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          2021 Cycling Holiday Dates

          We found 116 Holidays in your search for:

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

          2026

          2027

          2028

          Level of Support

          We found 116 Holidays in your search for:

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

          2026

          2027

          2028

          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 2 of 12

          Select Order Order By
          Guided
          Guided
          Borneo

          Secret Sarawak

          Guided Bike Tour

          Duration

          14 days

          Prices from

          $4,280 P.P.
          View Reviews
          1
          1
          2
          3
          4
          5
          Grade 2 - 3: Moderate/ Active
          More Info BOOK NOW

          Secret Sarawak

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          26/09/2026
          Fully Booked
          09/10/2026$4,280.00
          08/05/202721/05/2027$4,495.00
          21/08/202703/09/2027$4,495.00
          02/10/2027
          Last Spaces
          15/10/2027$4,495.00
          07/05/202820/05/2028$4,710.00
          23/09/202806/10/2028$4,710.00
          • Orangutan spotting at Semenggoh Nature Reserve
          • Overnighting at a traditional Sarawak Longhouse
          • Wildlife walks at Bako National Park
          • Stunning Sematan and cycling its palm fringed coastline
          • Kayaking through scenic rainforest
          • Siniawan’s market and its street food delights
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Lakes of Lombardia

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $3,565 P.P.
          View Reviews
          20
          1
          2
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          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Lakes of Lombardia

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          12/06/202719/06/2027$3,565.00
          10/07/202717/07/2027$3,565.00
          • Riding into Switzerland from Lake Maggiore to Lake Lugano
          • The ascent to Madonna del Ghisallo and the world famous cycling museum
          • Strolling through Bellagio on Lake Como after a great lake-side ride
          • Conquering Passo Maniva and the sweeping downhill to Lago di Idro
          • Relaxing with a post-ride drink overlooking yet another beautiful lake
          • Enjoying good food, fine wines and quality accommodation
          Photo Highlights Dates
          Guided
          Guided
          Sri Lanka

          Backroads and Beaches

          Guided Bike Tour

          Duration

          15 days

          Prices from

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

          Backroads and Beaches

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          07/11/2026
          Last Spaces
          21/11/2026$4,135.00
          09/01/2027
          Last Spaces
          23/01/2027$4,135.00
          13/02/2027
          Fully Booked
          27/02/2027$4,135.00
          14/03/202728/03/2027$4,135.00
          06/11/202720/11/2027$4,135.00
          12/02/202826/02/2028$4,135.00
          04/11/202818/11/2028$4,135.00
          • Eyeing up the elephants at Udawalawe
          • Stunning Sigirya and the Lion Rock
          • Colonial cool in Nuwara Eliya
          • Coastal cycling and beautiful beaches
          • Honing in on Horton Plains after a day in the hills
          • The Knuckles and Kandy’s Temple of the Tooth
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Spain

          Cycleways of Catalonia

          Self-Guided Leisure Bike Tour

          Duration

          7 days

          Prices from

          $1,895 P.P.
          View Reviews
          2
          1
          2
          3
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          5
          Grade 2 : Gentle
          More Info BOOK NOW

          Cycleways of Catalonia

          Self-Guided Leisure 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.

          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 01 Mar – 31 Oct (excluding departures from 01 Jul – 31 August)

          Season 1 – $1895 01 – 28 Mar / 16 Sep – 31 Oct

          Season 2 – $2080 06 Apr – 30 Jun / 01 – 15 Sep

          2027 01 Mar – 31 Oct (excluding departures from 01 Jul – 31 August)

          Season 1 – $1925 01 – 18 Mar / 29 Mar – 15 Jun / 16 Sep – 31 Oct

          Season 2 – $2135 16 – 30 Jun / 01 – 15 Sep

          • Cycling around the Garrotxa volcanic zone
          • Following former railway tracks between Olot and the coast
          • Exploring Girona’s historic streets and striking cathedral
          • Enjoying tasty local fayre in Girona’s Lleo Market
          • Discovering Olot’s rich cultural heritage
          • Finishing your tour at the cool seaside town of San Feliu de Guíxols
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Spain

          Cycleways of Catalonia

          Self-Guided Family Bike Tour

          Duration

          7 days

          Prices from

          $1,895 P.P.
          1
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          Grade 2 : Gentle
          More Info BOOK NOW

          Cycleways of Catalonia

          Self-Guided Family Bike Tour

          Child Discounts

          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 01 Mar – 31 Oct (excluding departures from 01 Jul – 31 August)

          Season 1 – $1895 01 – 28 Mar / 16 Sep – 31 Oct

          Season 2 – $2080 06 Apr – 30 Jun / 01 – 15 Sep

          2027 01 Mar – 31 Oct (excluding departures from 01 Jul – 31 August)

          Season 1 – $1925 01 – 18 Mar / 29 Mar – 15 Jun / 16 Sep – 31 Oct

          Season 2 – $2135 16 – 30 Jun / 01 – 15 Sep

          We are able to offer a discount of 25% for all children (under the age of 18), when travelling with two fully-paying passengers.

          • Cycling around the Garrotxa volcanic zone
          • Following former railway tracks between Olot and the coast
          • Exploring Girona’s historic streets and striking cathedral
          • Enjoying tasty local fayre in Girona’s Lleo Market
          • Discovering Olot’s rich cultural heritage
          • Finishing your tour at the cool seaside town of San Feliu de Guíxols
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Italy

          Sardinia - Coast to Coast

          Self-Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $2,135 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

          Start DateEnd DatePrice p.p.
          09/10/202616/10/2026$2,135.00

          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 Sep

          2027 30 Mar – 26 Oct (excluding dates from 08 Jun – 31 Aug)

          Season 1 – $2380 30 Mar – 07 Jun / 09 Sep – 26 Oct

          Season 2 – $2635 01 Sep – 08 Sep

          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
          Chile and Argentina

          The Andes and the Lake District

          Guided Road Bike Tour

          Duration

          13 days

          Prices from

          $5,905 P.P.
          View Reviews
          2
          1
          2
          3
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          5
          Grade 3: Moderate
          More Info BOOK NOW

          The Andes and the Lake District

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          24/10/2026
          Guaranteed
          05/11/2026$5,905.00
          13/03/2027
          Guaranteed
          25/03/2027$5,905.00
          • Your first glimpse of the snowcapped Volcan Osorno
          • Crossing over the Andes not just once but twice!
          • Cycling the Seven Lakes Route from San Martin to Villa Angostura
          • Quiet roads and the backdrop of the awesome Andes
          • The immense monkey puzzle trees around Villa Pehuenia
          • Relaxing in the Puyehue hot springs
          • Tasting all the culinary delights of the region
          Photo Highlights Dates
          Guided
          Guided
          Jordan

          Petra, Wadi Rum & The Dead Sea

          Guided Bike Tour

          Duration

          8 days

          Prices from

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

          Petra, Wadi Rum & The Dead Sea

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          17/10/202624/10/2026$2,995.00
          28/11/202605/12/2026$2,995.00
          13/03/202720/03/2027$2,995.00
          27/11/202704/12/2027$2,995.00
          18/03/202825/03/2028$3,135.00
          25/11/202802/12/2028$3,135.00
          • Discovering Jerash – the most well-preserved Roman city, outside of Rome
          • Exploring Petra – The Red Rose City
          • Cycling Jordan’s deserts & dramatic canyons
          • Desert star gazing in the dramatic Wadi Rum
          • Dead Sea dipping and your very own DIY spa treatment
          • Bedouin hospitality and feasting on delicious local food
          • Crusader castles & the historic city of Amman
          Photo Highlights Dates
          Guided
          Guided
          Costa Rica

          Volcanes y Playas

          Guided Bike Tour

          Duration

          12 days

          Prices from

          $4,710 P.P.
          View Reviews
          15
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Volcanes y Playas

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          20/10/2026
          Contact Us
          31/10/2026$4,710.00
          22/12/202602/01/2027$5,135.00
          05/01/2027
          Guaranteed
          16/01/2027$4,850.00
          19/10/202730/10/2027$4,850.00
          22/12/202702/01/2028$5,280.00
          • Enjoying biking through the very heart of Costa Rica
          • Taking a pre-lunch dip in the Pacific Ocean near Samara
          • Biking the rancher routes of Guanacaste
          • Searching out wildlife as you cycle along
          • Sunset on Coyote Beach with a chilled Imperial
          • Cycling across the Continental Divide
          Photo Highlights Dates
          Guided
          Guided
          Japan

          Fuji to Kyoto

          Guided Bike Tour

          Duration

          12 days

          Prices from

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

          Fuji to Kyoto

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          08/11/2026
          Guaranteed
          19/11/2026$7,990.00
          22/11/202603/12/2026$7,990.00
          11/04/202722/04/2027$7,850.00
          07/11/202718/11/2027$7,990.00
          • Majestic Mt. Fuji and lovely Lake Kawaguchi
          • Exploring Nagahama and the awesome Hikone Castle
          • Hatage Onsen and its soothing effects after a day’s cycling
          • Bullet Trains and Bento boxes
          • Taking in colourful Kyoto
          • Peaceful pedalling and rural riding
          Photo Highlights Dates
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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
          Everything about the Skedaddle operation was spot-on, great attention to detail both before and during the trip. I was impressed by all things on the trip, quality of food, route briefings, accommodation, maps. I could go on!
          Paul, Land's End to John O'Groats Classic - 16 Days
          Quote
          What one pays for is not having to worry about anything – and Skedaddle does an excellent job taking care of us. We haven’t tried the other tour companies but why bother when Skedaddle is top notch.
          Roger, France - Chateaux of the Loire
          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
          Quote
          On 10+ trips with Skedaddle they have always delivered great trips and service. You get what you pay for and Skedaddle are very good at providing well run cycling holidays.
          Rob, Italy - Sardinia Island Flavours
          Next

          News, Reviews & Stories

          Riding along the southern spain coastline on the badlands of spain

          9 must-ride Spanish cycling routes  

          Spanish cycling routes offer some of Europe's most rewarding riding, from dramatic mountain passes and quiet coastal roads to rolling vineyards and remote pueblos blancos (white villages). Few people know these bike tours in Spain better than Dan Hirst, Head of Skedaddle España. Dan has spent more than two decades living near Tarifa, mainland Spain's ...

          Dan Hirst, Head of Skedaddle Espana
          Dan Hirst
          September 4, 2026
          Cycling in the Pyrenees

          Cycling in the Pyrenees: A Tale of Two Journeys – France versus Spain

          The majestic Pyrenees mountain range, forming a natural border between France and Spain, has long attracted cyclists seeking both challenge and charm. Cycling in the Pyrenees offers exhilarating road cycling adventures, with stunning landscapes, diverse climates, and rich culture to discover. Skedaddle offers two distinct road cycling holidays through this rugged terrain. The Trans Pyrenees ...

          Hannah Reynolds
          September 4, 2026

          5 best end to end cycle routes 

          There is something undeniably special about cycling the full length of a country. More than just a cycling holiday, these epic journeys allow you to experience a destination in a way few travellers ever do, watching landscapes and cultures change day by day from the saddle. For Skedaddle Travel Consultant Kerry Ashberry, our Iconic Journeys ...

          Kerry Ashberry
          August 21, 2026

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          • Adventure Travel Trade Association
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