From the Moorish architecture of Granada and Seville to the ancient wonders of Rome, vibrant culture of Ljubljana and inspiring art in Vienna, there’s so much to experience on these incredible tours of cities and culture. We’ve curated the best itineraries that blend scenic cycling with sight-seeing and cultural experiences. Whether you’re looking for a relaxed e-bike ride or something a little more challenging, we’ve got a holiday that’s just right for you.
.png)
Destinations (81)
Types of Cycling / Grades (7)
Departure Month
Level of Support
Destinations (81)
Types of Cycling / Grades (7)
Departure Month
Level of Support
Page 2 of 6
Select Order
Order By
Guided
Bilbao to Santiago
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 31/08/2025 Guaranteed | 10/09/2025 | £3,075.00 |
- Riding along the stunning and dramatic Cantabrian coastline
- Enjoying a fabulous seafood platter in San Vicente de Barquera
- Pouring cider in the old town of Oviedo
- Arriving at the roof of the ‘Camino Primitivo‘, Puerto Palo
- Cycling through beautiful, rural, enchanting Galicia to arrive in historical Santiago to collect a pilgrims’ certificate
- The arrival at ‘the end of the world’ and awesome Cape Finisterre
Self-Guided
Self-Guided
Italy
Strade Bianche Explorer
Self-Guided Gravel Riding Holiday
Duration
8 daysPrices from
£1,735 P.P.
Grade 3-4 : Moderate/Challenging
Strade Bianche Explorer
Self-Guided Gravel Riding 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 throughout July and August)
Season 1 – £1735 24 Mar – 16 Jun and 03 Sep – 29 Oct
Season 2 – £1945 17 Jun – 30 Jun and 01 – 02 Sep
2026 29 Mar – 26 Oct (excluding dates throughout July and August)
Season 1 – £1825 29 Mar – 14 Jun and 09 Sep – 26 Oct
Season 2 – £2045 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.
- Riding some of the classic “Strade Bianche” of Tuscany as well as lesser-known gravel routes
- Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting
- Exploring the region on a mix of terrains
- Riding the stunning UNESCO heritage region of Val d’Orcia
- Relaxing in small villages for a coffee with the locals
- Easing along the rolling hills of the ‘Colli Senesi’
- Chilling out with a post-ride Chianti or Brunello
Self-Guided
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
Guided
Atlas to Desert
Guided Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 27/09/2025 Guaranteed | 05/10/2025 | £1,655.00 |
| 25/10/2025 | 02/11/2025 | £1,655.00 |
| 04/04/2026 | 12/04/2026 | £1,745.00 |
| 26/09/2026 | 04/10/2026 | £1,745.00 |
| 03/04/2027 | 11/04/2027 | £1,835.00 |
| 25/09/2027 | 03/10/2027 | £1,835.00 |
- Biking across the remote, beautiful, and untouched Jebel Sirwa mountains
- Exploring crumbling remains of the past in Morocco’s many kasbahs
- Riding a huge variety of rewarding tracks and trails
- Sleeping under the stars in the Sahara Desert
- Relaxing in one of Morocco’s most beautiful palm oases
- Strolling through the spellbinding network of souks in Marrakech medina
Guided
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 Date | End Date | Price p.p. |
|---|---|---|
| 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
Self-Guided
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 Date | End Date | Price p.p. |
|---|---|---|
| 29/09/2025 | 06/10/2025 | £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
Guided
Petra, Wadi Rum & The Dead Sea
Guided Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 18/10/2025 | 25/10/2025 | £2,225.00 |
| 29/11/2025 | 06/12/2025 | £2,225.00 |
| 14/03/2026 | 21/03/2026 | £2,335.00 |
| 25/04/2026 | 02/05/2026 | £2,335.00 |
| 17/10/2026 | 24/10/2026 | £2,335.00 |
| 28/11/2026 | 05/12/2026 | £2,335.00 |
- Exploring Petra – The Rose Red City
- Cycling Jordan's forests, deserts & dramatic canyons
- Desert star gazing in the dramatic Wadi Rum
- Dead Sea dipping and your very own DIY spa treatment
- Bedouin hospitality and feasting on delicious local food
- Crusader Castles & the historic cities of Amman & Jersah
Self-Guided
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 Date | End Date | Price p.p. |
|---|---|---|
| 28/09/2025 | 04/10/2025 | £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
Guided
Mountains and Coast
Guided Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 04/10/2025 | 18/10/2025 | £2,075.00 |
| 21/02/2026 Guaranteed | 07/03/2026 | £2,145.00 |
| 07/03/2026 | 21/03/2026 | £2,145.00 |
| 21/03/2026 | 04/04/2026 | £2,145.00 |
| 14/11/2026 | 28/11/2026 | £2,145.00 |
- Exploring the lesser visited parts of Vietnam by bike
- Stunning Saigon – the ‘Pearl of the Orient’
- Heading off the tourist trail in the Central Highlands
- Treating your tastebuds to Vietnam’s legendary cuisine
- Get your caffeine hit with a fresh roadside brew
- Soaking up the sunshine at beautiful Nha Trang
Self-Guided
Chateaux of the Loire
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.
Departures available from 13 Apr – 14 Oct
2025
Wednesday departures – £1595
Daily departures (excl. Wednesdays) – £1665
2026
Wednesday departures – £1665
Daily departures (excl. Wednesdays) – £1735
- Visiting a selection of the region’s most interesting chateaux; including Villandry and Azay-le-Rideau
- Enjoying fine local produce and local red, white and sparkling wines
- Following relaxed routes, along quiet country lanes and traffic-free paths
- Learning about the Loire Valley’s rich history
- Meandering through quaint, picturesque villages
- Cooling off in the hotel pool after a day out on your bikes
Not sure which trip's right for you? Just ask!
Get in touch and we'll help you find your perfect trip.
News, Reviews & Stories
6 Reasons To Cycle Sweden
We are excited to announce a NEW self-guided leisure cycling holiday in Sweden starting in 2023...
Cycling in Spain
We’re proud to call it our casa! Here's 8 things you’ll only understand if you’ve been cycling in Spain…