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          Road Cycling Journeys

          We found 19 Holidays in your search for:

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

          2025

          2026

          2027

          Level of Support

          We found 19 Holidays in your search for:

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

          2025

          2026

          2027

          Level of Support

          Our road cycling journeys are designed to bring together two of our favourite loves; cycling and travelling. These journeys have been tailor-made to maximise your cycling experience whilst also feeding your travel bug, visiting multiple locations and seeing all the sights.

          Find out more about our road cycling journeys and how you can join in below.

          • All Cycling Holidays
          • All Road Cycling Tours
          • Place To Place Journeys

          Page 1 of 2

          Select Order Order By
          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
          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
          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
          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
          Self-Guided
          Self-Guided
          Italy

          Sardinia - Coast to Coast

          Self-Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $2,280 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

          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 Sept

          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
          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
          Italy

          Grand Traverse Explorer - South to North

          Guided Road Bike Tour

          Duration

          22 days

          Prices from

          $7,850 P.P.
          View Reviews
          5
          1
          2
          3
          4
          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Grand Traverse Explorer - South to North

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          25/04/202616/05/2026$7,850.00
          29/08/2026
          Guaranteed
          19/09/2026$7,850.00
          • Riding up 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: Lecce, Assisi, Siena, Venice
          • 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 from the most south-easterly point of the heel of Italy up to Venice, having ridden nearly 1,100 miles and climbed almost 22,000 metres!
          Photo Highlights Dates
          Guided
          Guided
          Portugal

          Atlantic Escape

          Guided Road Bike Tour

          Duration

          10 days

          Prices from

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

          Atlantic Escape

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          01/11/2025
          Guaranteed
          10/11/2025$3,995.00
          25/04/202604/05/2026$4,135.00
          31/10/202609/11/2026$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

          Bilbao to Barcelona

          Guided Road Bike Tour

          Duration

          10 days

          Prices from

          $4,210 P.P.
          View Reviews
          2
          1
          2
          3
          4
          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Bilbao to Barcelona

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          06/05/2026
          Fully Booked
          15/05/2026$4,210.00
          03/09/202612/09/2026$4,210.00
          24/09/2026
          Guaranteed
          03/10/2026$4,210.00
          • 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

          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
          • 1
          • 2
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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

          News, Reviews & Stories

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          We caught up with Dominic, Cycling Development Manager at North York Moors National Park on what makes this cycling route special.

          Gravel Riding in Scotland

          A quick guide to our two Scotland gravel tours...

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