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            2021 Road Cycling Group Tours

            We found 34 Holidays in your search for:

            Destinations (72)
            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 (72)
            Types of Cycling / Grades (1)
            Departure Month

            2025

            2026

            2027

            Level of Support

            Browse our various tours below and register your interest for your next road cycling adventure in 2021. By doing so, you’ll avoid any price increases if you pay your deposit before 01 December! To redeem this offer and register your interest, simply fill in the dedicated form on the tour page you are interested in before the 31 July. For more information, read our terms and conditions. 

            • All Cycling Holidays
            • All Road Cycling Tours
            • 2021 Road Cycling Group Tours

            Page 2 of 4

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            Guided
            Guided
            Portugal

            Vineyards of the Douro Valley

            Guided Road Bike Tour

            Duration

            8 days

            Prices from

            $3,525 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 $125

            Save $125 when you book onto our trip departing on 26/04/2025 - Enter code FAV50 when you book. Discount applies to bookings made between 1 April 2025 and 8 May 2025 only. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            18/10/2025
            Guaranteed
            25/10/2025$3,525.00
            • 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

            $2,560 P.P.
            View Reviews
            6
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Sierra Nevada and Granada

            Guided Road Bike Tour

            Start DateEnd DatePrice p.p.
            12/10/2025
            Guaranteed
            18/10/2025$2,560.00
            • 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

            $7,050 P.P.
            View Reviews
            4
            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 $300

            Save $300 when you book onto our trip departing 31/8/25 - Enter code FAV50 when you book. Discount applies to bookings made between 1 April 2025 and 8 May 2025 only. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            01/06/2025
            Contact Us
            21/06/2025$7,050.00
            * 31/08/2025
            Last Spaces
            20/09/2025$7,050.00
            • 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

            $5,610 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
            Italy

            Grand Traverse Explorer - South to North

            Guided Road Bike Tour

            Duration

            22 days

            Prices from

            $7,595 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

            SAVE $300

            Save $300 when you book onto our trip departing 23/8/25 - Enter code FAV50 when you book. Discount applies to bookings made between 1 April 2025 and 8 May 2025 only. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 23/08/202513/09/2025$7,595.00
            25/04/202616/05/2026$7,975.00
            29/08/202619/09/2026$7,975.00
            • 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

            $3,440 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

            SAVE $125

            Save $125 when you book onto our trip departing 9/8/25 - Enter code FAV50 when you book. Discount applies to bookings made between 1 April 2025 and 8 May 2025 only. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 07/06/2025
            Last Spaces
            14/06/2025$3,440.00
            * 09/08/202516/08/2025$3,440.00
            • 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

            $4,190 P.P.
            View Reviews
            10
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Bilbao to Barcelona

            Guided Road Bike Tour

            SAVE $200

            Save $200 when you book onto our trip departing 18/05/2025 - Enter code FAV50 when you book. Discount applies to bookings made between 1 April 2025 and 8 May 2025 only. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 18/05/2025
            Guaranteed
            27/05/2025$4,190.00
            04/09/2025
            Guaranteed
            13/09/2025$4,190.00
            18/09/202527/09/2025$4,190.00
            • 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

            $3,480 P.P.
            View Reviews
            10
            1
            2
            3
            4
            5
            Grade 3: Moderate
            More Info BOOK NOW

            Coast to Coast - L'Adriatico al Tirreno

            Guided Road Bike Tour

            Start DateEnd DatePrice p.p.
            * 17/05/2025
            Last Spaces
            25/05/2025$3,480.00
            07/06/2025
            Contact Us
            15/06/2025$3,575.00
            13/09/2025
            Guaranteed
            21/09/2025$3,480.00
            • 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

            $2,765 P.P.
            View Reviews
            21
            1
            2
            3
            4
            5
            Grade 3: Moderate
            More Info BOOK NOW

            Tuscany - Giro della Toscana

            Guided Road Bike Tour

            SAVE $125

            Save $125 when you book onto our trip departing 30/8/25 - Enter code FAV50 when you book. Discount applies to bookings made between 1 April 2025 and 8 May 2025 only. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            31/05/2025
            Guaranteed
            07/06/2025$2,765.00
            * 30/08/2025
            Last Spaces
            06/09/2025$2,765.00
            • 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
            Guided
            Guided
            Spain

            Pyrenean Traverse

            Guided Road Bike Tour

            Duration

            12 days

            Prices from

            $4,800 P.P.
            View Reviews
            3
            1
            2
            3
            4
            5
            Grade 4: Challenging
            More Info BOOK NOW

            Pyrenean Traverse

            Guided Road Bike Tour

            Save $200

            Save $200 when you book onto our trip departing 13/07/2025 - Enter code FAV50 when you book. Discount applies to bookings made between 1 April 2025 and 8 May 2025 only. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 13/07/2025
            Guaranteed
            24/07/2025$4,800.00
            • A first evening feasting on a traditional Basque supper in beautiful Honarribia
            • Conquering classic climbs of the Pyrenees including the Cat 1 Puerto de Portalet
            • Winding through remote villages on unbelievably quiet mountain roads
            • Gazing in awe at the highest mountains in the Pyrenees in the Parque de Aneto
            • Wondering through the medieval streets of beautiful Ainsa
            • Finishing the week with a glass of Cava on the beach in picturesque Cadaqués
            Photo Highlights Dates
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            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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