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          2021 Road Cycling Group Tours

          We found 34 Holidays in your search for:

          Destinations (73)
          Types of Cycling / Grades (1)
          Departure Month

          2025

          2026

          2027

          Level of Support

          We found 34 Holidays in your search for:

          Select Order Order By
          Destinations (73)
          Types of Cycling / Grades (1)
          Departure Month

          2025

          2026

          2027

          Level of Support

          Browse our various tours below and register your interest for your next road cycling adventure in 2021. By doing so, you’ll avoid any price increases if you pay your deposit before 01 December! To redeem this offer and register your interest, simply fill in the dedicated form on the tour page you are interested in before the 31 July. For more information, read our terms and conditions. 

          • All Cycling Holidays
          • All Road Cycling Tours
          • 2021 Road Cycling Group Tours

          Page 3 of 4

          Select Order Order By
          Guided
          Guided
          Italy

          Grand Traverse Classic - North to South

          Guided Road Bike Tour

          Duration

          17 days

          Prices from

          $5,995 P.P.
          View Reviews
          9
          1
          2
          3
          4
          5
          Grade 4: Challenging
          More Info BOOK NOW

          Grand Traverse Classic - North to South

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          21/05/202606/06/2026$5,995.00
          24/09/202610/10/2026$5,995.00
          • Riding down the backbone of Italy on a stunning route which takes in some of the best road cycling that Italy has to offer
          • Cycling through 10 UNESCO World Heritage sites and 5 National Parks
          • Visiting some of the most important historical and artistic cities in Italy: Lucca, San Gimignano, Pienza, Assisi and Lecce
          • The camaraderie of your fellow cyclists who’ll be joining you on this incredible tour
          • Immersing yourself in Italian culture – meeting the friendly locals, experiencing delicious culinary specialties and tasting the wines of each region
          • Cycling to the most southerly point of Italy, having ridden nearly 1,100 miles and climbed over 21,000 metres!
          Photo Highlights Dates
          Guided
          Guided
          United Kingdom

          Land's End to John O'Groats Explorer

          Guided Road Bike Tour

          Duration

          22 days

          Prices from

          $6,995 P.P.
          View Reviews
          23
          1
          2
          3
          4
          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Land's End to John O'Groats Explorer

          Guided Road 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.
          09/05/2026
          Last Spaces
          30/05/2026$6,995.00
          06/06/202627/06/2026$6,995.00
          11/07/2026
          Guaranteed
          01/08/2026$6,995.00
          05/09/2026
          Guaranteed
          26/09/2026$6,995.00
          • Ride the length of Britain from toe to tip and declare yourself an ‘End to Ender’
          • Experience the regional changes in tradition, culture and accents as you progress from county to county
          • Enjoy spectacular scenery from Cheddar Gorge to the Cairngorms
          • 3 countries in 19 days of riding
          • 1,000 miles of Britain at its best
          • Cornish pasties to haggis and everything in between
          Photo Highlights Dates
          Guided
          Guided
          Spain

          La Rioja - Ruta del Vino

          Guided Road Bike Tour

          Duration

          7 days

          Prices from

          $3,265 P.P.
          View Reviews
          8
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          La Rioja - Ruta del Vino

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          14/06/202620/06/2026$3,265.00
          27/09/202603/10/2026$3,265.00
          • 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
          Guided
          France

          St Malo to Nice Classic

          Guided Road Bike Tour

          Duration

          15 days

          Prices from

          $6,280 P.P.
          View Reviews
          15
          1
          2
          3
          4
          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          St Malo to Nice Classic

          Guided Road Bike Tour

          SAVE ON 2026 ESCAPES

          Save $250 on this holiday when you book before 10 November 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

          Start DateEnd DatePrice p.p.
          * 12/06/202626/06/2026$6,280.00
          * 14/08/202628/08/2026$6,280.00
          • Cycling along the Brittany coast with views out to the Abbey of Mont St Michel
          • Travelling under your own power all the way from the Channel to the Mediterranean
          • Following riverside roads along the Loire, Dordogne and the Rhône
          • Riding through the wine drenched Châteauneuf-du-Pape!
          • Riding through the lavender fields of Provence and winding your way through the Verdon Gorge
          • Descending to Nice to ride along the Promenade des Anglais like a Tour de France winner!
          Photo Highlights Dates
          Guided
          Guided
          Spain

          Bilbao to Santiago

          Guided Road Bike Tour

          Duration

          11 days

          Prices from

          $4,610 P.P.
          View Reviews
          4
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Bilbao to Santiago

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          28/06/202608/07/2026$4,610.00
          07/09/2026
          Last Spaces
          17/09/2026$4,610.00
          • 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
          Guided
          Italy

          Alps and Dolomites - Giants of the Giro

          Guided Road Bike Tour

          Duration

          9 days

          Prices from

          $3,710 P.P.
          View Reviews
          17
          1
          2
          3
          4
          5
          Grade 4 - 5
          More Info BOOK NOW

          Alps and Dolomites - Giants of the Giro

          Guided Road Bike Tour

          SAVE ON 2026 ESCAPES

          Save $125 on this holiday when you book before 10 November 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

          Start DateEnd DatePrice p.p.
          * 25/07/202602/08/2026$3,710.00
          * 22/08/202630/08/2026$3,710.00
          • Cycling through the best alpine and dolomite scenery of Italy
          • Climbing the iconic Mortirolo, Passo Gavia and Passo Stelvio of Giro d’Italia fame
          • Enjoying post-ride relaxation in typical chalet-style mountain hotels
          • Re-charging your energy levels every evening with tasty local fayre
          • Testing your legs and endurance on the final Monte Grappa climb
          • Enjoying an aperitif in the lively towns of San Pellegrino Terme, Bormio and Bassano del Grappa
          Photo Highlights Dates
          Guided
          Guided
          France

          Alps - Mont Ventoux to Alpe d'Huez

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $3,745 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

          SAVE ON 2026 ESCAPES

          Save $125 on this holiday when you book before 10 November 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

          Start DateEnd DatePrice p.p.
          * 14/06/202621/06/2026$3,745.00
          * 16/08/202623/08/2026$3,745.00
          • 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
          Guided
          Morocco

          Road Atlas

          Guided Road Bike Tour

          Duration

          10 days

          Prices from

          $2,525 P.P.
          View Reviews
          29
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Road Atlas

          Guided Road Bike Tour

          SAVE ON 2026 ESCAPES

          Save $125 on this holiday when you book before 10 November 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

           

          Start DateEnd DatePrice p.p.
          08/11/2025
          Fully Booked
          17/11/2025$2,525.00
          27/12/2025
          Fully Booked
          05/01/2026$2,525.00
          * 31/01/202609/02/2026$2,710.00
          * 07/11/202616/11/2026$2,710.00
          * 27/12/202605/01/2027$2,710.00
          30/01/202708/02/2027$2,850.00
          06/11/202715/11/2027$2,850.00
          27/12/202705/01/2028$2,850.00
          • The High Atlas mountain range
          • The outstanding Ounila Valley and Ait Benhaddou Kasbah
          • Exploring the surreal blue rocks of Tafraoute
          • The incredible 100km ride from Tafraoute towards the coast
          • Enjoying a cold beer on one of Morocco’s finest terraces at Immouzer
          • The sights, smells and sounds of the Marrakech souk
          • Starting and finishing in this years ‘Capital of Culture’ Marrakech
          Photo Highlights Dates
          Guided
          Guided
          United Kingdom

          Land's End to John O'Groats Classic

          Guided Road Bike Tour

          Duration

          16 days

          Prices from

          $4,710 P.P.
          View Reviews
          20
          1
          2
          3
          4
          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Land's End to John O'Groats Classic

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          23/05/2026
          Last Spaces
          07/06/2026$4,710.00
          22/08/202606/09/2026$4,710.00
          • Ride the length of Britain from toe to tip and declare yourself an ‘End to Ender’
          • Experience the regional changes in tradition, culture and accents as you progress from county to county
          • Enjoy spectacular scenery from Cheddar Gorge to the Cairngorms
          • 3 countries in 14 days of riding
          • 1,000 miles of Britain at its best
          • Cornish pasties to haggis and everything in between
          Photo Highlights Dates
          Guided
          Guided
          France

          Trans Pyrenees Challenge

          Guided Road Bike Tour

          Duration

          10 days

          Prices from

          $4,635 P.P.
          View Reviews
          8
          1
          2
          3
          4
          5
          Grade 4: Challenging
          More Info BOOK NOW

          Trans Pyrenees Challenge

          Guided Road Bike Tour

          SAVE ON 2026 ESCAPES

          Save $200 on this holiday when you book before 10 November 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

          Start DateEnd DatePrice p.p.
          * 02/07/202611/07/2026$4,635.00
          * 20/08/202629/08/2026$4,635.00
          • Riding the entire length of Europe’s most dramatic mountain range
          • Looking down on the switchbacks ahead from the summits of the Aspin and the Port de Pailhères
          • The breath-taking descent from the top of the Tourmalet
          • Fresh crepes and a coffee at the summit of Col de Peyresourde
          • Bathing tired legs in the outdoor thermal waters in Ax-les-Thermes
          • Fine Spanish food and wine in Bossost
          • A picnic and celebratory drinks on the beach by the Med
          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
          After over 40 tours with other operators, I was apprehensive about trying a new company, but have come away extremely pleased with Skedaddle!
          Bruce, Italy - Sardinian Mountains
          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
          Quite simply, there are not enough superlatives to describe how beautiful the Tuscan countryside and the accommodation chosen were!
          Robert, Italy - Tuscany Tourer
          Next

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