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          Extend your Summer of Cycling

          We found 19 Holidays in your search for:

          Destinations (74)
          Types of Cycling / Grades (1)
          Departure Month

          2026

          2027

          2028

          Level of Support

          We found 19 Holidays in your search for:

          Select Order Order By
          Destinations (74)
          Types of Cycling / Grades (1)
          Departure Month

          2026

          2027

          2028

          Level of Support

          Not ready to put your bike away just yet? Extend your summer of cycling with a late-season escape. If you're looking for a bike tour in late August, September or October, you're in the right place. 

          As the peak holiday season comes to an end, it's the perfect time to enjoy quieter roads and trails, fewer crowds and more comfortable temperatures. Across much of Southern Europe, warm sunshine lingers well into fall, whilst September in the UK is one of the very best times to ride, plus our most popular month for departures. 

          Whether you're looking for one last escape before winter or simply want to make the most of the cycling season, explore our late summer and fall bike tours. Many departures are filling up fast, so don't miss your chance to enjoy one more unforgettable cycling adventure this year!

          • All Cycling Holidays
          • All Road Cycling Tours
          • POPULAR GROUP DEPARTURES

          Page 1 of 2

          Select Order Order By
          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.
          30/08/2026
          Last Spaces
          19/09/2026$7,420.00
          08/05/202728/05/2027$7,650.00
          28/08/202717/09/2027$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
          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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          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Atlantic Escape

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          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
          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.
          07/09/2026
          Guaranteed
          26/09/2026$8,420.00
          25/05/202713/06/2027$8,680.00
          06/09/202725/09/2027$8,680.00
          • 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
          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
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          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.
          11/07/2026
          Last Spaces
          01/08/2026$6,995.00
          05/09/2026
          Last Spaces
          26/09/2026$6,995.00
          08/05/202729/05/2027$7,205.00
          05/06/202726/06/2027$7,205.00
          03/07/202724/07/2027$7,205.00
          31/07/202721/08/2027$7,205.00
          • 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
          Italy

          Alps and Dolomites - Giants of the Giro

          Guided Road Bike Tour

          Duration

          9 days

          Prices from

          $3,565 P.P.
          View Reviews
          17
          1
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          3
          4
          5
          Grade 4 - 5
          More Info BOOK NOW

          Alps and Dolomites - Giants of the Giro

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          25/07/2026
          Guaranteed
          02/08/2026$3,565.00
          22/08/2026
          Guaranteed
          30/08/2026$3,565.00
          17/07/202725/07/2027$3,710.00
          21/08/202729/08/2027$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
          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.
          29/08/2026
          Guaranteed
          19/09/2026$7,850.00
          24/04/202715/05/2027$8,080.00
          28/08/202718/09/2027$8,080.00
          • 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
          Spain

          Bilbao to Barcelona

          Guided Road Bike Tour

          Duration

          10 days

          Prices from

          $4,280 P.P.
          View Reviews
          2
          1
          2
          3
          4
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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.
          03/09/2026
          Last Spaces
          12/09/2026$4,280.00
          24/09/2026
          Last Spaces
          03/10/2026$4,280.00
          12/05/202721/05/2027$4,410.00
          03/09/202712/09/2027$4,410.00
          25/09/202704/10/2027$4,410.00
          • 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
          Scotland

          Scotland - Tour d'Ecosse

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $2,650 P.P.
          View Reviews
          6
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Scotland - Tour d'Ecosse

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          04/07/2026
          Fully Booked
          11/07/2026$2,650.00
          08/08/2026
          Last Spaces
          15/08/2026$2,650.00
          05/09/2026
          Last Spaces
          12/09/2026$2,650.00
          08/05/202715/05/2027$2,750.00
          26/06/202703/07/2027$2,750.00
          07/08/202714/08/2027$2,750.00
          04/09/202711/09/2027$2,750.00
          • Quiet single-track roads for miles on end
          • Bealach Na Ba – the greatest road ascent in the UK
          • Feasting on fresh seafood after a day in the saddle
          • Stunning views out over the Isle of Skye
          • Cycling the peaceful lochside roads
          • The swooping coastal road from Ullapool to Kinlochewe
          Photo Highlights Dates
          Guided
          Guided
          France

          Corsica - The Beautiful Isle

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $3,425 P.P.
          View Reviews
          4
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Corsica - The Beautiful Isle

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          12/09/2026
          Guaranteed
          19/09/2026$3,425.00
          15/05/202722/05/2027$3,565.00
          18/09/202725/09/2027$3,565.00
          • One of the most dramatic coastal rides in Europe
          • The descent through the Scala di Santa Regina between the Col de Vergio and Corte
          • Chestnut beers all round in Corte, the ancient and rustic mountain capital
          • Mouthwatering local cuisine, charcuterie and cheeses
          • The Castagniccia – Corsica’s most unspoiled region of chestnut forest, wild boar and traditional rural villages
          Photo Highlights Dates
          Guided
          Guided
          Italy

          NEW! - Piedmont - La Strada del Vino

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

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

          NEW! - Piedmont - La Strada del Vino

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          12/09/202619/09/2026$2,850.00
          01/05/202708/05/2027$2,965.00
          05/06/202712/06/2027$2,965.00
          25/09/202702/10/2027$2,965.00
          • Cycling through rolling hills terraced with vineyards and quaint medieval villages
          • Capturing beautiful views that stretch as far as the Alps
          • Admiring castle topped villages which lend a historic romantic feel to the area
          • Tasting some of the best wines in Italy in the regions they are produced; Barolo, Barbaresco and Asti
          • Feasting on some of the best regional food in Italy, including truffles, cheeses and hazelnut Gianduia chocolates!
          Photo Highlights Dates
          • 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
          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

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