What are ‘Guaranteed Departures’? Our group trips need a minimum number of riders before we can give things the go ahead. Our Guaranteed Departures are trips which have already reached that minimum, meaning you can place a booking and start looking forward to your trip straight away. Browse all upcoming Guaranteed Departures below and click on the ‘Dates’ tab to see all available tour dates for a particular holiday. If the group tour you are looking at is not yet guaranteed, then you can still make a booking and chat to our sales team about how many more riders are needed before it becomes guaranteed.
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Destinations
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Destinations
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Guided
NEW! Andalucia - Costa de la Luz and Ancient Cadiz
Guided Leisure Cycling Holiday
Guided
Spain
NEW! Andalucia - Costa de la Luz and Ancient Cadiz
Guided Leisure Cycling Holiday
Start
20/03/2026Duration
8 daysPrices from
£2,225 P.P.
Grade 2-3: Gentle/Moderate
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 Date | Price p.p. |
|---|---|
| 20/03/2026 | £2,225.00 |
| 17/10/2026 | £2,225.00 |
Highlighted trips are already guaranteed
- Exploring the endless coastal trails surrounding Tarifa
- Indulging in delicious, freshly-caught seafood in Sanlucar
- Savouring a glass of sherry in a historic bodega within the Sherry Triangle
- Immersing ourselves in true Andalucian culture and enjoying some Flamenco
- Riding along the peaceful, traffic-free EuroVelo routes
- Experiencing the lively, vibrant town of Tarifa, the gateway to two continents
Guided
Granada to Seville
Guided Leisure Cycling Holiday
Guided
Spain
Granada to Seville
Guided Leisure Cycling Holiday
Start
07/04/2026Duration
9 daysPrices from
£2,595 P.P.
Grade 3 : Moderate
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 Date | Price p.p. |
|---|---|
| 07/04/2026 | £2,595.00 |
| 26/09/2026 | £2,595.00 |
Highlighted trips are already guaranteed
- 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
Guided
Scotland - Hebridean Way
Guided Leisure Cycling Holiday
Guided
Scotland
Scotland - Hebridean Way
Guided Leisure Cycling Holiday
Start
03/05/2026Duration
7 daysPrices from
£2,555 P.P.
Grade 3-4 : Moderate/Active
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 Date | Price p.p. |
|---|---|
| 03/05/2026 | £2,555.00 |
| 24/05/2026 | £2,555.00 |
| 31/05/2026 | £2,555.00 |
| 21/06/2026 | £2,555.00 |
| 05/07/2026 | £2,555.00 |
| 26/07/2026 | £2,555.00 |
| 16/08/2026 | £2,555.00 |
| 30/08/2026 | £2,555.00 |
Highlighted trips are already guaranteed
- Riding along the Golden Road
- Miles and miles of picture-perfect white sand beaches
- Enjoying a wee dram from the Distillery at Tarbert
- Seeing the traditional weaving of Harris Tweed
- Views of Luskentyre Beach over a delicious picnic lunch
- Visiting the Blackhouse Village at Gearrannan
- The awe inspiring Callanish Standing Stones
Guided
Tuscany to Rome
Guided Electric Bike Holiday
Guided
Italy
Tuscany to Rome
Guided Electric Bike Holiday
Start
23/05/2026Duration
8 daysPrices from
£2,335 P.P.
Grade 3 : Moderate
E-BIKE HOLIDAY
This holiday has been designed as an e-bike tour allowing 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.
| Start Date | Price p.p. |
|---|---|
| 23/05/2026 | £2,335.00 |
| 12/09/2026 | £2,335.00 |
Highlighted trips are already guaranteed
- Staying in Tuscan accommodation overlooking stunning landscapes
- Discovering the amazing towns of Siena, San Quirico and Pienza
- Sampling the best wines of Chianti, Montepulciano and Montalcino
- Enjoying the journey from Tuscany to Rome on a variety of terrain, including ancient Roman roads
- Exploring the lesser-known historical towns of Lazio, such as Sutri with it’s Roman amphitheatre
- The sense of achievement riding into St Peter’s Square in Rome
Guided
Scotland - Hebridean Way
Guided Leisure Cycling Holiday
Guided
Scotland
Scotland - Hebridean Way
Guided Leisure Cycling Holiday
Start
24/05/2026Duration
7 daysPrices from
£2,555 P.P.
Grade 3-4 : Moderate/Active
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 Date | Price p.p. |
|---|---|
| 03/05/2026 | £2,555.00 |
| 24/05/2026 | £2,555.00 |
| 31/05/2026 | £2,555.00 |
| 21/06/2026 | £2,555.00 |
| 05/07/2026 | £2,555.00 |
| 26/07/2026 | £2,555.00 |
| 16/08/2026 | £2,555.00 |
| 30/08/2026 | £2,555.00 |
Highlighted trips are already guaranteed
- Riding along the Golden Road
- Miles and miles of picture-perfect white sand beaches
- Enjoying a wee dram from the Distillery at Tarbert
- Seeing the traditional weaving of Harris Tweed
- Views of Luskentyre Beach over a delicious picnic lunch
- Visiting the Blackhouse Village at Gearrannan
- The awe inspiring Callanish Standing Stones
Bike and Boat
Venetian Waterways (Mantova to Venice)
Bike and Barge holiday
Bike and Boat
Italy
Venetian Waterways (Mantova to Venice)
Bike and Barge holiday
Start
30/05/2026Duration
8 daysPrices from
£1,165 P.P.
Grade 1-2 : Easy/Gentle
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 | Price p.p. |
|---|---|
| 21/03/2026 Ave Maria | £1,395.00 |
| 28/03/2026 Vita Pugna | £1,165.00 |
| 04/04/2026 Ave Maria | £2,225.00 |
| 11/04/2026 Vita Pugna | £1,755.00 |
| 18/04/2026 Ave Maria | £2,225.00 |
| 25/04/2026 Vita Pugna | £1,755.00 |
| 02/05/2026 Ave Maria | £2,455.00 |
| 09/05/2026 Vita Pugna | £1,885.00 |
| 16/05/2026 Ave Maria | £2,455.00 |
| 23/05/2026 Vita Pugna | £1,885.00 |
| 30/05/2026 Ave Maria | £2,225.00 |
| 06/06/2026 Vita Pugna | £1,755.00 |
| 13/06/2026 Ave Maria | £2,225.00 |
| 20/06/2026 Vita Pugna | £1,755.00 |
| 27/06/2026 Ave Maria | £1,855.00 |
| 04/07/2026 Vita Pugna | £1,635.00 |
| 11/07/2026 Ave Maria | £1,855.00 |
| 18/07/2026 Vita Pugna | £1,635.00 |
| 25/07/2026 Ave Maria | £1,855.00 |
| 01/08/2026 Vita Pugna | £1,635.00 |
| 08/08/2026 Ave Maria | £1,855.00 |
| 15/08/2026 Vita Pugna | £1,635.00 |
| 22/08/2026 Ave Maria | £1,855.00 |
| 29/08/2026 Vita Pugna | £1,995.00 |
| 05/09/2026 Ave Maria | £2,595.00 |
| 12/09/2026 Vita Pugna | £1,995.00 |
| 19/09/2026 Ave Maria | £2,595.00 |
| 26/09/2026 Vita Pugna | £1,995.00 |
| 03/10/2026 Ave Maria | £2,595.00 |
| 10/10/2026 Vita Pugna | £1,995.00 |
| 17/10/2026 Ave Maria | £2,225.00 |
Highlighted trips are already guaranteed
- Cycling through some of Northern Italy’s most enticing cities
- Staying on board the modern, bright and spacious Ave Maria or the traditional Vita Pugna
- Spending the day discovering Mantova
- Riding alongside the River Po, the longest river in Italy
- Experiencing the Po Delta, one of Europe’s largest wetlands
- Finishing your trip in beautiful Venice
Guided
NEW! Emilia-Romagna - The Food Valley
Guided Leisure Cycling Holiday
Guided
Italy
NEW! Emilia-Romagna - The Food Valley
Guided Leisure Cycling Holiday
Start
30/05/2026Duration
8 daysPrices from
£1,995 P.P.
Grade 2-3: Gentle/Moderate
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 Date | Price p.p. |
|---|---|
| 30/05/2026 | £1,995.00 |
| 29/08/2026 | £1,995.00 |
Highlighted trips are already guaranteed
- Riding along 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 birthplace of the famous Italian composer Giuseppe Verdi
- Exploring modern and bustling Modena
- Taking in the vibrant university city of Bologna
Guided
Scotland - Hebridean Way
Guided Leisure Cycling Holiday
Guided
Scotland
Scotland - Hebridean Way
Guided Leisure Cycling Holiday
Start
31/05/2026Duration
7 daysPrices from
£2,555 P.P.
Grade 3-4 : Moderate/Active
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 Date | Price p.p. |
|---|---|
| 03/05/2026 | £2,555.00 |
| 24/05/2026 | £2,555.00 |
| 31/05/2026 | £2,555.00 |
| 21/06/2026 | £2,555.00 |
| 05/07/2026 | £2,555.00 |
| 26/07/2026 | £2,555.00 |
| 16/08/2026 | £2,555.00 |
| 30/08/2026 | £2,555.00 |
Highlighted trips are already guaranteed
- Riding along the Golden Road
- Miles and miles of picture-perfect white sand beaches
- Enjoying a wee dram from the Distillery at Tarbert
- Seeing the traditional weaving of Harris Tweed
- Views of Luskentyre Beach over a delicious picnic lunch
- Visiting the Blackhouse Village at Gearrannan
- The awe inspiring Callanish Standing Stones
Guided
Cotswolds - Bourton-on-the-Water
Guided Leisure Cycling Holiday
Guided
United Kingdom
Cotswolds - Bourton-on-the-Water
Guided Leisure Cycling Holiday
Start
15/06/2026Duration
5 daysPrices from
£1,145 P.P.
Grade 2-3: Gentle/Moderate
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 | Price p.p. |
|---|---|
| 13/04/2026 | £1,145.00 |
| 15/06/2026 | £1,195.00 |
| 24/08/2026 | £1,195.00 |
Highlighted trips are already guaranteed
- Staying at Harrington House, a comfortable HF Country House in the centre of picturesque Bourton-on-the-Water
- Three days guided cycling with an experienced leader
- Enjoying leisurely rides through beautiful rolling countryside
- Visiting the famous Cotswold market town of Stow-on-the-Wold
- Visiting the historic village of Bibury, famous for its stone cottages which once housed weavers
- Cycling through beautiful chocolate box villages
Guided
Land's End to John O'Groats Explorer
Guided Electric Bike Holiday
Guided
United Kingdom
Land's End to John O'Groats Explorer
Guided Electric Bike Holiday
Start
20/06/2026Duration
22 daysPrices from
£4,895 P.P.
Grade 3-4 : Moderate/Active
E-BIKE HOLIDAY
This holiday has been designed as an e-bike tour allowing 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.
| Start Date | Price p.p. |
|---|---|
| 18/04/2026 | £4,895.00 |
| 20/06/2026 | £4,895.00 |
| 01/08/2026 | £4,895.00 |
Highlighted trips are already guaranteed
- 3 countries in 19 days of riding
- 1,000 miles of Britain at its best
– Riding an e-bike the length of Britain from toe to tip and declaring yourself an ‘End to Ender’
- Cornish pasties to haggis and everything in between
- Experiencing the regional changes in tradition, culture and accents as you progress from county to county
- Enjoying spectacular scenery from Cheddar Gorge to the Cairngorms
Guided
La Via Claudia
Guided Leisure Cycling Holiday
Guided
Austria & Italy
La Via Claudia
Guided Leisure Cycling Holiday
Start
20/06/2026Duration
8 daysPrices from
£2,495 P.P.
Grade 3-4 : Moderate/Active
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 Date | Price p.p. |
|---|---|
| 20/06/2026 | £2,495.00 |
| 18/07/2026 | £2,495.00 |
| 22/08/2026 | £2,495.00 |
Highlighted trips are already guaranteed
- Waking up to beautiful views of the Zugspitze, Germany’s highest peak
- Cycling beside the vivid blue waters of the River Inn
- Absorbing the history of an ancient trade route by bike
- Exploring Merano – The Jewel of South Tyrol
- Winding your way through the lovely Vinschgau Valley
- A post-ride, tasty gelato on the shores of Lake Garda
Guided
Scotland - The Caledonia Way
Guided Leisure Cycling Holiday
Guided
Scotland
Scotland - The Caledonia Way
Guided Leisure Cycling Holiday
Start
28/06/2026Duration
8 daysPrices from
£2,025 P.P.
Grade 4: Active
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 Date | Price p.p. |
|---|---|
| 17/05/2026 | £2,025.00 |
| 28/06/2026 | £2,025.00 |
| 26/07/2026 | £2,025.00 |
| 06/09/2026 | £2,025.00 |
Highlighted trips are already guaranteed
- Marvelling at the beauty of Kilmartin Glen and its ancient monuments
- Enjoying traffic-free Caledonia Way cycleways and lovely canal side routes
- Checking out Ben Nevis and The Grampians from Loch Linhe
- Fort Augustus and taking on the legendary ascent of Glendoe
- Exploring Knapdale – One of Scotland’s National Scenic Areas
- Cycling to Scotland’s best-loved towns including Fort William and Fort Augustus
