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            Small Group Leisure Cycling Tours

            We found 25 Holidays in your search for:

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

            2025

            2026

            2027

            Level of Support

            We found 25 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

            5 days

            Prices from

            $1,205 P.P.
            View Reviews
            8
            1
            2
            3
            4
            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.
            * 16/07/202520/07/2025$1,205.00
            03/09/202507/09/2025$1,205.00
            • Following the Tyne past the dramatic Tynemouth Priory
            • Cycling past the pristine dunes and sandy beaches at Druridge Bay
            • Stunning vistas as you approach imposing Bamburgh Castle
            • Glimpsing Edinburgh as you cycle from the Moorfoot Hills
            • The rugged beauty of the Scottish Borders
            Photo Highlights Dates
            Supported
            Supported
            United Kingdom

            Hadrian's Cycleway

            Supported Leisure Bike Tour

            Duration

            6 days

            Prices from

            $1,350 P.P.
            View Reviews
            15
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Hadrian's Cycleway

            Supported Leisure Bike Tour

            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.
            * 06/06/2025 E-Bike Departure
            Guaranteed
            11/06/2025$1,350.00
            22/08/2025
            Fully Booked
            27/08/2025$1,350.00
            • 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

            $1,490 P.P.
            View Reviews
            3
            1
            2
            3
            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.
            * 19/05/2025
            Guaranteed
            23/05/2025$1,490.00
            * 07/07/2025
            Guaranteed
            11/07/2025$1,490.00
            • 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

            $1,490 P.P.
            View Reviews
            5
            1
            2
            3
            4
            5
            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.
            16/06/2025
            Fully Booked
            20/06/2025$1,490.00
            • 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

            $1,420 P.P.
            View Reviews
            7
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/ Moderate
            More Info BOOK NOW

            Lake District - Derwent Water

            Guided Leisure Bike Tour

            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.
            * 12/05/2025
            Last Spaces
            16/05/2025$1,420.00
            * 14/07/2025
            Guaranteed
            18/07/2025$1,420.00
            22/09/2025 E-Bike Departure26/09/2025$1,420.00
            • 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

            $1,350 P.P.
            View Reviews
            3
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/ Moderate
            More Info BOOK NOW

            Derbyshire Dales - Dovedale

            Guided Leisure Bike Tour

            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.
            02/06/2025
            Fully Booked
            06/06/2025$1,350.00
            * 04/08/202508/08/2025$1,350.00
            • 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

            $1,405 P.P.
            View Reviews
            2
            1
            2
            3
            4
            5
            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.
            22/06/2025
            Guaranteed
            27/06/2025$1,405.00
            07/09/2025
            Guaranteed
            12/09/2025$1,405.00
            26/09/202501/10/2025$1,405.00
            • 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

            $3,240 P.P.
            View Reviews
            26
            1
            2
            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.
            * 21/06/2025
            Fully Booked
            28/06/2025$3,240.00
            19/07/2025
            Fully Booked
            26/07/2025$3,240.00
            * 23/08/202530/08/2025$3,240.00
            • 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

            $2,845 P.P.
            View Reviews
            12
            1
            2
            3
            4
            5
            Grade 2 : Gentle
            More Info BOOK NOW

            Puglia

            Guided Bike Tour

            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.
            08/06/2025 E-Bike Departure
            Contact Us
            15/06/2025$2,845.00
            20/09/2025
            Guaranteed
            27/09/2025$2,845.00
            • 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

            $3,060 P.P.
            View Reviews
            6
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Tuscany to Rome

            Guided Electric Bike Tour

            E-BIKE TOUR

            This holiday has been designed as an e-bike tour allowing 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.

            Start DateEnd DatePrice p.p.
            * 24/05/2025
            Guaranteed
            31/05/2025$3,060.00
            13/09/2025
            Guaranteed
            20/09/2025$3,060.00
            • 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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            • Next page
            Quote
            The services provided by Saddle Skedaddle were excellent from the initial queries, through to the booking of the holiday, and the holiday itself.
            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)
            Quote
            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
            Quote
            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
            Quote
            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
            Quote
            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
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