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            Self-Guided Cycling Holidays

            We found 73 Holidays in your search for:

            Destinations (81)
            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 (81)
            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 5 of 8

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            Self-Guided
            Self-Guided
            Italy

            La Via Claudia

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,945 P.P.
            View Reviews
            1
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            Grade 2: Gentle
            More Info BOOK NOW

            La Via Claudia

            Self-Guided Leisure Cycling Holiday

            E-BIKE HIRE AVAILABLE

            This holiday is well-suited to both regular bikes and pedal assist e-bikes, and you can choose to hire either when you book your holiday 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.

            2025 21 Apr – 29 Oct

            Season 1 – £1945 21 Apr – 16 Jun and 03 Sep – 29 Oct

            Season 2 – £2135 17 Jun – 02 Sep

            2026 21 Apr – 29 Oct

            Season 1 – £2045 18 Apr – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £2245 15 Jun – 08 Sep

            If you‘re looking for a longer holiday, our Lake Garda to Venice 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!

            • Starting your week at the picturesque Lake Resia, admiring the bell tower peeking through the waves
            • Cycling beside the vivid blue waters of the River Etsch
            • Absorbing the history of an ancient trade route, all by bike
            • Exploring Merano – The Jewel of South Tyrol
            • Wine tasting in Caldaro, part of the Strade del Vino
            • Enjoying an apperitivo in Piazza Arena in Verona
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Puglia - The Beautiful South

            Self-Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £1,695 P.P.
            View Reviews
            2
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            Grade 2 : Gentle
            More Info BOOK NOW

            Puglia - The Beautiful South

            Self-Guided Road Cycling Holiday

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

            2025 24 Mar – 29 Oct (excluding dates from 09 Jun – 31 Aug)

            Season 1 – £1695 24 Mar – 08 Jun / 09 Sep – 29 Oct

            Season 2 – £1855 01 Sept – 08 Sept

            2026 29 Mar – 26 Oct (excluding dates from 08 Jun – 31 Aug)

            Season 1 – £1795 29 Mar – 07 Jun / 09 Sep – 26 Oct

            Season 2 – £1955 01 Sept – 08 Sept

            • Savouring the deep red wine of the Salento region and the crisp whites of Locorotondo
            • Enjoying the sights of Alberobello, famous for the ‘trulli’
            • Exploring the gnarled olive groves in the countryside of Alberobello
            • Visiting 2 UNESCO heritage sites; Lecce and Alberobello
            • Admiring the Baroque churches of Lecce
            • Enjoying the panoramic coastal road between Santa Maria di Leuca and Otranto
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Tuscany - Pisa to Florence

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,175 P.P.
            View Reviews
            5
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            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Tuscany - Pisa to Florence

            Self-Guided Leisure Cycling Holiday

            Start DateEnd DatePrice p.p.
            16/09/2025
            Guaranteed
            23/09/2025£1,175.00

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

            2025 24 Mar – 29 Oct (excluding dates throughout July and August)

            Season 1 – £1295 24 Mar – 16 Jun and 03 Sep – 29 Oct

            Season 2 – £1485 17 – 30 Jun and 01 – 02 Sep

            2026 29 Mar – 26 Oct (excluding dates throughout July and August)

            Season 1 – £1365 29 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £1565 15 – 30 Jun and 01 – 08 Sep

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

            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.

            • Riding between two of Italy’s most iconic cities
            • Exploring Pisa, home of the world-famous Piazza dei Miracoli
            • Cycling along quiet country lanes through Tuscan countryside
            • Cycling past fairy tale Renaissance palaces and villas
            • Visiting Vinci, the birthplace of Leonardo da Vinci
            • Spending a free day in Florence, the birthplace of the Renaissance
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Puglia

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,285 P.P.
            View Reviews
            4
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            Grade 2: Gentle
            More Info BOOK NOW

            Puglia

            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.
            29/09/202506/10/2025£1,285.00

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

            2025 24 Mar – 29 Oct (excluding departures from 09 Jun to 31 Aug)

            Season 1 – £1495 24 Mar – 08 Jun / 09 Sep – 29 Oct

            Season 2 – £1675 01 Sept – 08 Sept

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

            • Cycling through lush landscapes of ancient olive groves and vineyards
            • Exploring the UNESCO World Heritage town of Alberobello
            • Discovering the traditional Trulli houses of Puglia
            • Relaxing each evening in comfortable hotels in authentic towns and villages
            • Stopping at beautiful, sandy beaches with turquoise seas
            • Tasting delicious local products, like extra virgin olive oil and Primitivo wine
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Classic Tuscany

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £1,195 P.P.
            View Reviews
            7
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            Grade 3 : Moderate
            More Info BOOK NOW

            Classic Tuscany

            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.

            Start DateEnd DatePrice p.p.
            28/09/202504/10/2025£1,195.00

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

            2025 24 Mar – 29 Oct (excluding dates throughout July and August)

            Season 1 – £1335 24 Mar – 16 Jun and 03 Sep – 29 Oct

            Season 2 – £1575 17 Jun – 30 Jun and 01 – 02 Sep

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

            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.

            • Staying at Tuscan farms overlooking stunning countryside
            • Visiting the famous towns of Monteriggioni, Radda in Chianti and Siena
            • Riding through wonderful landscapes, wide open fields, cypress-lined hills and vineyards
            • Trying delicious, regional dishes
            • Sampling the best wines of Chianti, Montepulciano and Montalcino
            • Absorbing the atmosphere of San Gimignano – a UNESCO World Heritage Site
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Sardinia - Coastal Explorer

            Self-Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £1,475 P.P.
            View Reviews
            8
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            Grade 2 - 3: Gentle to Moderate
            More Info BOOK NOW

            Sardinia - Coastal Explorer

            Self-Guided Road Cycling Holiday

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

            2025 24 Mar – 29 Oct (excluding dates from 09 Jun – 31 Aug)

            Season 1 – £1475 24 Mar – 08 Jun and 09 Sep – 29 Oct

            Season 2 – £1685 01 Sept – 08 Sept

            2026 29 Mar – 26 Oct (excluding dates from 08 Jun – 31 Aug)

            Season 1 – £1550 26 Mar – 07 Jun and 09 Sep – 29 Oct

            Season 2 – £1775 01 Sept – 08 Sept

            • Riding the stunning coastal road from Alghero to Bosa
            • Exploring the sandstone coast of Santa Caterina di Pittinuri
            • Visiting the Sinis Peninsula and the ancient Roman ruins of Tharros
            • The view of Pan di Zucchero on the Nebida coastal ride
            • Sweeping down the long descent to Fluminimaggiore and Masua
            • Exploring the white beaches running alongside the south west coastal road
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Northumberland Coast (4 Days Cycling)

            Self-Guided Family Cycling Holiday

            Duration

            5 days

            Prices from

            £755 P.P.
            View Reviews
            8
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            Grade 1 - 2 : Easy/Gentle
            More Info BOOK NOW

            Northumberland Coast (4 Days Cycling)

            Self-Guided Family Cycling Holiday

            Child Discounts

            Daily departures available from April to end of September. Choose your own dates from:

            2025 £755 per person

            2026 £795 per person

            Kid’s Discounts

            For children below the age of 18 who are travelling with 2 full-paying passengers, we are able to offer a 20% discount off the basic holiday cost.

            If you‘re happy sharing a family room, once we’ve received your booking we will check what rooms are available and we may be able to offer (up to) an additional 20% discount for the children (subject to availability)..

            • Discovering beautiful Alnwick and its famous Castle and Gardens
            • Working out the tide times, then cycling over the causeway to Holy Island to check out the priory
            • Tasty fish and chips at Seahouses
            • Gorgeous sandy beaches and sweeping sand dunes of the Northumberland Coast
            • Seeing who’ll spot the castles of Dunstanburgh and Bamburgh first
            • Checking out the town walls of Berwick-upon-Tweed, England’s most northern town
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Northumberland Coast & Country

            Self-Guided Leisure Cycling Holiday

            Duration

            6 days

            Prices from

            £755 P.P.
            1
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            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Northumberland Coast & Country

            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.
            22/08/202527/08/2025£755.00
            19/09/202524/09/2025£755.00

            Daily departures from April to end of September, call us about October. Choose your own dates from:

            2025 £885 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.

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

            • The Northumberland Coast, a National Landscape
            • Lindisfarne with its castle and priory
            • Mile upon mile of golden dunes and sandy beaches and lush green countryside
            • The majestic castles of Dustanburgh, Bamburgh and Alnwick
            • The historic town of Berwick-upon-Tweed, England’s most Northern town
            • The market town of Wooler, Gateway to the Cheviots
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            UK

            Hadrian's Cycleway (6 days cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £885 P.P.
            View Reviews
            6
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            Grade 1-2 : Easy/Gentle
            More Info BOOK NOW

            Hadrian's Cycleway (6 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.

            Daily departures available from April to mid October.

            Choose your own dates from:

            2025 £885 per person

            2026 £935 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 well preserved forts of Birdoswald and Vindolanda
            • The rugged beauty of the North Pennines
            • The view down the Tyne as you arrive in to Newcastle
            • The picturesque market town of Corbridge
            • The sense of achievement having ridden from coast to coast
            • Following in the footsteps of the Roman Empire
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Hadrian's Cycleway (6 days cycling)

            Self-Guided Family Cycling Holiday

            Duration

            7 days

            Prices from

            £885 P.P.
            1
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            Grade 1 - 2 : Easy/Gentle
            More Info BOOK NOW

            Hadrian's Cycleway (6 days cycling)

            Self-Guided Family Cycling Holiday

            Daily departures available from April to mid October.

            Choose your own dates from:

            2025 £885 per person

            2026 £935 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.

            Kid’s Discounts

            For children below the age of 18 who are travelling with 2 full-paying passengers, we are able to offer a 25% discount off the basic holiday cost.

            If you‘re happy sharing a family room, once we’ve received your booking we will check what rooms are available and we may be able to offer (up to) an additional 25% discount for the children (subject to availability).

            • Cycling next to Hadrian’s Wall near Birdoswald
            • Beating your parents up one of the cheeky Skedaddle climbs
            • Seeing a live archaeological dig at Vindolanda
            • Corbridge and sinking a well-deserved pint of local ale – it’s not all about the kids you know!!
            • Seeing who’ll be the first to spot the ‘Blinking Eye’ bridge in Newcastle
            • Ice cream in Tynemouth and the sense of achievement having ridden from coast to coast as a family
            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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