Leisure cycling is such a popular category here at Skedaddle and we’ve compiled a list of the trending trips for 2019 to give you the best this category has to offer. These trips represent the most popular leisure cycling holidays we have to offer this year so take a look through what’s hot and where you’ll find like-minded cyclists this year.
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Trending Leisure Cycling Holidays
Destinations (72)
Types of Cycling / Grades (1)
Departure Month
Level of Support
Destinations (72)
Types of Cycling / Grades (1)
Departure Month
Level of Support
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Self-Guided
Coast and Castles (6 days cycling)
Self-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.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 20/05/2026 | 26/05/2026 | $1,425.00 |
| 10/06/2026 | 16/06/2026 | $1,425.00 |
| 08/07/2026 | 14/07/2026 | $1,425.00 |
| 19/08/2026 | 25/08/2026 | $1,425.00 |
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 $1780 per person
You 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.
- 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
- A celebratory dram in the shadow of Arthur’s Seat
- Flexibility to choose your own start date
Self-Guided
Sicily
Self-Guided Leisure Bike Tour
E-BIKE HIRE AVAILABLE
This tour is well-suited to both normal 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 applicable for all start dates between and inclusive of the stated dates.
2025 24 Mar – 29 Oct (excluding departures from 09 Jun – 31 August)
Season 1 – $2395 24 Mar – 08 Jun and 09 Sep – 29 Oct
Season 2 – $2575 01 Sep – 08 Sep
2026 29 Mar – 26 Oct (excluding departures from 08 Jun – 31 August)
Season 1 – $2525 29 Mar – 07 Jun and 09 Sep – 26 Oct
Season 2 – $2710 01 Sep – 08 Sep
- Visiting the Baroque towns of Modica, Ragusa and Noto, all UNESCO Heritage Sites
- Sampling delicious Sicilian pastries, like cannoli
- Cycling along the beautiful coastal road to Capo Passero
- Exploring the medieval streets of Ortigia di Siracusa
- Enjoying an aperitivo ‘al fresco’ with the locals in one of the many piazzas
- Discovering the astonishing Oasis of Vendicari
Guided
Scotland - Lochs and Glens
Guided Leisure Bike Tour
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SAVE ON 2026 ESCAPES
Save $85 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 Date | End Date | Price p.p. |
|---|---|---|
| * 10/05/2026 | 16/05/2026 | $2,335.00 |
| * 14/06/2026 | 20/06/2026 | $2,335.00 |
| * 19/07/2026 | 25/07/2026 | $2,335.00 |
| * 23/08/2026 | 29/08/2026 | $2,335.00 |
- Watching the sun rise over Loch Lomond
- The beautiful lochs of Venachar, Lubnaig and Tay
- Cycling through the dramatic Cairngorms National Park
- Scottish wildlife at its best including deer, red squirrels, eagles and osprey
- Castles and distilleries galore
- Rural Scottish cycling at its very best
Self-Guided
Bilbao to San Sebastian
Self-Guided Leisure Bike Tour
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.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 13/06/2026 | 19/06/2026 | $2,395.00 |
| 27/06/2026 | 03/07/2026 | $2,395.00 |
| 05/09/2026 Guaranteed | 11/09/2026 | $2,395.00 |
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 Apr – 31 Oct (excluding dates from 01 – 31 Aug)
Season 1 – $2280 01 – 11 Apr / 05 – 31 May / 1 – 31 Oct
Season 2 – $2650 20 – 30 Apr / 01 Jun – 31 Jul / 01 – 11 Sep / 22 – 30 Sep
2026 06 Apr – 31 Oct (excluding dates from 01 – 31 Aug and 11 – 20 Sep)
Season 1 – $2350 06 – 29 Apr / 03 May – 11 Jun / 1 – 31 Oct
Season 2 – $2735 30 Apr – 02 May / 12 Jun – 31 Jul / 01 – 10 Sep / 21 – 30 Sep
Alternatively for a great value trip choose one of our scheduled departures below.
- Visiting the world-class Guggenheim museum
- Savouring fabulous Basque cuisine
- Cycling through the beautiful Urdaibai natural park
- Admiring the dramatic Atlantic coastline: Cliffs, beaches, estuaries and coves
- Relaxing by the harbour of the picturesque fishing village of Lekeitio
- Arriving in stunning San Sebastian and bar hopping in the Casco Viejo
Not sure which trip's right for you? Just ask!
Get in touch and we'll help you find your perfect trip.
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