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            Self-Guided Cycling Holidays

            We found 73 Holidays in your search for:

            Destinations (83)
            Types of Cycling / Grades (7)
            Departure Month

            2025

            2026

            2027

            Level of Support

            We found 73 Holidays in your search for:

            Select Order Order By
            Destinations (83)
            Types of Cycling / Grades (7)
            Departure Month

            2025

            2026

            2027

            Level of Support

            There’s something special about being able to pedal off on your very own cycling adventure. On a self-guided tour with Skedaddle, we’ll take care of the essential details - the route planning, navigation tools, accommodation, luggage transfers, hire bikes and emergency back-up, leaving you and your friends to enjoy the ride.

            We have a huge selection of self-guided holidays in Europe and the UK across all types of cycling – leisure, road cycling, mountain biking and gravel riding so you can find your perfect cycling escape. Choose the dates that work for you and let us take care of the rest!

            • All Cycling Holidays
            • ALL SELF-GUIDED HOLIDAYS

            Page 6 of 8

            Select Order Order By
            Self-Guided
            Self-Guided
            United Kingdom

            Coast and Castles (4 days cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

            £725 P.P.
            View Reviews
            2
            1
            2
            3
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            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Coast and Castles (4 days cycling)

            Self-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.

            Start DateEnd DatePrice p.p.
            22/05/202626/05/2026£725.00
            10/07/202614/07/2026£725.00
            21/08/202625/08/2026£725.00
            18/09/202622/09/2026£725.00

            Daily departures available from April to end of September, call and chat to us if you‘re interested in doing this holiday in October.

            Choose your own dates from:

            2026 £935 per person

            You can either make a booking online or over the phone. Once we have your details, we’ll be able to check availability.

            Alternatively for a great value holiday select one of our scheduled weekend departures below:

            • Cycling past the dramatic Tynemouth Priory
            • Miles of pristine dunes and sandy beaches at Druridge Bay
            • Stunning vistas as you approach imposing Bamburgh Castle
            • Your first glimpse of Edinburgh from the Moorfoot hills
            • The rugged beauty of the borders
            • Flexibility to choose your own start date or one of our great value scheduled departure dates
            • A celebratory dram in the shadow of Arthur’s Seat
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Hadrian's Cycleway (3 days cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            4 days

            Prices from

            £495 P.P.
            View Reviews
            5
            1
            2
            3
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            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Hadrian's Cycleway (3 days cycling)

            Self-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.

            Start DateEnd DatePrice p.p.
            05/06/2026
            Guaranteed
            08/06/2026£495.00
            24/07/202627/07/2026£495.00
            07/08/202610/08/2026£495.00

            Daily departures available from April to mid October.

            Choose your own dates from:

            2026 £615 per person

            You either can make a booking online or over the phone. Once we have your details, we’ll be able to check availability.

            • The sense of achievement having ridden from coast to coast
            • The well preserved forts of Birdoswald and Vindolanda
            • The rugged beauty of the North Pennines
            • The picturesque market town of Corbridge
            • Following in the footsteps of the Roman Empire
            • Flexibility to choose your own start date or one of our great value scheduled departure dates
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Scotland

            Scotland - Lochs and Glens

            Self-Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

            £715 P.P.
            View Reviews
            8
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Scotland - Lochs and Glens

            Self-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.

            Daily departures available from April to mid October.

            Choose your own dates from:

            2026 £715 per person

            You either can make a booking online or over the phone. Once we have your details, we’ll be able to check availability.

            • Watching the sun burn away the mists from Loch Lomond
            • White pudding, Lorne sausage and tattie cakes for breakfast
            • Enjoying a dram at one of Scotland’s whisky distilleries
            • Perth’s Georgian buildings
            • Miles of quiet winding loch-side roads
            • The spectacular mountain backdrop
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Portugal

            Alentejo and the Algarve

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £2,125 P.P.
            View Reviews
            3
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            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Alentejo and the Algarve

            Self-Guided Leisure Cycling Holiday

            The prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

            2025 – £2125 Sunday departures available

            05 Jan to 29 Jun and 15 Sep – 13 Dec

            (No departures on 13 or 20 Apr or from 30 Jun – 14 Sep)

            2026 – £2175 Sunday departures available

            11 Jan to 21 Jun and 20 Sep – 06 Dec

            (No departures over the Easter week 29 Mar – 05 Apr, St John’s Day 23/24 Jun and over the hotter / busier summer months)

            Please note We are generally not able to confirm any bookings for this tour made within 4 weeks of departure. Please contact our office if you are looking to book and begin your holiday within this period and we will do our best to accommodate your request.

            • Warming up with a loop ride through the Arrábida Natural Park
            • Catching the ferry across to Troia and enjoying the quiet road along the Troia peninsula
            • Enjoying the spectacular road along the coast near Porto Covo
            • Visiting the Cabo Sardão lighthouse and enjoying the shore-line views of the wild cliffs
            • Taking a dip on isolated beaches at the bottom of spectacular cliffs
            • Discovering the city of Lagos in the Algarve, with its amazing mixture of tradition and tourism
            • Visiting Cape St Vincent, Europe’s most southwestern point and its imposing lighthouse
            • Wondering at the splendour of the high cliffs around Sagres
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Scotland

            Scotland - The Caledonia Way - Oban to Inverness

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £1,195 P.P.
            View Reviews
            2
            1
            2
            3
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            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Scotland - The Caledonia Way - Oban to Inverness

            Self-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.

            Start DateEnd DatePrice p.p.
            23/05/202629/05/2026£1,195.00
            13/06/202619/06/2026£1,195.00
            15/08/2026
            Guaranteed
            21/08/2026£1,195.00
            05/09/202611/09/2026£1,195.00

            Daily departures (excluding Thursdays) available from April to mid October.

            Choose your own dates from:

            2026 £1495 per person

            Alternatively for a great value holiday select one of our scheduled departures below.

            You can either make a booking online or over the phone. Once we have your details, we’ll be able to check availability.

            • Checking out Ben Nevis and The Grampians from Loch Linhe
            • Taking on the legendary ascent of Glendoe
            • Exploring Loch Ness and some of Scotland’s more remote National Scenic Areas, including the Appin Peninsula
            • Cycling Coast to Coast through Scotland’s best-loved towns including Oban, Fort William and Fort Augustus
            • Scenic ferry rides to the Ardgour peninsula
            • A chance to sample local whiskies at the Oban and Fort William distilleries
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Austria

            The Danube Cyclepath

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,295 P.P.
            View Reviews
            5
            1
            2
            3
            4
            5
            Grade 2: Gentle
            More Info BOOK NOW

            The Danube Cyclepath

            Self-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.

            2026 – £1295 Daily departures available from 28 Mar – 11 Oct.

            Please note, due to the Eurovision song contest, being held in Vienna 12-17 May 2026, hotels in Vienna are very busy over this period. If you’re interested in travelling over these dates, we’ll do our best to secure hotels for you, but there may be a surcharge in and around Vienna.

            • Starting your trip in the baroque town of Schärding
            • Cycling through Passau – the city of three rivers
            • Riding the famous Schlogen bend
            • Winding your way to Grein with its imposing castle
            • Enjoying the natural wonders of the Wachau
            • Soaking up the sights in Vienna
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Austria

            The Danube Cyclepath

            Self-Guided Family Cycling Holiday

            Duration

            8 days

            Prices from

            £1,295 P.P.
            1
            2
            3
            4
            5
            Grade 2 : Gentle
            More Info BOOK NOW

            The Danube Cyclepath

            Self-Guided Family Cycling Holiday

            Child Discounts

            2026 – £1295 Daily departures available from 28 Mar – 11 Oct.

            We are able to offer the following discounts on the land only price for children.

            0 – 5 Travel Free

            6 – 11 50%

            12 – 14 25%

            15 – 17 10%

            These discounts are applicable when the child is sharing a room with 2 fully-paying passengers and is dependent on availability.

            Please note, due to the Eurovision song contest, being held in Vienna 12-17 May 2026, hotels in Vienna are very busy over this period. If you’re interested in travelling over these dates, we’ll do our best to secure hotels for you, but there may be a surcharge in and around Vienna.

            • Starting your trip in the baroque town of Schärding
            • Cycling through Passau – the city of three rivers
            • Riding the famous Schlogen bend
            • Winding your way to Grein with its imposing castle
            • Enjoying the natural wonders of the Wachau
            • Soaking up the sights in Vienna
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Spain

            Andalucia - Los Pueblos Blancos

            Self-Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £1,495 P.P.
            View Reviews
            1
            1
            2
            3
            4
            5
            Grade 2 - 3: Gentle to Moderate
            More Info BOOK NOW

            Andalucia - Los Pueblos Blancos

            Self-Guided Road Cycling Holiday

            Daily departures available. The prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

            2025 – £1495 – 01 Mar – 10 Apr / 20 Apr – 30 Apr / 12 May – 30 Jun / 09 Sep – 30 Nov

            2026 – £1535 – 01 Mar – 28 Mar / 05 Apr – 30 Apr / 03 May – 30 Jun / 08 Sep – 30 Nov

            • 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
            Self-Guided
            Self-Guided
            Spain

            Roads of Ronda

            Self-Guided Road Cycling Holiday

            Duration

            7 days

            Prices from

            £1,295 P.P.
            View Reviews
            1
            1
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            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Roads of Ronda

            Self-Guided Road Cycling Holiday

            Daily departures available. The prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

            2025 – £1295 – 01 Mar – 10 Apr / 20 Apr – 30 Apr / 12 May – 30 Jun / 09 Sep – 30 Nov

            2026 – £1335 – 01 Mar – 28 Mar / 05 Apr – 30 Apr / 03 May – 30 Jun / 08 Sep – 30 Nov

            • Staying in the quintessentially Spanish town of Ronda
            • Cycling through the rugged, ‘bandit country’ of the Sierra de las Nieves
            • Reaching the top of the stunning Puerto de las Palomas
            • Tasty tapas and sunset sangrias
            • White villages (pueblos blancos) cut into the hillsides
            • Planning your own cycling days based on our route notes and recommendations
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Lake Garda to Venice

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,865 P.P.
            View Reviews
            1
            1
            2
            3
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            Grade 2: Gentle
            More Info BOOK NOW

            Lake Garda to Venice

            Self-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.

            Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

            2026 18 Apr – 26 Oct (excluding dates throughout July and August)

            Season 1 – £1865 18 Apr – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £2095 15 Jun – 30 Jun and 01 – 08 Sep

            If you‘re looking for a longer holiday, our Via Claudia route links into this tour perfectly; two self-guided tours of a similar grade that you‘re able to do back to back. Contact us if you’d like more info on this!

            To ensure you have the best experience possible, we’d recommend travelling in the Spring or in the Autumn. We don’t as standard offer this tour in the hotter, more humid, busier summer months of July and August. If however your dates are set in July or August, please call us for a chat and we’ll do what we can to accommodate you.

            • Enjoying a swim in Lake Garda
            • Cycling along Pellestrina Island surrounded by Venetian lagoons and fishing boats
            • Absorbing the hidden Rennaisance gems of the ‘belpaese’
            • Exploring Verona – a piece of art in itself
            • Discovering the medieval fortification of Montagnana
            • Taking a gondola ride along the canals of Venice
            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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