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            Iconic Journeys

            We found 13 Holidays in your search for:

            Destinations (72)
            Types of Cycling / Grades (7)
            Departure Month

            2025

            2026

            2027

            Level of Support

            We found 13 Holidays in your search for:

            Select Order Order By
            Destinations (72)
            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 1 of 2

            Select Order Order By
            Guided
            Guided
            Czech Republic, Austria, Slovenia & Italy

            NEW! Prague to Venice

            Guided Road Bike Tour

            Duration

            21 days

            Prices from

            $7,455 P.P.
            1
            2
            3
            4
            5
            Grade 3: Moderate
            More Info BOOK NOW

            NEW! Prague to Venice

            Guided Road Bike Tour

            Start DateEnd DatePrice p.p.
            05/07/2025
            Last Spaces
            25/07/2025$7,455.00
            06/06/2026
            Last Spaces
            26/06/2026$7,835.00
            04/07/2026
            Fully Booked
            24/07/2026$7,835.00
            01/08/2026
            Last Spaces
            21/08/2026$7,835.00
            • A journey from Central Europe to the Mediterranean through four European countries
            • Visit the vibrant capitals of Prague, Vienna and Ljubljana
            • Learn about the historical Central European regions of Bohemia and Styria
            • Explore the UNESCO World Heritage sites of Prague, Cesky Krumlov, Vienna, Graz, and Venice
            • Have a well deserved end-of-ride pilsner seated in the village square of a little Bohemian village
            • Enjoy quiet countryside roads with sweeping views all the way from Prague to Vienna
            • Staying in quality accommodation, with warm traditional hospitality
            • Feast on the traditional dishes, desserts and drinks of the Czech, Austrian and Slovenian cuisine.
            Photo Highlights Dates
            Guided
            Guided
            France

            St Malo to Nice Classic

            Guided Road Bike Tour

            Duration

            15 days

            Prices from

            $5,695 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

            Start DateEnd DatePrice p.p.
            * 15/06/2025
            Guaranteed
            29/06/2025$5,695.00
            06/09/202520/09/2025$5,695.00
            12/06/202626/06/2026$5,965.00
            04/09/202618/09/2026$5,965.00
            • 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
            United Kingdom

            Land's End to John O'Groats Classic

            Guided Road Bike Tour

            Duration

            16 days

            Prices from

            $4,610 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

            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.
            24/05/2025
            Contact Us
            08/06/2025$4,610.00
            * 23/08/2025
            Guaranteed
            07/09/2025$4,610.00
            23/05/202607/06/2026$4,840.00
            22/08/202606/09/2026$4,840.00
            • 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
            Spain

            Basque Country to Andalucia Classic - North to South

            Guided Road Bike Tour

            Duration

            16 days

            Prices from

            $5,610 P.P.
            View Reviews
            21
            1
            2
            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.
            28/09/2025
            Last Spaces
            13/10/2025$5,610.00
            • 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
            Guided
            United Kingdom

            NEW! Land's End to John O'Groats Explorer

            Guided Electric Bike Tour

            Duration

            22 days

            Prices from

            $6,575 P.P.
            View Reviews
            5
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            NEW! Land's End to John O'Groats Explorer

            Guided Electric Bike Tour

            E-BIKE HOLIDAY

            This holiday has been designed as an e-bike tour allowing you to experience more on two wheels whilst riding with like-minded Skedaddlers. Confident cyclists will enjoy the boost from a battery for those cheeky climbs and longer distances. With less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities. Remember to select your e-bike hire when you book your holiday with us.

            Start DateEnd DatePrice p.p.
            * 21/06/2025
            Last Spaces
            12/07/2025$6,575.00
            18/04/202609/05/2026$6,915.00
            20/06/202611/07/2026$6,915.00
            • 3 countries in 19 days of riding
            • 1,000 miles of Britain at its best – Riding an e-bike the length of Britain from toe to tip and declaring yourself an ‘End to Ender’
            • Cornish pasties to haggis and everything in between
            • Experiencing the regional changes in tradition, culture and accents as you progress from county to county
            • Enjoying spectacular scenery from Cheddar Gorge to the Cairngorms
            Photo Highlights Dates
            Guided
            Guided
            Italy

            Grand Traverse Classic - North to South

            Guided Road Bike Tour

            Duration

            17 days

            Prices from

            $5,965 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.
            22/05/2025
            Contact Us
            07/06/2025$5,965.00
            25/09/2025
            Last Spaces
            11/10/2025$5,965.00
            21/05/202606/06/2026$6,265.00
            24/09/202610/10/2026$6,265.00
            • 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
            Spain

            Ruta de la Plata - Seville to Santiago

            Guided Gravel Riding Tour

            Duration

            16 days

            Prices from

            $5,965 P.P.
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Chellenging
            More Info BOOK NOW

            Ruta de la Plata - Seville to Santiago

            Guided Gravel Riding Tour

            Start DateEnd DatePrice p.p.
            05/10/202520/10/2025$5,965.00
            • Biking through 4 diverse regions and 7 provinces of Spain
            • Delicious, regional cuisine
            • Sampling a diverse range of trails and paths
            • Exploring historic Roman roads and viaducts
            • 1,000km of challenging linear riding through ever changing landscapes
            • Crossing high passes and endless thrilling descents
            • Arriving in the beautiful Santiago de Compostela at the end of our journey
            Photo Highlights Dates
            Guided
            Guided
            United Kingdom

            Land's End to John O'Groats Explorer

            Guided Road Bike Tour

            Duration

            22 days

            Prices from

            $6,575 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.
            * 07/06/2025
            Last Spaces
            28/06/2025$6,575.00
            12/07/2025
            Last Spaces
            02/08/2025$6,575.00
            * 26/07/2025
            Guaranteed
            16/08/2025$6,575.00
            06/09/2025
            Last Spaces
            27/09/2025$6,575.00
            09/05/202630/05/2026$6,915.00
            11/07/202601/08/2026$6,915.00
            05/09/202626/09/2026$6,915.00
            • 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

            Bilbao to Santiago

            Guided Road Bike Tour

            Duration

            11 days

            Prices from

            $4,175 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.
            29/06/2025
            Contact Us
            09/07/2025$4,175.00
            * 31/08/2025
            Guaranteed
            10/09/2025$4,175.00
            • 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
            France

            St Malo to Nice Explorer

            Guided Road Bike Tour

            Duration

            20 days

            Prices from

            $7,770 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.
            * 12/08/202531/08/2025$7,770.00
            11/05/202630/05/2026$8,135.00
            • 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
            • 1
            • 2
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            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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