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            Small Group Cycling Holidays

            We found 100 Holidays in your search for:

            Destinations (81)
            Types of Cycling / Grades (7)
            Departure Month

            2025

            2026

            2027

            Level of Support

            We found 100 Holidays in your search for:

            Select Order Order By
            Destinations (81)
            Types of Cycling / Grades (7)
            Departure Month

            2025

            2026

            2027

            Level of Support

            Join a group of likeminded riders on a small group holiday with Skedaddle! Whether you’re looking to join as a couple, group of friends, or as a solo traveller, you’ll feel part of one passionate pedallin’ community. Our tour leaders and guides will be on hand throughout your trip to ensure everything runs smoothly. You’ll also have a dedicated support vehicle to assist with everything from mechanical issues to emergency back-up and extra supplies.

            On a group tour, we take care of all your accommodation and luggage transfers. The only thing you’ll need to focus on is turning the pedals, enjoying the beautiful scenery and wondering what you’ll have for lunch (did we mention the legendary Skedaddle picnics?). It’s no wonder our small group tours are so popular!

            • All Cycling Holidays
            • SMALL GROUP CYCLING HOLIDAYS

            Page 5 of 10

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            Guided
            Guided
            India

            Classic Kerala

            Guided Cycling Holiday

            Duration

            14 days

            Prices from

            £2,345 P.P.
            View Reviews
            4
            1
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            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Classic Kerala

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            01/11/2025
            Fully Booked
            14/11/2025£2,395.00
            22/11/2025
            Fully Booked
            05/12/2025£2,395.00
            01/02/202614/02/2026£2,345.00
            21/11/202604/12/2026£2,395.00
            31/01/202713/02/2027£2,395.00
            20/11/202703/12/2027£2,555.00
            • Cycling through lush tea and spice plantations
            • Periyar wildlife reserve, home to elephants, bison and tigers
            • Climbing through cool air and pristine forests
            • Drifting on a rice barge through Kerala’s backwaters
            • Relaxing on white sands of Marari Beach
            • Enjoying the best of Southern Indian Cuisine
            Photo Highlights Dates
            Guided
            Guided
            Spain

            Pyrenean Traverse

            Guided Road Cycling Holiday

            Duration

            12 days

            Prices from

            £3,535 P.P.
            View Reviews
            3
            1
            2
            3
            4
            5
            Grade 4 : Challenging
            More Info BOOK NOW

            Pyrenean Traverse

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            13/07/2025
            Guaranteed
            24/07/2025£3,535.00
            12/07/202623/07/2026£3,695.00
            • 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
            Guided
            Guided
            Portugal

            Vineyards of the Douro Valley

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £2,595 P.P.
            View Reviews
            12
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            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Vineyards of the Douro Valley

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            18/10/2025
            Guaranteed
            25/10/2025£2,595.00
            11/04/202618/04/2026£2,725.00
            17/10/202624/10/2026£2,725.00
            • 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
            Italy

            Dolomiti Discoverer

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £2,625 P.P.
            View Reviews
            2
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Dolomiti Discoverer

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            04/07/202611/07/2026£2,625.00
            18/07/202625/07/2026£2,625.00
            • Admiring from various angles the classic grey and orange jagged peaks of the Dolomites
            • Riding the Sella Ronda, part of the Maratona delle Dolomiti, one of Italy’s biggest Gran Fondo events
            • Riding the dazzling descents and climbs you yearned to ride whilst watching the Giro d‘Italia
            • The sense of achievement at the end of the tour having conquered many climbs at your own pace.
            • Superb, mouth-watering and filling Italian food after a day on the bike – plenty of carbs!
            Photo Highlights Dates
            Guided
            Guided
            Portugal

            Atlantic Escape

            Guided Road Cycling Holiday

            Duration

            10 days

            Prices from

            £2,795 P.P.
            View Reviews
            9
            1
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            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Atlantic Escape

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            01/11/2025
            Guaranteed
            10/11/2025£2,795.00
            25/04/202604/05/2026£2,935.00
            31/10/202609/11/2026£2,935.00
            • 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
            Spain

            Andalucia - Los Pueblos Blancos

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £2,145 P.P.
            View Reviews
            4
            1
            2
            3
            4
            5
            Grade 2 - 3: Gentle to Moderate
            More Info BOOK NOW

            Andalucia - Los Pueblos Blancos

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            26/10/202502/11/2025£2,145.00
            28/12/202504/01/2026£2,395.00
            • Riding the beautiful Serrania de Ronda, past white villages, chestnut groves and craggy sierras
            • A fantastic mixture of great small rural hotels
            • Exploring beautiful Ronda, perched on its magnificent gorge
            • Reaching the dramatic Puerto de las Palomas
            • Grazalema, nestled below atmospheric, limestone mountains
            • Sipping local sherries with tasty tapas in the local bodegas
            Photo Highlights Dates
            Guided
            Guided
            Sri Lanka

            Backroads and Beaches

            Guided Cycling Holiday

            Duration

            15 days

            Prices from

            £2,695 P.P.
            View Reviews
            17
            1
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            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Backroads and Beaches

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            08/11/2025
            Last Spaces
            22/11/2025£2,695.00
            10/01/202624/01/2026£2,895.00
            14/02/2026
            Fully Booked
            28/02/2026£2,895.00
            07/11/202621/11/2026£2,895.00
            13/02/202727/02/2027£2,895.00
            06/11/202720/11/2027£2,895.00
            • Eying 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
            Guided
            Guided
            Chile and Argentina

            Lake District

            Guided Cycling Holiday

            Duration

            13 days

            Prices from

            £3,995 P.P.
            View Reviews
            47
            1
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            3
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            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Lake District

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            09/11/2025
            Last Spaces
            21/11/2025£3,995.00
            07/12/202519/12/2025£3,995.00
            11/01/202623/01/2026£3,995.00
            11/10/202623/10/2026£4,195.00
            22/11/202604/12/2026£4,195.00
            21/12/202602/01/2027£4,195.00
            10/01/202722/01/2027£4,195.00
            • Majestic Volcan Osorno and its snow-capped peak
            • Tasting the chocolates of Bariloche
            • Biking the Seven Lakes Route to San Martin de los Andes
            • The monkey-puzzle tree forests of Conguillio
            • Sampling a tasty Malbec or Carmanere after a day’s biking
            • Hiking the lofty heights of Volcan Villarica
            Photo Highlights Dates
            Guided
            Guided
            United Kingdom

            Northumberland - Alnmouth

            Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

            £1,095 P.P.
            View Reviews
            6
            1
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            3
            4
            5
            Grade 2: Gentle
            More Info BOOK NOW

            Northumberland - Alnmouth

            Guided Leisure Cycling Holiday

            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. 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.

            • Stay at Nether Grange, Alnmouth – a comfortable HF Country House a stone’s throw from the beach
            • Ride along the beautiful Northumberland coast to Craster harbour
            • Explore the peaceful country roads of Northumberland and the market town of Alnwick
            • Visit the priory on Holy Island (depending on tides) and take in the majesty of Warkworth Castle
            • Admire the mighty fortifications of Alnwick, Bamburgh and Dunstanburgh castles
            • Explore part of the Coast and Castles route that runs from Newcastle to Edinburgh
            Photo Highlights Dates
            Guided
            Guided
            Italy

            Puglia

            Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £2,095 P.P.
            View Reviews
            12
            1
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            3
            4
            5
            Grade 2: Gentle
            More Info BOOK NOW

            Puglia

            Guided Leisure Cycling Holiday

            OPTIONAL E-BIKE DEPARTURES

            We offer this holiday with an e-bike only departure as well as regular trips where you can choose a regular bike or a pedal assist e-bike hire. Our e-bike only departures allow you to experience more on two wheels whilst riding with like-minded Skedaddlers. Confident cyclists will enjoy the boost from a battery for those cheeky climbs and longer distances. With less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities. Remember to select your e-bike hire when you book your holiday with us. You may choose to hire an e-bike on a regular trip but bear in mind that the pace will be set to riders without an e-bike.

            Start DateEnd DatePrice p.p.
            20/09/2025
            Guaranteed
            27/09/2025£2,095.00
            07/06/202614/06/2026£2,195.00
            20/09/202627/09/2026£2,195.00
            • Cycling through wonderful landscapes of ancient olive groves, vineyards and stunning coastlines
            • Exploring the UNESCO World Heritage town of Alberobello and the Baroque city of Lecce
            • Discovering the traditional Trulli houses of Puglia
            • Relaxing each night in comfortable 3 and 4* hotels in authentic Apulian towns and villages
            • Stopping at beautiful sandy beaches with turquoise seas
            • Tasting delicious Apulian produce, like orecchiette and extra virgin olive oil
            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
            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
            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
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