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          Register your interest in group departures in 2021

          We found 34 Holidays in your search for:

          Destinations (73)
          Types of Cycling / Grades (1)
          Departure Month

          2025

          2026

          2027

          Level of Support

          We found 34 Holidays in your search for:

          Select Order Order By
          Destinations (73)
          Types of Cycling / Grades (1)
          Departure Month

          2025

          2026

          2027

          Level of Support

          Our group cycling holidays in 2021 are filling up fast! With lots of folk transferring from affected departures in 2020, don’t miss out on your chance to register your interest on these popular trips.  

          By registering your interest today, you’ll be letting us know you’re interested, without the commitment of paying your deposit until 01 December (or until it fills up!). You’ll also avoid any price increases for 2021 too. Well, what are you waiting for? Take a look at our departures below and fill in the form on your preferred holiday page to get some fun pencilled in your diary. Terms and conditions apply.

          • All Cycling Holidays
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          • 2021 Group Holidays

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          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

          SAVE ON 2026 ESCAPES

          Save $85 on this holiday when you book before 10 November 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

          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 ABBC 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
          Portugal

          Vineyards of the Douro Valley

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $3,850 P.P.
          View Reviews
          11
          1
          2
          3
          4
          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Vineyards of the Douro Valley

          Guided Road Bike Tour

          SAVE ON 2026 ESCAPES

          Save $200 on this holiday when you book before 10 November 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

          Start DateEnd DatePrice p.p.
          * 11/04/202618/04/2026$3,850.00
          * 17/10/202624/10/2026$3,850.00
          • Riding along the Douro river through immense vineyards surrounded by terraced slopes
          • Staying in the charming lodgings of wine farms, where we visit Port wine cellars and sample some port and wine
          • Riding on the N222 in the heart of the Alto Douro, considered one of the most beautiful roads in the world, with its jaw dropping scenery
          • The historic fortified village of Almeida
          • Tackling the dramatic climb to the summit of Torre in the Serra da Estrela, the highest point of mainland Portugal
          • The final hotel at Unhais da Serra, an unexpected oasis at the end of the trip
          Photo Highlights Dates
          Guided
          Guided
          Spain

          Sierra Nevada and Granada

          Guided Road Bike Tour

          Duration

          7 days

          Prices from

          $2,835 P.P.
          View Reviews
          2
          1
          2
          3
          4
          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Sierra Nevada and Granada

          Guided Road Bike Tour

          SAVE ON 2026 ESCAPES

          Save $125 on this holiday when you book before 10 November 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

          Start DateEnd DatePrice p.p.
          * 03/05/2026
          Guaranteed
          09/05/2026$2,835.00
          * 18/10/202624/10/2026$2,835.00
          • Checking out the white mountain villages of the Alpujarras
          • A night in a luxurious cave house in Guadix
          • The Sierra Nevada Challenge – riding to the roof of Spain
          • The classic Vuelta ride through the Sierra de Pandera
          • Tasty tapas and sunset sangrias
          • The descent to Granada and its amazing Alhambra Palace
          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

          SAVE ON 2026 ESCAPES

          Save $300 on this holiday when you book before 10 November 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

          Start DateEnd DatePrice p.p.
          * 10/05/202630/05/2026$7,420.00
          * 30/08/202619/09/2026$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
          Spain

          Basque Country to Andalucia Classic - North to South

          Guided Road Bike Tour

          Duration

          16 days

          Prices from

          $5,905 P.P.
          View Reviews
          21
          1
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          3
          4
          5
          Grade 4: Challenging
          More Info BOOK NOW

          Basque Country to Andalucia Classic - North to South

          Guided Road Bike Tour

          SAVE ON 2026 ESCAPES

          Save $250 on this holiday when you book before 10 November 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

          Start DateEnd DatePrice p.p.
          * 10/04/202625/04/2026$5,905.00
          * 27/09/202612/10/2026$5,905.00
          • 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
          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.
          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
          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
          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
          Italy

          Coast to Coast - L'Adriatico al Tirreno

          Guided Road Bike Tour

          Duration

          9 days

          Prices from

          $3,850 P.P.
          View Reviews
          10
          1
          2
          3
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          5
          Grade 3: Moderate
          More Info BOOK NOW

          Coast to Coast - L'Adriatico al Tirreno

          Guided Road Bike Tour

          SAVE ON 2026 ESCAPES

          Save $125 on this holiday when you book before 10 November 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

          Start DateEnd DatePrice p.p.
          * 16/05/202624/05/2026$3,850.00
          * 12/09/202620/09/2026$3,850.00
          • An epic coast to coast journey riding all the way from the Adriatic coast to the Tyrrhenian Sea
          • Cycling through the smallest republic in Europe, San Marino
          • Easing along the rolling Nove Colli hills, the routes of the famous Italian Gran Fondo
          • Visiting historical sites such as the Palazzo Ducale in Orvieto and San Francis Abbey in Assisi
          • Staying in quality accommodation, with fantastically warm hospitality
          • Riding to Gubbio and Assisi, UNESCO World Heritage sites
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Tuscany - Giro della Toscana

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $3,050 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

          SAVE ON 2026 ESCAPES

          Save $125 on this holiday when you book before 10 November 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

          Start DateEnd DatePrice p.p.
          * 02/05/202609/05/2026$3,050.00
          * 31/05/202607/06/2026$3,050.00
          * 29/08/202605/09/2026$3,050.00
          * 03/10/202610/10/2026$3,050.00
          • 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
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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
          After over 40 tours with other operators, I was apprehensive about trying a new company, but have come away extremely pleased with Skedaddle!
          Bruce, Italy - Sardinian Mountains
          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
          Quite simply, there are not enough superlatives to describe how beautiful the Tuscan countryside and the accommodation chosen were!
          Robert, Italy - Tuscany Tourer
          Next

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