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    • NEW! - Scotland - The Heart of Galloway
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          Small Group Road Cycling Tours

          We found 38 Holidays in your search for:

          Destinations (75)
          Types of Cycling / Grades (1)
          Departure Month

          2026

          2027

          2028

          Level of Support

          We found 38 Holidays in your search for:

          Select Order Order By
          Destinations (75)
          Types of Cycling / Grades (1)
          Departure Month

          2026

          2027

          2028

          Level of Support

          Join a peloton of like-minded riders on a small group tour with Skedaddle! Our group road cycling tours welcome everyone from solo travellers to groups of friends. You’ll love the fun and camaraderie as you ride along some of the world’s most beautiful roads.

          Our experienced guides and tour leaders are here to make sure every pedal stroke of your holiday runs like clockwork, plus you’ll have the back-up of a support vehicle to assist with mechanical issues and extra supplies. We’ll also arrange your luggage transfers and accommodation so all you need to worry about is focusing on tackling that next climb and taking in the gorgeous scenery as you ride. 

          • All Cycling Holidays
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          • SMALL GROUP CYCLING TOURS

          Page 2 of 4

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          Guided
          $150 OFF
          Guided
          Portugal

          Vineyards of the Douro Valley

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

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

          Vineyards of the Douro Valley

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          17/10/2026
          Last Spaces
          24/10/2026$3,850.00
          17/04/2027
          $150 OFF
          24/04/2027$3,850.00
          09/10/2027
          $150 OFF
          16/10/2027$3,850.00
          • Riding along the Douro river through immense vineyards surrounded by terraced slopes
          • Staying in carefully selected accommodations, with opportunities to visit Port wine cellars and taste local wines along the way.
          • Riding on the N222 in the heart of the Alto Douro, considered one of the most beautiful roads in the world, with its jaw dropping scenery
          • The historic fortified village of Almeida
          • Tackling the dramatic climb to the summit of Torre in the Serra da Estrela, the highest point of mainland Portugal
          • The final hotel at Unhais da Serra, an unexpected oasis at the end of the trip
          Photo Highlights Dates
          Guided
          Guided
          Portugal

          Atlantic Escape

          Guided Road Bike Tour

          Duration

          10 days

          Prices from

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

          Atlantic Escape

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          31/10/2026
          Contact Us
          09/11/2026$4,135.00
          01/05/202710/05/2027$4,135.00
          23/10/202701/11/2027$4,135.00
          • Stunning Sintra and its sunsets
          • The lovely fishing village of Nazare
          • Incredible accommodation in 4 star hotels each night
          • Views from the Arrabida mountains
          • Coastal riding and beautiful beaches
          • Reaching mainland Europe’s most southwesterly point by bike!
          Photo Highlights Dates
          Guided
          Guided
          Spain

          La Rioja - Ruta del Vino

          Guided Road Bike Tour

          Duration

          7 days

          Prices from

          $3,350 P.P.
          View Reviews
          8
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          5
          Grade 3: Moderate
          More Info BOOK NOW

          La Rioja - Ruta del Vino

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          07/06/202713/06/2027$3,350.00
          16/09/202722/09/2027$3,350.00
          • Staying at the fantastic San Millan de la Cogolla monastery, a World Heritage Site.
          • Cycling high along the limestone cliffs of the Sierra de Cantabria
          • Enjoying the atmospheric, medieval towns of Ezacary and Laguardia
          • Wine tasting in a Riojan bodega (or two!)
          • Cycling through Mediterranean forests, along mountainsides and through endless vineyards
          • Rolling along the Rio Ebro into Logroño for an authentic slice of tapas heaven in Calle Laurel
          Photo Highlights Dates
          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
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          2
          3
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          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
          Guided
          $200 OFF
          Guided
          Spain

          Bilbao to Barcelona

          Guided Road Bike Tour

          Duration

          10 days

          Prices from

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

          Bilbao to Barcelona

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          12/05/2027
          $200 OFF
          21/05/2027$4,280.00
          03/09/2027
          $200 OFF
          12/09/2027$4,280.00
          25/09/2027
          $200 OFF
          04/10/2027$4,280.00
          • An epic coast to coast adventure – riding all the way from the Atlantic to the Med under your own steam
          • Cycling with the impressive back-drop of the Pyrenees by your side
          • Dining each evening on rustic Spanish mountain cuisine
          • The striking pink granite of the Parc Natural de Montserrat
          • Dramatic castles, forts and monasteries perched on every hilltop
          • Seeing Barcelona stretched out in front of you, with the sea beyond
          Photo Highlights Dates
          Guided
          Guided
          Spain

          Roads of Ronda

          Guided Road Bike Tour

          Duration

          7 days

          Prices from

          $3,035 P.P.
          View Reviews
          8
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          Grade 3: Moderate
          More Info BOOK NOW

          Roads of Ronda

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          08/11/2026
          Last Spaces
          14/11/2026$3,035.00
          • Staying in the quintessentially Spanish town of Old Ronda
          • Cycling through the rugged, ‘bandit country’ of the Sierra de las Nieves
          • Climbing the 1,200m up ‘The Colossus’
          • The seemingly never-ending descent down to the fine sands of Estepona
          • Taking a refreshing post ride dip in the Med
          • Tasty tapas and sunset sangrias
          Photo Highlights Dates
          Guided
          Guided
          Spain

          Bilbao to Santiago

          Guided Road Bike Tour

          Duration

          11 days

          Prices from

          $4,710 P.P.
          View Reviews
          6
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          Grade 3: Moderate
          More Info BOOK NOW

          Bilbao to Santiago

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          26/06/202706/07/2027$4,710.00
          05/09/202715/09/2027$4,710.00
          • Riding along the stunning and dramatic Cantabrian coastline
          • Enjoying a fabulous seafood platter in San Vicente de Barquera
          • Pouring cider in the old town of Oviedo
          • Arriving at the roof of the ‘Camino Primitivo‘, Puerto Palo
          • Cycling through beautiful, rural, enchanting Galicia to arrive in historical Santiago to collect a pilgrims’ certificate
          • The arrival at ‘the end of the world’ and awesome Cape Finisterre
          Photo Highlights Dates
          Guided
          $125 OFF
          Guided
          Spain

          Sierra Nevada and Granada

          Guided Road Bike Tour

          Duration

          7 days

          Prices from

          $2,835 P.P.
          View Reviews
          2
          1
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          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Sierra Nevada and Granada

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          18/10/2026
          Guaranteed
          24/10/2026$2,835.00
          03/05/2027
          $125 OFF
          09/05/2027$2,850.00
          16/10/2027
          $125 OFF
          22/10/2027$2,850.00
          • Checking out the white mountain villages of the Alpujarras
          • A night in a luxurious cave house in Guadix
          • The Sierra Nevada Challenge – riding to the roof of Spain
          • The classic Vuelta ride over the Puerto de la Ragua
          • Tasty tapas and sunset sangrias
          • The descent to Granada and its amazing Alhambra Palace
          Photo Highlights Dates
          Guided
          $250 OFF
          Guided
          Spain

          Basque Country to Andalucia Classic - North to South

          Guided Road Bike Tour

          Duration

          16 days

          Prices from

          $5,850 P.P.
          View Reviews
          21
          1
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          3
          4
          5
          Grade 4: Challenging
          More Info BOOK NOW

          Basque Country to Andalucia Classic - North to South

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          11/04/2027
          $250 OFF
          26/04/2027$5,850.00
          25/09/2027
          $250 OFF
          10/10/2027$5,850.00
          • Cycling through the varied beauty of 14 national parks
          • Delicious regional dishes which change from day to day as you traverse the entire country
          • Crossing the granite Guadarrama and Gredos mountain ranges as you move from the north to the south of the country
          • Views over the Straits of Gibraltar to Morocco
          • The beautiful towns of San Sebastian, Guadaloupe and Ronda
          • The satisfaction of arriving in to Tarifa with over 1,000 miles of Spanish roads having passed beneath your wheels
          Photo Highlights Dates
          Guided
          $300 OFF
          Guided
          Spain

          Basque Country to Andalucia Explorer - North to South

          Guided Road Bike Tour

          Duration

          21 days

          Prices from

          $7,650 P.P.
          View Reviews
          2
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Basque Country to Andalucia Explorer - North to South

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          08/05/2027
          $300 OFF
          28/05/2027$7,650.00
          28/08/2027
          $300 OFF
          17/09/2027$7,650.00
          • Starting in style with a Pintxos tour in elegant San Sebastian
          • Cycling through the vineyards & dramatic mountains of Rioja
          • Spending an evening in the Monastery of Valvanera
          • Seduced by Segovia with its castle and cathedral
          • Descending from the Sierras to the charming beauty of Cordoba
          • Finishing your ride in style at the fun loving city of Malaga
          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.

          Quote
          100% perfection from Saddle Skedaddle on a recent road tour. Amazing route, exceptional accommodation, brilliant guides, quality hire bikes.....11 out of 10!
          Andy - Puglia to Cilento
          Quote
          All queries were replied almost immediately! Well done, Skedaddle, you have provided good consultant, good tour leader and good technical assistant.
          Sin Siew Tag, UK - Land's End to John O'Groats
          Quote
          This trip had something for everybody! The crew were fantastic, they were a vital part of the trip. The rest was the magic of Italy.
          Nigel, Italy - Grand Traverse
          Quote
          A fantastic journey of a lifetime led by excellent guides. Loved the Gorge du Verdon - tremendous climb and stupendous view.
          Miles, France - St Malo to Nice
          Quote
          I was the least experienced in the group - but was made to feel very comfortable and given lots of instruction and help.
          Catharine, France - Le Ventoux a Velo
          Quote
          The trip was amazing and exceeded my expectations. The route was spectacular and well thought, a perfect mix of challenges and easier days to cater for different abilities, levels of fitness and recovery times, without ever being boring.
          Lisa - Colombia Emerald Mountains
          Next

          News, Reviews & Stories

          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
          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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