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    • NEW! Spain - Ronda to the Med
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          Book Now. Ride Later - Save up to $400

          We found 79 Holidays in your search for:

          Destinations (75)
          Types of Cycling / Grades (7)
          Departure Month

          2026

          2027

          2028

          Level of Support

          We found 79 Holidays in your search for:

          Select Order Order By
          Destinations (75)
          Types of Cycling / Grades (7)
          Departure Month

          2026

          2027

          2028

          Level of Support

          The biggest sale in the Skedaddle calendar has just landed! With generous discounts across selected tours on all cycling types, we've got the perfect escape waiting for you, whether that's a relaxing ride for foodies in the Mediterranean, a big mountain adventure in the Pyrenees, or pedalling off the tourist trail in a far-flung destination.

          Find your dream 2027 tour and book today! Enter promo code BN27 and your discount will be applied once your booking is confirmed. Offer is valid from 1 October 2026 – 31 October 2026 and cannot be backdated. Terms and Conditions apply (see below for details)

          • All Cycling Holidays
          • SKEDADDLE SPECIAL OFFERS

          Page 1 of 8

          Select Order Order By
          Guided
          $400 OFF
          Guided
          Spain & Portugal

          Trans Iberia - Barcelona to Porto

          Guided Road Bike Tour

          Duration

          22 days

          Prices from

          $8,490 P.P.
          View Reviews
          3
          1
          2
          3
          4
          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Trans Iberia - Barcelona to Porto

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          09/04/2027
          $400 OFF
          30/04/2027$8,490.00
          05/10/2027
          $400 OFF
          26/10/2027$8,490.00
          • Starting the journey in the cultural capital of Barcelona
          • Crossing the stunning mountain roads of the Sierra de Gredos
          • Delighting in the varied regional specialities of the Iberian Peninsula
          • Discovering the fortified city of Toledo
          • Cycling through the ancient narrow streets of Morella, Albarracín and Chinchón
          • Toasting the end of the ride with a glass of Port on the banks of the Douro
          Photo Highlights Dates
          Guided
          $125 OFF
          Guided
          Scotland

          Scotland - The Caledonia Way

          Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $3,125 P.P.
          View Reviews
          5
          1
          2
          3
          4
          5
          Grade 4 : Active
          More Info BOOK NOW

          Scotland - The Caledonia Way

          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.
          02/05/2027
          $125 OFF
          09/05/2027$3,125.00
          23/05/2027
          $125 OFF
          30/05/2027$3,125.00
          11/07/2027
          $125 OFF
          18/07/2027$3,125.00
          05/09/2027
          $125 OFF
          12/09/2027$3,125.00
          • Marvelling at the beauty of Kilmartin Glen and its ancient monuments
          • Enjoying traffic-free Caledonia Way cycleways and lovely canal side routes
          • Checking out Ben Nevis and The Grampians from Loch Linhe
          • Fort Augustus and taking on the legendary ascent of Glendoe
          • Exploring Knapdale – One of Scotland’s National Scenic Areas
          • Cycling to Scotland’s best-loved towns including Fort William and Fort Augustus
          Photo Highlights Dates
          Guided
          $300 OFF
          Guided
          Chile

          Patagonia - Carretera Austral

          Guided Bike Tour

          Duration

          15 days

          Prices from

          $7,590 P.P.
          View Reviews
          8
          1
          2
          3
          4
          5
          Grade 4 : Active
          More Info BOOK NOW

          Patagonia - Carretera Austral

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          08/11/2026
          Fully Booked
          22/11/2026$7,590.00
          07/03/2027
          $300 OFF
          Guaranteed
          21/03/2027$7,590.00
          07/11/2027
          $300 OFF
          21/11/2027$7,705.00
          05/03/202819/03/2028$7,705.00
          • Riding one of the world’s classic cycling routes
          • Enjoying a rest day in Coyhaique
          • Lake Carrera’s spectacular ‘marble cathedral’
          • True wilderness biking
          • Relaxing in the thermal waters of Puyuhuapi Eco-Lodge
          Photo Highlights Dates
          Guided
          $150 OFF
          Guided
          France

          Alps - Mont Ventoux to Alpe d'Huez

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $3,850 P.P.
          View Reviews
          8
          1
          2
          3
          4
          5
          Grade 4: Challenging
          More Info BOOK NOW

          Alps - Mont Ventoux to Alpe d'Huez

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          26/06/2027
          $150 OFF
          03/07/2027$3,850.00
          24/07/2027
          $150 OFF
          31/07/2027$3,850.00
          • Legendary Tour de France challenges every day
          • ‘Warming up’ on Mont Ventoux, the ‘Giant of Provence’
          • Blue skies, fresh air and snow-capped peaks
          • ‘Top of the world’ sensations on the summit of the Izoard
          • Ticking off lots of Tour de France classics
          • Riding through Provençal lavender flelds, synonymous with the region
          • The final challenge of the legendary Alpe d‘Huez
          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
          Guided
          $125 OFF
          Guided
          Spain

          Andalucia - Costa de la Luz and Ancient Cadiz

          Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

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

          Andalucia - Costa de la Luz and Ancient Cadiz

          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.
          17/10/2026
          Fully Booked
          24/10/2026$3,280.00
          20/10/2026
          Last Spaces
          27/10/2026$3,280.00
          30/03/2027
          $125 OFF
          06/04/2027$3,325.00
          06/06/2027
          $125 OFF
          13/06/2027$3,325.00
          19/09/2027
          $125 OFF
          26/09/2027$3,325.00
          • Exploring the endless coastal trails surrounding Tarifa
          • Indulging in delicious, freshly-caught seafood in Sanlucar
          • Savouring a glass of sherry in a historic bodega within the Sherry Triangle
          • Immersing ourselves in true Andalucian culture and enjoying some Flamenco
          • Riding along the peaceful, traffic-free EuroVelo routes
          • Experiencing the lively, vibrant town of Tarifa, the gateway to two continents
          Photo Highlights Dates
          Guided
          $125 OFF
          Guided
          Scotland

          Scotland - Highlands Coast to Coast

          Guided Mountain Bike Tour

          Duration

          7 days

          Prices from

          $2,950 P.P.
          View Reviews
          15
          1
          2
          3
          4
          5
          Grade 4 : Challenging
          More Info BOOK NOW

          Scotland - Highlands Coast to Coast

          Guided Mountain Bike Tour

          E-MTB HIRE AVAILABLE

          This tour is great fun on a regular mountain bike or an e-mountain bike and you can choose to hire either when you book your holiday with us! If you’re an experienced rider, you can choose one of our quality e-mountain hire bikes and experience the buzz of a pedal-assisted ride. Select your e-MTB hire when you book a tour with us. Bear in mind that the pace will be set to riders with a regular mountain bike.

          Start DateEnd DatePrice p.p.
          20/06/2027
          $125 OFF
          26/06/2027$2,950.00
          05/09/2027
          $125 OFF
          11/09/2027$2,950.00
          • True wilderness mountain biking in awesome scenery
          • Mix of great biking trails across the Highlands
          • The views from the top of the Corrieyairack Pass
          • Rolling into Fort Augustus along the Caledonian Canal
          • Choosing your daily Highland single malt
          • Blasting down Mount Keen to Glen Esk
          Photo Highlights Dates
          Guided
          $125 OFF
          Guided
          Italy

          Sardinia - Island Flavours

          Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $2,850 P.P.
          View Reviews
          6
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Sardinia - Island Flavours

          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.
          10/10/2026
          Fully Booked
          17/10/2026$2,850.00
          17/04/2027
          $125 OFF
          24/04/2027$2,995.00
          01/05/2027
          $125 OFF
          08/05/2027$2,995.00
          11/09/2027
          $125 OFF
          18/09/2027$2,995.00
          09/10/2027
          $125 OFF
          16/10/2027$2,995.00
          • Checking out the UNESCO heritage site of Barumini Nuraghe
          • Enjoying the long descent to Fluminimaggiore and Masua
          • Sampling local specialties at Carloforte, on St Pietro island
          • Riding along the Nebida coastline and marvelling at the view of Pan di Zucchero
          • Experiencing the friendliness and hospitality of the Sardinian people
          • Discovering the white beaches along the south-west coastal road
          Photo Highlights Dates
          Guided
          $400 OFF
          Guided
          Japan

          Shimanami Kaido, Shikoku & Kyoto

          Guided Road Bike Tour

          Duration

          15 days

          Prices from

          $11,135 P.P.
          View Reviews
          1
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Shimanami Kaido, Shikoku & Kyoto

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          24/10/2026
          Last Spaces
          07/11/2026$11,135.00
          08/05/2027
          $400 OFF
          22/05/2027$11,135.00
          20/10/2027
          $400 OFF
          03/11/2027$11,135.00
          • Riding across the famous Shimanami Kaido cycling bridges
          • Traversing Shikoku’s quiet mountain roads and rolling coastline
          • Experiencing traditional Japanese cuisine, accommodations, and hospitality
          • Reaching Cape Ashizuri, the southernmost tip of Shikoku Island
          • Descending to the banks of the Shimanto River, one of Japan’s last unspoilt waterways
          • Passing through the magnificent Oboke and Koboke Gorges
          • Exploring Kyoto, Japan’s beautiful and historic cultural capital
          Photo Highlights Dates
          Guided
          $125 OFF
          Guided
          Italy

          Coast to Coast - Puglia to Cilento

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

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

          Coast to Coast - Puglia to Cilento

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          17/04/2027
          $125 OFF
          24/04/2027$3,135.00
          25/04/2027
          $125 OFF
          02/05/2027$3,135.00
          26/09/2027
          $125 OFF
          03/10/2027$3,135.00
          • An epic coast to coast journey through southern Italy riding from the Adriatic coast to the Tyrrhenian Sea
          • Exploring the UNESCO World Heritage sites of Alberobello, Matera, Padula and Paestum
          • Losing ourselves in the labyrinthic white washed alleyways of Noci and Tricarico
          • Climbing the hills of little-known Basilicata, to the hill-top villages of Castelmezzano, Calvello and Marsico Vetere
          • Cycling through the Dolomiti Lucane, southern Italy’s lesser-known Dolomites
          • Enjoying the roller-coaster ride along the Cilento Coast from Palinuro to Paestum
          • Sampling southern Italy’s best food and wine
          Photo Highlights Dates
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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.

          Terms and Conditions

          1. For trips on offer, please quote code BN27 at the time of booking your trip. If booking online, please enter this into the ‘promo code’ box. Your discount will then be applied once your booking has been confirmed by our team.

          2. This offer cannot be used in conjunction with Loyalty Discounts or child discounts.

          3. Valid on selected 2027 trips departing on selected holidays. Please see the holiday Dates & Prices section for details. The offer is only valid for bookings made between 01 October and 31 October 2026. The offer cannot be backdated. 

          4. Only valid for bookings made directly with Saddle Skedaddle.

          5. Tailor Made trips are excluded from this offer.

          6. This offer can only be applied to the standard land-only price and cannot be applied to pre or post-trip trip extensions, trip insurance, single supplements, bike hire or optional activity costs.

          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
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          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
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          News, Reviews & Stories

          winter cycling in costa rica - two cyclists admiring the tropical view

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          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
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          Cycling in Andalucia

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          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
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          Cycle route in Dumfries and Galloway

          Skedaddle guide to the best cycle routes in Dumfries and Galloway

          Dave Shuttle, UK Route Developer and Guide, talks us through our cycle routes in Dumfries and Galloway and why our newest leisure cycling holiday should be on your wish list for next year.   Over the years, Dave has guided and scouted multiple cycling routes in Scotland, so who better to give us a breakdown ...

          Dave Shuttle - UK Product Lead at Saddle Skedaddle
          Dave Shuttle
          September 21, 2026

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