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
Departure Month
Destinations
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Guided
Scotland - The Caledonia Way
Guided Leisure Cycling Holiday
Guided
Scotland
Scotland - The Caledonia Way
Guided Leisure Cycling Holiday
Start
06/09/2026Duration
8 daysPrices from
£2,095 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.
| Start Date | Price p.p. |
|---|---|
| 28/06/2026 | £2,095.00 |
| 26/07/2026 | £2,095.00 |
| 06/09/2026 | £2,095.00 |
| 02/05/2027 | £2,185.00 |
| 23/05/2027 | £2,185.00 |
| 11/07/2027 | £2,185.00 |
| 05/09/2027 | £2,185.00 |
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
Bike and Boat
Venetian Waterways (Venice to Mantova)
Bike and Barge holiday
Bike and Boat
Italy
Venetian Waterways (Venice to Mantova)
Bike and Barge holiday
Start
12/09/2026Duration
8 daysPrices from
£1,635 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. |
|---|---|
| 30/05/2026 Vita Pugna | £1,755.00 |
| 06/06/2026 Ave Maria | £2,225.00 |
| 13/06/2026 Vita Pugna | £1,755.00 |
| 20/06/2026 Ave Maria | £2,225.00 |
| 27/06/2026 Vita Pugna | £1,635.00 |
| 04/07/2026 Ave Maria | £1,855.00 |
| 11/07/2026 Vita Pugna | £1,635.00 |
| 18/07/2026 Ave Maria | £1,855.00 |
| 25/07/2026 Vita Pugna | £1,635.00 |
| 01/08/2026 Ave Maria | £1,855.00 |
| 08/08/2026 Vita Pugna | £1,635.00 |
| 15/08/2026 Ave Maria | £1,855.00 |
| 22/08/2026 Vita Pugna | £1,635.00 |
| 29/08/2026 Ave Maria | £2,595.00 |
| 05/09/2026 Vita Pugna | £1,995.00 |
| 12/09/2026 Ave Maria | £2,595.00 |
| 19/09/2026 Vita Pugna | £1,995.00 |
| 26/09/2026 Ave Maria | £2,595.00 |
| 03/10/2026 Vita Pugna | £1,995.00 |
| 10/10/2026 Ave Maria | £2,595.00 |
| 17/10/2026 Vita Pugna | £1,755.00 |
| 24/10/2026 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
- Exploring the beautiful city of Venice
- Riding alongside the River Po, the longest river in Italy
- Experiencing the fishing valleys of the Po Delta, one of Europe’s largest wetlands
- Spending the day discovering Mantova and its historic centre; a Renaissance jewel
Guided
Sardinia - Island Flavours
Guided Leisure Cycling Holiday
Guided
Italy
Sardinia - Island Flavours
Guided Leisure Cycling Holiday
Start
12/09/2026Duration
8 daysPrices from
£1,995 P.P.
Grade 3 : Moderate
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LAST CHANCE OFFERS!
Choose half-price bike hire or get 5% off tour departing 10 Oct 2026. Book before 01 June 2026 and enter promo code LETSGO26. Your discount will be applied once your booking is confirmed. Ts and Cs apply.
| Start Date | Price p.p. |
|---|---|
| 12/09/2026 | £1,995.00 |
| * 10/10/2026 | £1,995.00 |
Highlighted trips are already guaranteed
- 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
Supported
Hadrian's Cycleway
Supported Leisure cycling holiday
Supported
United Kingdom
Hadrian's Cycleway
Supported Leisure cycling holiday
Start
18/09/2026Duration
6 daysPrices from
£995 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.
| Start Date | Price p.p. |
|---|---|
| 17/07/2026 | £995.00 |
| 18/09/2026 | £995.00 |
| 25/06/2027 | £1,025.00 |
| 30/07/2027 | £1,025.00 |
Highlighted trips are already guaranteed
- The well-preserved Hadrian’s Wall forts of Birdoswald and Vindolanda
- The rugged beauty of the North Pennines
- The picturesque market town of Corbridge
- The view down the Tyne as you arrive into Newcastle
- The sense of achievement having ridden from coast to coast
- Following in the footsteps of the Roman Empire
Guided
Puglia
Guided Leisure Cycling Holiday
Guided
Italy
Puglia
Guided Leisure Cycling Holiday
Start
20/09/2026Duration
8 daysPrices from
£2,295 P.P.
Grade 2: 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. 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. |
|---|---|
| 07/06/2026 | £2,295.00 |
| 20/09/2026 | £2,295.00 |
Highlighted trips are already guaranteed
- 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
Supported
C2C - Coast to Coast (Supported)
Supported Leisure Cycling Holiday
Supported
United Kingdom
C2C - Coast to Coast (Supported)
Supported Leisure Cycling Holiday
Start
25/09/2026Duration
5 daysPrices from
£895 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. |
|---|---|
| 26/06/2026 | £895.00 |
| 07/08/2026 | £895.00 |
| 25/09/2026 | £895.00 |
| 21/05/2027 | £925.00 |
| 16/07/2027 | £925.00 |
| 06/08/2027 | £925.00 |
| 27/08/2027 | £925.00 |
| 24/09/2027 | £925.00 |
Highlighted trips are already guaranteed
- UK’s favourite long distance cycle route
- Dramatic landscapes of the Lake District and Pennines
- Cycle friendly route – cycle paths and quiet country lanes
- Fully supported and awesome Skedaddle lunches
- Bike friendly B&Bs offering mouthwatering breakfasts
- Great sense of achievement, crossing the country, coast to coast
Guided
Sardinia - Island Flavours
Guided Leisure Cycling Holiday
Guided
Italy
Sardinia - Island Flavours
Guided Leisure Cycling Holiday
Start
10/10/2026Duration
8 daysPrices from
£1,995 P.P.
Grade 3 : Moderate
LAST CHANCE OFFERS!
Choose half-price bike hire or get 5% off tour departing 10 Oct 2026. Book before 01 June 2026 and enter promo code LETSGO26. Your discount will be applied once your booking is confirmed. Ts and Cs apply.
| Start Date | Price p.p. |
|---|---|
| 12/09/2026 | £1,995.00 |
| * 10/10/2026 | £1,995.00 |
Highlighted trips are already guaranteed
- 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
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
17/10/2026Duration
8 daysPrices from
£2,295 P.P.
Grade 2-3: Gentle/Moderate
E-BIKE HIRE AVAILABLE
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. |
|---|---|
| 17/10/2026 | £2,295.00 |
| 20/10/2026 | £2,295.00 |
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
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
17/04/2027Duration
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. |
|---|---|
| 20/06/2026 | £4,895.00 |
| 01/08/2026 | £4,895.00 |
| 17/04/2027 | £5,045.00 |
| 19/06/2027 | £5,045.00 |
| 11/09/2027 | £5,045.00 |
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
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
19/06/2027Duration
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. |
|---|---|
| 20/06/2026 | £4,895.00 |
| 01/08/2026 | £4,895.00 |
| 17/04/2027 | £5,045.00 |
| 19/06/2027 | £5,045.00 |
| 11/09/2027 | £5,045.00 |
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
