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          Iconic Journeys

          We found 14 Holidays in your search for:

          Destinations (74)
          Types of Cycling / Grades (7)
          Departure Month

          2025

          2026

          2027

          Level of Support

          We found 14 Holidays in your search for:

          Select Order Order By
          Destinations (74)
          Types of Cycling / Grades (7)
          Departure Month

          2025

          2026

          2027

          Level of Support

          Is there anything more satisfying as a cyclist than riding the length or breadth of an entire country? Land's End to John O'Groats or "LEJOG" needs no introduction as an iconic end-to-end tour in the UK but what about elsewhere? After creating our first LEJOG tour in 2006, we set our sights further afield, riding 950 miles from the shores of St Malo to Nice on the glamorous French Riviera. Before long, we had pedalled the backbone of Italy, cycled the length of Spain by road and gravel bike, and traversed coast to coast all the way from Bilbao to Barcelona!

          We've spent years perfecting our Iconic Journeys, and with expert guides and logistics all taken care of, all you need to do is turn up and enjoy the thrill of completing such an impressive journey on two wheels. Our Iconic Journeys are amongst our most popular cycling tours and often sell out each year so whether you choose one of our shorter 10-day itineraries, a classic two-week tour or a longer three-week, you’ll want to book as early as possible.

          • All Cycling Holidays
          • Iconic Journeys

          Page 2 of 2

          Select Order Order By
          Guided
          Guided
          France

          St Malo to Nice Explorer

          Guided Road Bike Tour

          Duration

          20 days

          Prices from

          $8,420 P.P.
          View Reviews
          19
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          St Malo to Nice Explorer

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          11/05/2026
          Guaranteed
          30/05/2026$8,420.00
          07/09/202626/09/2026$8,420.00
          • 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
          • Meandering along the Loire, Dordogne and Rhône rivers
          • Riding through vineyards of Chateauneuf-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
          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

          Basque Country to Andalucia Explorer - North to South

          Guided Road Bike Tour

          Duration

          21 days

          Prices from

          $7,420 P.P.
          View Reviews
          1
          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.
          10/05/202630/05/2026$7,420.00
          30/08/2026
          Guaranteed
          19/09/2026$7,420.00
          • 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
          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

          EARLY SEASON SAVINGS

          Save $300 when you book our tour departing 25 April 2026. Book before 9 January and enter promo code EARLY26. Your discount will be applied once your booking is confirmed. Ts and Cs apply.

          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
          • Previous page
          • 1
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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
          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
          One of the very best trips! The kindness and professionalism of the lead guide and his locally based colleagues was outstanding in every respect.
          Brenda, Italy - Dolomites of Brenta, Guided Mountain Bike Holiday
          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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