – $2425 19 – 28 Mar / 01 – 11 Sep

          • Exploring the magical roads winding through the vast Alcornocales Natural Park
          • Visiting the beautiful Pueblos Blancos of Zahara, Arcos and Vejer
          • Challenging yourself on the spectacular Puerto de las Palomas climb
          • Enjoying Andalucia’s renowned gastronomy, from bluefin tuna to fine sherries
          • Riding the unspoilt coastline of the Costa de la Luz
          • Finishing in Tarifa, the southernmost town in mainland Europe
          Photo Highlights Dates
          Self-Guided
          $125 OFF
          Self-Guided
          Italy

          Strade Bianche Explorer

          Self-Guided Gravel Bike Tour

          Duration

          8 days

          Prices from

          $2,710 P.P.
          View Reviews
          4
          1
          2
          3
          4
          5
          Grade 3-4 : Moderate/Chellenging
          More Info BOOK NOW

          Strade Bianche Explorer

          Self-Guided Gravel Bike Tour

          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 dates throughout July and August)

          Season 1 – $2710 29 Mar – 14 Jun and 09 Sep – 26 Oct

          Season 2 – $2995 15 Jun – 30 Jun and 01 – 08 Sep

          2027 30 Mar – 26 Oct (excluding dates throughout July and August)

          Season 1 – $2850 30 Mar – 14 Jun and 09 Sep – 26 Oct

          Season 2 – $3135 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.

          • Riding some of the classic Strade Bianche route of Tuscany as well as lesser-known gravel routes
          • Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting
          • Exploring the region on a mix of terrains
          • Riding the stunning UNESCO heritage region of Val d’Orcia
          • Relaxing in small villages for a coffee with the locals
          • Easing along the rolling hills of the ‘Colli Senesi’
          • Chilling out with a post-ride Chianti or Brunello
          Photo Highlights Dates
          Guided
          $125 OFF
          Guided
          Italy

          Tuscany - Strade Bianche Explorer

          Guided Gravel Riding Tour

          Duration

          8 days

          Prices from

          $3,280 P.P.
          1
          2
          3
          4
          5
          Grade 3-4 : Moderate/Chellenging
          More Info BOOK NOW

          Tuscany - Strade Bianche Explorer

          Guided Gravel Riding Tour

          Start DateEnd DatePrice p.p.
          24/04/2027
          $125 OFF
          01/05/2027$3,280.00
          08/05/2027
          $125 OFF
          15/05/2027$3,280.00
          25/09/2027
          $125 OFF
          02/10/2027$3,280.00
          • Riding some of the classic Tuscany gravel routes including the Strade Bianche
          • Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting
          • Exploring the region on a mix of terrains
          • Riding the stunning UNESCO heritage region of Val d’Orcia
          • Relaxing in small villages for a coffee with the locals
          • Easing along the rolling hills of the ‘Colli Sienesi’
          • Chilling out with a post-ride Chianti or Brunello
          Photo Highlights Dates
          Supported
          $60 OFF
          Supported
          United Kingdom

          C2C - Coast to Coast

          Supported Leisure Bike Tour

          Duration

          5 days

          Prices from

          $1,325 P.P.
          View Reviews
          2
          1
          2
          3
          4
          5
          Grade 3-4 : Moderate/Active
          More Info BOOK NOW

          C2C - Coast to Coast

          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.
          21/05/2027
          Fully Booked
          25/05/2027$1,325.00
          16/07/2027
          $60 OFF
          20/07/2027$1,325.00
          06/08/2027
          $60 OFF
          10/08/2027$1,325.00
          27/08/2027
          $60 OFF
          31/08/2027$1,325.00
          24/09/2027
          $60 OFF
          28/09/2027$1,325.00
          • 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
          Italy

          Sardinia - Coast to Coast

          Self-Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $2,235 P.P.
          View Reviews
          3
          1
          2
          3
          4
          5
          Grade 2 - 3: Gentle/Moderate
          More Info BOOK NOW

          Sardinia - Coast to Coast

          Self-Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          27/04/202704/05/2027$2,235.00
          08/10/202715/10/2027$2,235.00

          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 dates from 08 Jun – 31 Aug)

          Season 1 – $2280 29 Mar – 07 Jun / 09 Sep – 26 Oct

          Season 2 – $2525 01 Sept – 08 Sep

          2027 30 Mar – 26 Oct (excluding dates from 08 Jun – 31 Aug)

          Season 1 – $2380 30 Mar – 07 Jun / 09 Sep – 26 Oct

          Season 2 – $2635 01 Sep – 08 Sep

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

          • Riding the roller-coaster road below Mount Arcuentu to the west coast
          • Exploring the UNESCO heritage site of Su Nuraxi at Barumini
          • Taking a dip in the emerald waters of Sardinia
          • Cycling through the Sardinian “Blue Zone”
          • Dining on delicious home cooked food, washed down with tasty local wine!
          • The stunning descent to Bari Sardo on the East Coast
          Photo Highlights Dates
          • Previous page
          • 1
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          • 3

          Not sure which trip's right for you? Just ask!

          Get in touch and we'll help you find your perfect trip.

          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
          Everything about the Skedaddle operation was spot-on, great attention to detail both before and during the trip. I was impressed by all things on the trip, quality of food, route briefings, accommodation, maps. I could go on!
          Paul, Land's End to John O'Groats Classic - 16 Days
          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
          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
          Quote
          On 10+ trips with Skedaddle they have always delivered great trips and service. You get what you pay for and Skedaddle are very good at providing well run cycling holidays.
          Rob, Italy - Sardinia Island Flavours
          Next

          News, Reviews & Stories

          Cyclists riding in Sweden on the Coastal Kattegattleden cycle route

          6 Reasons To Cycle In Sweden

          Our holidays in Sweden are some of the most popular in our leisure cycling range. We're excited to introduce a brand new guided group holiday for 2027 cycling the Kattegattleden, Sweden's first national cycle path. Read on to learn more about our tours and six reasons why you'll love cycling in Sweden. Coastal Kattegattleden The 8-day ...

          Paul Snedker
          Paul Snedker
          October 15, 2026
          winter cycling in costa rica - two cyclists admiring the tropical view

          7 winter cycling destinations for sun-seekers

          The best winter cycling destinations provide a wonderful way to leave winter behind and discover new roads, cultures and landscapes on two wheels. Whether you're seeking winter sunshine, aiming to build fitness with some early-season training miles, or looking for an adventure to kick-start the year, there's plenty of winter cycling destinations offering warmer, sunnier ...

          David Hall - Road Cycling Product Specialist at Saddle Skedaddle
          David Hall
          October 2, 2026
          Cycling in Andalucia

          Sierras to the Coast: The best road cycling in Andalucia 

          If you’re looking for a top European cycling destination, then road cycling in Andalucia has to be up there with the best! Plus, with beautiful weather almost year-round, it’s the ideal destination for extending your cycling season. Head of Skedaddle España, Dan, has lived in this region for more than 25 years, guiding countless cycling ...

          Dan Hirst, Head of Skedaddle Espana
          Dan Hirst
          October 1, 2026

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