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            Early Season Departures

            We found 8 Holidays in your search for:

            Destinations (81)
            Types of Cycling / Grades (1)
            Departure Month

            2025

            2026

            2027

            Level of Support

            We found 8 Holidays in your search for:

            Select Order Order By
            Destinations (81)
            Types of Cycling / Grades (1)
            Departure Month

            2025

            2026

            2027

            Level of Support

            Start planning your early season escape to the sun now! We offer a wide range of cycling holidays in the UK and Europe that you can choose from. Avoid the summer crowds and enjoy amazing coastal views in Sardinia, or take on an ultimate British challenge and cycle from coast to coast this spring. And so much more! Explore more of our range below...

            • All Cycling Holidays
            • All Leisure Cycling Holidays
            • Early Season Departures 2020
            Select Order Order By
            Guided
            Guided
            Italy

            Sardinia - Island Flavours

            Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,895 P.P.
            View Reviews
            11
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Sardinia - Island Flavours

            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 E-Bike Departure27/09/2025£1,895.00
            11/10/2025
            Guaranteed
            18/10/2025£1,895.00
            • Checking out the UNESCO heritage site of Barumini Nuraghe
            • Enjoying the long descent to Fluminimaggiore and Masua
            • Sampling local specialties at Carloforte, on St Pietro island
            • Riding along the Nebida coastline and marvelling at the view of Pan di Zucchero
            • Experiencing the friendliness and hospitality of the Sardinian people
            • Discovering the white beaches along the south-west coastal road
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Spain

            Granada to Seville

            Self-Guided Leisure Cycling Holiday

            Duration

            9 days

            Prices from

            £1,745 P.P.
            View Reviews
            3
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Granada to Seville

            Self-Guided Leisure Cycling Holiday

            Start DateEnd DatePrice p.p.
            18/05/202526/05/2025£1,745.00
            28/09/202506/10/2025£1,745.00

            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 01 Mar – 30 Nov (excluding dates from 18 Apr – 4 May and 01 Jul to 13 Sep)

            Season 1 – £1995 01 – 13 Mar / 01 – 30 Nov

            Season 2 – £2155 14 Mar – 11 Apr / 05 May – 30 Jun / 14 Sep – 31 Oct

            2026 01 Mar – 30 Nov (excluding dates from 29 Mar – 05 Apr / 11 – 18 Apr / 01 Jul to 05 Sep)

            Season 1 – £2055 01 – 28 Mar / 01 – 30 Nov

            Season 2 – £2220 06 – 10 Apr / 19 Apr – 30 Jun / 06 Sep – 31 Oct

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

            • Cycling between 3 of the most magnificent cities in Andalucia
            • Travelling through rolling sierras and olive plantations
            • Making use of the Vias Verdes
            • Exploring the architectural wonders of Granada
            • Visiting Cordoba – the birth place of Spanish Flamenco
            • Celebrating your trip in the capital of the south, Seville
            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
            1
            2
            3
            4
            5
            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
            Guided
            Guided
            Italy

            Puglia

            Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £2,095 P.P.
            View Reviews
            12
            1
            2
            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.
            08/06/2025 E-Bike Departure
            Contact Us
            15/06/2025£2,095.00
            20/09/2025
            Guaranteed
            27/09/2025£2,095.00
            • 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
            Spain

            Granada to Seville

            Guided Leisure Cycling Holiday

            Duration

            9 days

            Prices from

            £2,595 P.P.
            View Reviews
            3
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Granada to Seville

            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.
            27/09/2025 E-Bike Departure05/10/2025£2,595.00
            • Cycling between 3 of the most magnificent cities in Andalucia
            • Riding through rolling sierras and olive groves
            • Making use of the Vias Verdes
            • Exploring the architectural wonders of Granada
            • Visiting Cordoba – the birth place of Spanish Flamenco
            • Celebrating your trip in the capital of the south, Seville
            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
            1
            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)

            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
            Italy

            Emilia-Romagna - The Food Valley

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

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

            Emilia-Romagna - The Food Valley

            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 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. 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 – £1495 24 Mar – 16 Jun and 03 Sep – 29 Oct

            Season 2 – £1645 17 Jun – 30 Jun and 01 – 02 Sep

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

            Season 1 – £1575 29 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £1735 15 Jun – 30 Jun and 01 – 08 Sep

            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.

            • Gently cycling on quiet roads and cycle paths through beautiful countryside
            • Sampling tasty slow-food produce on the Food Valley Bike route from Cremona to Parma
            • Tasting authentic Italian food in their towns of origin such as Parma Ham, Parmigiano Reggiano, Balsamic Vinegar, and Bolognese Ragù
            • Visiting the hometown of the famous Italian composer Giuseppe Verdi
            • Exploring modern and bustling Modena
            • Taking in the vibrant university city of Bologna
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Ireland

            Highlights of Kerry

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

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

            Highlights of Kerry

            Self-Guided Leisure Cycling Holiday

            E-BIKE HIRE AVAILABLE

            This holiday is well-suited to both normal 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 from 01 Apr to 10 Oct.

            2025 £1495 per person.

            • Cycling the foothills of Ireland’s highest Mountain – Carrantuohill
            • Exploring the picturesque shores of Kells Bay
            • Dining in cosy Irish Pubs
            • Enjoying views over the spectacular Three Lakes of Killarney
            • Riding through the renowned Gap of Dunloe
            • Visiting Valentia Island and discovering 360-million-year-old Tetrapod footprints.
            Photo Highlights Dates
            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
            Next

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