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          2021 Cycling Holiday Dates

          We found 121 Holidays in your search for:

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

          2025

          2026

          2027

          Level of Support

          We found 121 Holidays in your search for:

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

          2025

          2026

          2027

          Level of Support

          With 2020 in full swing and lots of travel uncertainty at the minute, we wanted  to get some of our 2021 dates launched accross our range to give you more options to choose from - and help inspire you during this difficult time! What better way to help you feel motivated than by getting some good times on the bikes booked in...

          • All Cycling Holidays
          • 2021 Cycling Holiday Dates

          Page 3 of 13

          Select Order Order By
          Guided
          Guided
          Costa Rica

          Ruta de los Volcanes

          Guided Road Bike Tour

          Duration

          13 days

          Prices from

          $6,135 P.P.
          View Reviews
          12
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Ruta de los Volcanes

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          22/12/2025
          Contact Us
          03/01/2026$6,135.00
          14/03/2026
          Guaranteed
          26/03/2026$6,135.00
          22/12/202603/01/2027$6,280.00
          13/03/202725/03/2027$6,320.00
          22/12/202703/01/2028$6,465.00
          • Spotting an unparalleled diversity of wildlife
          • Cycling in the shadow of palm trees along the Pacific coast
          • Breaking through the clouds as we cross Costa Rica’s central mountains
          • Enjoying volcanic vistas over a drink in La Fortuna
          • Watching the sun go down from Samara beach after a rewarding day in the saddle
          • The change in scenery on opposing sides of the continental divide
          Photo Highlights Dates
          Guided
          Guided
          France

          Haute Dordogne

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $3,750 P.P.
          View Reviews
          6
          1
          2
          3
          4
          5
          Grade 2 - 3: Gentle/Moderate
          More Info BOOK NOW

          Haute Dordogne

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          06/06/202613/06/2026$3,750.00
          05/09/202612/09/2026$3,750.00
          • Sampling a glass of red in Cahors – home of Malbec
          • Winding our way along the dramatic Vallée du Célé
          • Cycling along to the sound of cowbells near Velzic
          • Conquering the Pas de Peyrol and drinking in the views
          • Rocamadour and the descent from its lofty heights
          • Marvelling at the Massif Centrale as we cycle through its distinctive landscapes
          Photo Highlights Dates
          Guided
          Guided
          France

          Provence - Le Ventoux a Velo

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $3,810 P.P.
          View Reviews
          12
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Provence - Le Ventoux a Velo

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          13/06/202620/06/2026$3,810.00
          08/08/202615/08/2026$3,810.00
          • Exploring the world famous beauty of one of France’s most popular regions
          • Conquering Mont Ventoux – the mighty Géant de Provence
          • Stunning views of the turquoise waters of Lac de Sainte Croix
          • Riding the rim of the Gorge du Verdon, Europe’s very own Grand Canyon
          • The lavender fields of the Plateau de Valensole
          • Sipping on a cheeky post ride rosé in the sunshine
          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

          Start DateEnd DatePrice p.p.
          14/06/2026
          Guaranteed
          21/06/2026$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

          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
          Guided
          Guided
          France

          Pyrenees Fitness Week (Grade 2-3)

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $2,135 P.P.
          View Reviews
          5
          1
          2
          3
          4
          5
          Grade 2 - 3: Gentle/Moderate
          More Info BOOK NOW

          Pyrenees Fitness Week (Grade 2-3)

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          05/04/2026
          Last Spaces
          12/04/2026$2,135.00
          17/05/2026
          Guaranteed
          24/05/2026$2,135.00
          * 06/09/202613/09/2026$2,135.00
          20/09/202627/09/2026$2,135.00
          18/10/202625/10/2026$2,135.00
          • Spending your week in a period 16th century French house
          • Training on many of the climbs often used in Le Tour de France
          • Personalised training regime to suit your individual requirements by a ABCC qualified coach
          • Cycling through traffic-free rolling countryside, experiencing the beauty and tranquillity of rural France
          • Coming back to a home-cooked feast every evening, freshly prepared by your coach’s wife, Toni.
          • Sampling the delicious local wines of the region
          Photo Highlights Dates
          Guided
          Guided
          France

          Pyrenees Fitness Week (Grade 3-4)

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $2,135 P.P.
          View Reviews
          18
          1
          2
          3
          4
          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Pyrenees Fitness Week (Grade 3-4)

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          * 19/04/2026
          Guaranteed
          26/04/2026$2,135.00
          04/10/202611/10/2026$2,135.00
          • Spending your week in a period 16th century French house
          • Training on many of the climbs often used in Le Tour de France
          • Personalised training regime to suit your individual requirements by a ABCC qualified coach
          • Cycling through traffic free rolling countryside, experiencing the beauty and tranquility of rural France
          • Coming home to a home cooked feast every evening, freshly prepared by your coach’s wife, Toni
          • Sampling the delicious local wines of the region
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Sardinia - Coastal Explorer

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $3,035 P.P.
          View Reviews
          5
          1
          2
          3
          4
          5
          Grade 2 - 3: Gentle/Moderate
          More Info BOOK NOW

          Sardinia - Coastal Explorer

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          09/05/2026
          Guaranteed
          16/05/2026$3,035.00
          23/05/202630/05/2026$3,035.00
          19/09/2026
          Guaranteed
          26/09/2026$3,035.00
          10/10/202617/10/2026$3,035.00
          • Riding the stunning coastal road from Alghero to Bosa
          • The ride to Montiferru through its oak forest
          • Sampling delightful Sardinian foods with a vast variety of local wines
          • Enjoying the view of Pan di Zucchero on the Nebida coastal ride
          • Sweeping down the long descent to Fluminimaggiore and Masua
          • Glimpsing the white beaches which hug the south west coast road
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Tuscany - Giro della Toscana

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

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

          Tuscany - Giro della Toscana

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          02/05/202609/05/2026$2,995.00
          31/05/202607/06/2026$2,995.00
          29/08/202605/09/2026$2,995.00
          03/10/202610/10/2026$2,995.00
          • Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting along the way
          • Staying in quality accommodation, with fantastically warm hospitality
          • Easing along the rolling hills of the Colli Sienesi
          • Riding the stunning UNESCO heritage region of Val d’Orcia
          • Stopping off at the lovely San Gimignano and Montalcino
          • Chilling out with a post-ride Chianti
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Italy

          Sardinia - Coastal Explorer

          Self-Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $2,110 P.P.
          View Reviews
          7
          1
          2
          3
          4
          5
          Grade 2 - 3: Gentle/Moderate
          More Info BOOK NOW

          Sardinia - Coastal Explorer

          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 – $2110 26 Mar – 07 Jun and 09 Sep – 29 Oct

          Season 2 – $2410 01 Sept – 08 Sept

          • Riding the stunning coastal road from Alghero to Bosa
          • Exploring the sandstone coast of Santa Caterina di Pittinuri
          • Visiting the Sinis Peninsula and the ancient Roman ruins of Tharros
          • The view of Pan di Zucchero on the Nebida coastal ride
          • Sweeping down the long descent to Fluminimaggiore and Masua
          • Exploring the white beaches running alongside the south west coastal road
          Photo Highlights Dates
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          Get in touch and we'll help you find your perfect trip.

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          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
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          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
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          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
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          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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