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          Small Group Leisure Cycling Tours

          We found 24 Holidays in your search for:

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

          2025

          2026

          2027

          Level of Support

          We found 24 Holidays in your search for:

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

          2025

          2026

          2027

          Level of Support

          Join a group of likeminded riders on a small group tour 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
          • All Leisure Cycling Tours
          • SMALL GROUP CYCLING TOURS

          Page 1 of 3

          Select Order Order By
          Supported
          Supported
          United Kingdom

          Coast and Castles

          Supported Leisure Bike Tour

          Duration

          6 days

          Prices from

          $1,565 P.P.
          View Reviews
          3
          1
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          3
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          5
          Grade 3-4 : Moderate/Active
          More Info BOOK NOW

          Coast and Castles

          Supported 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. 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.

          Start DateEnd DatePrice p.p.
          03/06/202608/06/2026$1,565.00
          23/09/202628/09/2026$1,565.00
          • Following the Tyne past the dramatic Tynemouth Priory
          • Cycling past the pristine dunes and sandy beaches at Druridge Bay
          • Stunning vistas as we approach imposing Bamburgh Castle
          • The rugged beauty of the Scottish Borders
          • Glimpsing Edinburgh as we cycle from the Moorfoot Hills
          • Enjoying an overnight stay in Scotland’s legendary capital
          Photo Highlights Dates
          Supported
          Supported
          United Kingdom

          Hadrian's Cycleway

          Supported Leisure Bike Tour

          Duration

          6 days

          Prices from

          $1,495 P.P.
          View Reviews
          15
          1
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          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Hadrian's Cycleway

          Supported 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. 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. 

          Start DateEnd DatePrice p.p.
          17/07/202622/07/2026$1,495.00
          18/09/202623/09/2026$1,495.00
          • The well preserved Hadrian’s Wall forts of Birdoswald and Vindolanda
          • The rugged beauty of the North Pennines
          • The picturesque market town of Corbridge
          • The view down the Tyne as you arrive into Newcastle
          • The sense of achievement having ridden from coast to coast
          • Following in the footsteps of the Roman Empire
          Photo Highlights Dates
          Guided
          Guided
          United Kingdom

          Northumberland - Alnmouth

          Guided Leisure Bike Tour

          Duration

          5 days

          Prices from

          $1,710 P.P.
          View Reviews
          6
          1
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          4
          5
          Grade 2 : Gentle
          More Info BOOK NOW

          Northumberland - Alnmouth

          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. 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.

          Start DateEnd DatePrice p.p.
          08/06/202612/06/2026$1,710.00
          27/07/202631/07/2026$1,710.00
          • 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
          United Kingdom

          Cotswolds - Bourton-on-the-Water

          Guided Leisure Bike Tour

          Duration

          5 days

          Prices from

          $1,640 P.P.
          View Reviews
          4
          1
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          Grade 2-3: Gentle/ Moderate
          More Info BOOK NOW

          Cotswolds - Bourton-on-the-Water

          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. 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.

          Start DateEnd DatePrice p.p.
          13/04/202617/04/2026$1,640.00
          15/06/2026
          Guaranteed
          19/06/2026$1,710.00
          24/08/202628/08/2026$1,710.00
          • Staying at Harrington House, a comfortable HF Country House in the centre of picturesque Bourton-on-the-Water
          • Three days guided cycling with an experienced leader
          • Enjoying leisurely rides through beautiful rolling countryside
          • Visiting the famous Cotswold market town of Stow-on-the-Wold
          • Visiting the historic village of Bibury, famous for its stone cottages which once housed weavers
          • Cycling through beautiful chocolate box villages
          Photo Highlights Dates
          Guided
          Guided
          United Kingdom

          Lake District - Derwent Water

          Guided Leisure Bike Tour

          Duration

          5 days

          Prices from

          $1,650 P.P.
          View Reviews
          7
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          Grade 2-3: Gentle/ Moderate
          More Info BOOK NOW

          Lake District - Derwent Water

          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. 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. 

          Start DateEnd DatePrice p.p.
          18/05/202622/05/2026$1,650.00
          06/07/202610/07/2026$1,650.00
          17/08/202621/08/2026$1,650.00
          • Stay at Derwent Bank, Keswick – a comfortable HF Country House sitting directly on the banks of Derwent Water
          • Spin your legs gently along country lanes or challenge them as you climb up towards some Lakeland fells
          • Admire the vista across the lake to Skiddaw and Blencathra
          • Treat yourself to delicious cake pit-stops in charming local cafés
          • Let the lovely Lakeland landscapes inspire your daily cycling
          • Visit Castlerigg Stone Circle – an ancient monument built around 3000 BC
          Photo Highlights Dates
          Guided
          Guided
          United Kingdom

          Derbyshire Dales - Dovedale

          Guided Leisure Bike Tour

          Duration

          5 days

          Prices from

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

          Derbyshire Dales - Dovedale

          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. 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. 

          Start DateEnd DatePrice p.p.
          04/05/202608/05/2026$1,565.00
          13/07/202617/07/2026$1,610.00
          07/09/202611/09/2026$1,610.00
          • Stay at Peveril of the Peak, a comfortable HF Country House in the Peak District National Park
          • Relax in the heart of the Derbyshire Dales
          • Flit across the famous stepping stones at scenic Dovedale
          • Follow the Tissington, Manifold and High Peak Trails - miles of peaceful off-road cycling
          • Explore the area using the very railroads that shaped it
          • Cycling through the impressive Manifold valley
          Photo Highlights Dates
          Supported
          Supported
          United Kingdom

          Way of the Roses

          Supported Leisure Bike Tour

          Duration

          6 days

          Prices from

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

          Way of the Roses

          Supported 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. 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.

          Start DateEnd DatePrice p.p.
          17/05/2026
          Last Spaces
          22/05/2026$1,565.00
          14/06/202619/06/2026$1,565.00
          30/08/202604/09/2026$1,565.00
          20/09/202625/09/2026$1,565.00
          • Posing at Eric Morecambe’s statue on Morecambe seafront
          • Cycling through the Forest of Bowland & Yorkshire Dales
          • Superb local ales and tasty food every night
          • York – flat cycling, big Minster
          • The chalky rolling hills, with big country views of the Wolds
          • Fish & chips on Bridlington’s waterfront to celebrate your ride!
          Photo Highlights Dates
          Guided
          Guided
          Austria and Italy

          La Via Claudia

          Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $3,565 P.P.
          View Reviews
          26
          1
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          3
          4
          5
          Grade 3-4 : Moderate/Active
          More Info BOOK NOW

          La Via Claudia

          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. 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.

          Start DateEnd DatePrice p.p.
          20/06/202627/06/2026$3,565.00
          18/07/202625/07/2026$3,565.00
          22/08/202629/08/2026$3,565.00
          • Waking up to beautiful views of the Zugspitze, Germany’s highest peak
          • Cycling beside the vivid blue waters of the River Inn
          • Absorbing the history of an ancient trade route by bike
          • Exploring Merano – The Jewel of South Tyrol
          • Winding your way through the lovely Vinschgau Valley
          • A post-ride, tasty gelato on the shores of Lake Garda
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Puglia

          Guided Bike Tour

          Duration

          8 days

          Prices from

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

          Puglia

          Guided 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. 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. 

          Start DateEnd DatePrice p.p.
          07/06/202614/06/2026$3,135.00
          20/09/202627/09/2026$3,135.00
          • 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
          Guided
          Guided
          Italy

          Tuscany to Rome

          Guided Electric Bike Tour

          Duration

          8 days

          Prices from

          $3,335 P.P.
          View Reviews
          6
          1
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          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Tuscany to Rome

          Guided Electric Bike Tour

          SAVE ON 2026 ESCAPES

          Save $125 on this holiday when you book before 31 October 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.
          * 23/05/202630/05/2026$3,335.00
          * 12/09/202619/09/2026$3,335.00
          • Staying in Tuscan accommodation overlooking stunning landscapes
          • Discovering the amazing towns of Siena, San Quirico and Pienza
          • Sampling the best wines of Chianti, Montepulciano and Montalcino
          • Enjoying the journey from Tuscany to Rome on a variety of terrain, including ancient Roman roads
          • Exploring the lesser-known historical towns of Lazio, such as Sutri with it’s Roman amphitheatre
          • The sense of achievement riding into St Peter’s Square in Rome
          Photo Highlights Dates
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          Bruce, The Azores - Islands and Volcanoes
          Quote
          The guides and other group members really made the holiday enjoyable. Our guide was friendly, professional and knowledgeable.
          Elaine, Italy - Via Francigena (Tuscany to Rome)
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          We had the most amazing holiday. Slovenia was stunning and we kept stopping to take photos as round every bend was another fabulous view.
          Wendy, Slovenia - Highlights of Lake Bled
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          Couldn't fault the pre-trip information, the helpful staff on the telephone and the accurate description of what to expect.
          Jean, Holland - The Tulip Tour
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          Everything about the holiday was superb, from the initial contact with Skedaddle through to the very end of the trip. Excellent personal service.
          Jane, UK - Coast to Coast
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          It was first class from start to finish. Logistics and support including from our local rep were flawless, and accommodation and dining were truly fantastic.
          Robert, Portugal - Port and Wine
          Next

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