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 tour. 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
NEW! Suffolk - Wolf Way
Guided Leisure Cycling Tour
Guided
NEW! Suffolk - Wolf Way
Guided Leisure Cycling Tour
Start
19/07/2025Duration
8 daysPrices from
$2,300 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.
| Start Date | Price p.p. |
|---|---|
| * 17/05/2025 | $2,300.00 |
| 19/07/2025 | $2,300.00 |
| 06/09/2025 | $2,300.00 |
Highlighted trips are already guaranteed
- Enjoying a variety of trails, from bridleways to quiet roads
- Exploring some of the earliest Neolithic settlements in Europe
- Discovering the Roman cities of Ipswich and Dunwich
- Discovering Bury St Edmunds Abbey, the burial place of King Edmund
- Reaching the most easterly location in the British Isles: Ness Point in Lowestoft
- Visiting Sutton Hoo, the Anglo-Saxon burial ground and ship
- Pedalling along the breathtaking Suffolk coastline
Guided
Scotland - Hebridean Way
Guided Leisure Bike Tour
Guided
United Kingdom
Scotland - Hebridean Way
Guided Leisure Bike Tour
Start
20/07/2025Duration
7 daysPrices from
$3,290 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.
| Start Date | Price p.p. |
|---|---|
| * 04/05/2025 | $3,290.00 |
| 01/06/2025 | $3,290.00 |
| 15/06/2025 | $3,290.00 |
| 13/07/2025 | $3,290.00 |
| 20/07/2025 | $3,290.00 |
| 10/08/2025 | $3,290.00 |
| 31/08/2025 | $3,290.00 |
Highlighted trips are already guaranteed
- Riding along the Golden Road
- Miles and miles of picture-perfect white sand beaches
- Enjoying a wee dram at 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
Alps and Dolomites - Giants of the Giro
Guided Road Bike Tour
Guided
Italy
Alps and Dolomites - Giants of the Giro
Guided Road Bike Tour
Start
25/07/2025Duration
9 daysPrices from
$3,345 P.P.
Grade 4 - 5
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| Start Date | Price p.p. |
|---|---|
| * 25/07/2025 | $3,345.00 |
| 16/08/2025 | $3,345.00 |
| 24/07/2026 | $3,525.00 |
| 15/08/2026 | $3,525.00 |
Highlighted trips are already guaranteed
- Cycling through the best alpine and dolomite scenery of Italy
- Climbing the iconic Mortirolo, Passo Gavia and Passo Stelvio of Giro d’Italia fame
- Enjoying post-ride relaxation in typical chalet-style mountain hotels
- Re-charging your energy levels every evening with tasty local fayre
- Testing your legs and endurance on the final Monte Grappa climb
- Enjoying an aperitif in the lively towns of San Pellegrino Terme, Bormio and Bassano del Grappa
Guided
Land's End to John O'Groats Explorer
Guided Road Bike Tour
Guided
United Kingdom
Land's End to John O'Groats Explorer
Guided Road Bike Tour
Start
26/07/2025Duration
22 daysPrices from
$6,575 P.P.
Grade 3 - 4: Moderate/ Challenging
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. 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. |
|---|---|
| 10/05/2025 | $6,575.00 |
| 07/06/2025 | $6,575.00 |
| 12/07/2025 | $6,575.00 |
| 26/07/2025 | $6,575.00 |
| 06/09/2025 | $6,575.00 |
| 09/05/2026 | $6,915.00 |
| 11/07/2026 | $6,915.00 |
| 05/09/2026 | $6,915.00 |
Highlighted trips are already guaranteed
- Ride the length of Britain from toe to tip and declare yourself an ‘End to Ender’
- Experience the regional changes in tradition, culture and accents as you progress from county to county
- Enjoy spectacular scenery from Cheddar Gorge to the Cairngorms
- 3 countries in 19 days of riding
- 1,000 miles of Britain at its best
- Cornish pasties to haggis and everything in between
Guided
Norfolk - Rebellion Way
Guided Leisure Bike Tour
Guided
United Kingdom
Norfolk - Rebellion Way
Guided Leisure Bike Tour
Start
27/07/2025Duration
7 daysPrices from
$2,165 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. |
|---|---|
| * 20/04/2025 | $2,165.00 |
| 08/06/2025 | $2,165.00 |
| 27/07/2025 | $2,165.00 |
| 21/09/2025 | $2,165.00 |
Highlighted trips are already guaranteed
- Coastal cycling, beach houses and British seaside sights
- Majestic manor houses and villages full of character and charm
- Varied terrain from rolling country lanes to wooded ways
- Tales of Boudicca and rebellions
- Delightful Diss and stunning Holkham Hall
- Miles of gentle pedalling through the Norfolk Broads
- Posing with Captain Mainwaring in Thetford
Guided
Northumberland - Reivers Trails
Guided Gravel Riding Tour
Guided
United Kingdom
Northumberland - Reivers Trails
Guided Gravel Riding Tour
Start
27/07/2025Duration
7 daysPrices from
$2,165 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| * 22/06/2025 | $2,165.00 |
| 27/07/2025 | $2,165.00 |
Highlighted trips are already guaranteed
- Miles and miles of traffic-free gravel Reivers trails to explore
- A raid across the Scottish Border and a night in Newcastleton, Liddesdale
- A chance to spot ospreys which have nested in Kielder since 2008
- A visit to the Skyspace installation designed by artist James Turrell
- Fabulous vistas across Europe’s largest man-made lake
- The flowing contours and switchbacks of Kielder’s Lakeside Trail
- A delicious local pint from First and Last’s Bellingham-based brewery
Guided
Volcanoes and Valleys
Guided Family Bike Tour
Guided
Costa Rica
Volcanoes and Valleys
Guided Family Bike Tour
Start
02/08/2025Duration
12 daysPrices from
$4,335 P.P.
Grade 2 - 3: Gentle/ Moderate
| Start Date | Price p.p. |
|---|---|
| 02/08/2025 | $4,335.00 |
| 18/10/2025 | $4,335.00 |
| 05/08/2026 | $4,515.00 |
| 17/10/2026 | $4,515.00 |
Highlighted trips are already guaranteed
- Peering in to a volcanic crater
- Running the rapids on the Pacuare River
- The hundreds of varieties of wildlife which call Lake Arenal home
- Arriving at the Pacific paradise of Samara beach
- Enjoying typical Tico hospitality while learning to make delicious tortillas
- Monkey spotting as you cycle along
Guided
Scotland - Hebridean Way
Guided Leisure Bike Tour
Guided
United Kingdom
Scotland - Hebridean Way
Guided Leisure Bike Tour
Start
10/08/2025Duration
7 daysPrices from
$3,290 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.
| Start Date | Price p.p. |
|---|---|
| * 04/05/2025 | $3,290.00 |
| 01/06/2025 | $3,290.00 |
| 15/06/2025 | $3,290.00 |
| 13/07/2025 | $3,290.00 |
| 20/07/2025 | $3,290.00 |
| 10/08/2025 | $3,290.00 |
| 31/08/2025 | $3,290.00 |
Highlighted trips are already guaranteed
- Riding along the Golden Road
- Miles and miles of picture-perfect white sand beaches
- Enjoying a wee dram at 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
Scotland - The Caledonia Way
Guided Leisure Bike Tour
Guided
United Kingdom
Scotland - The Caledonia Way
Guided Leisure Bike Tour
Start
17/08/2025Duration
8 daysPrices from
$2,615 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. |
|---|---|
| * 11/05/2025 | $2,615.00 |
| 22/06/2025 | $2,615.00 |
| 17/08/2025 | $2,615.00 |
Highlighted trips are already guaranteed
- Marvelling at the beauty of Kilmartin Glen and its ancient monuments
- Enjoying traffic-free 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
Guided
Secret Sarawak
Guided Bike Tour
Guided
Borneo
Secret Sarawak
Guided Bike Tour
Start
23/08/2025Duration
14 daysPrices from
$3,930 P.P.
Grade 2 - 3: Moderate/ Active
| Start Date | Price p.p. |
|---|---|
| 10/05/2025 | $3,930.00 |
| 23/08/2025 | $3,930.00 |
| 27/09/2025 | $3,930.00 |
| 09/05/2026 | $4,135.00 |
| 22/08/2026 | $4,135.00 |
| 26/09/2026 | $4,135.00 |
Highlighted trips are already guaranteed
- Orangutan spotting at Semenggoh Nature Reserve
- Overnighting at a traditional Sarawak Longhouse
- Wildlife walks at Bako National Park
- Stunning Sematan and cycling its palm fringed coastline
- Kayaking through scenic rainforest
- Siniawan’s market and its street food delights
Guided
Land's End to John O'Groats Classic
Guided Road Bike Tour
Guided
United Kingdom
Land's End to John O'Groats Classic
Guided Road Bike Tour
Start
23/08/2025Duration
16 daysPrices from
$4,610 P.P.
Grade 3 - 4: Moderate/ Challenging
| Start Date | Price p.p. |
|---|---|
| 24/05/2025 | $4,610.00 |
| 23/08/2025 | $4,610.00 |
| 23/05/2026 | $4,840.00 |
| 22/08/2026 | $4,840.00 |
Highlighted trips are already guaranteed
- Ride the length of Britain from toe to tip and declare yourself an ‘End to Ender’
- Experience the regional changes in tradition, culture and accents as you progress from county to county
- Enjoy spectacular scenery from Cheddar Gorge to the Cairngorms
- 3 countries in 14 days of riding
- 1,000 miles of Britain at its best
- Cornish pasties to haggis and everything in between
Guided
Scotland - Highlands Coast to Coast
Guided Mountain Bike Tour
Guided
United Kingdom
Scotland - Highlands Coast to Coast
Guided Mountain Bike Tour
Start
24/08/2025Duration
7 daysPrices from
$2,615 P.P.
Grade 4 : Challenging
OPTIONAL E-MTB DEPARTURES
We offer this holiday with an e-MTB only departure as well as regular trips where you can choose a normal bike or a pedal assist e-MTB hire. Boost your riding off the beaten track! Our e-MTB only departures offer experienced riders the chance to enjoy a phenomenal e-mountain biking adventure with Skedaddle. Hire one of our quality e-mountain bikes and experience the buzz of a pedal-assisted ride. You may choose to hire an e-MTB on a regular tour date for this holiday but bear in mind that the pace will be set to riders without an e-bike.
| Start Date | Price p.p. |
|---|---|
| * 29/06/2025 E-Bike Departure | $2,615.00 |
| 24/08/2025 | $2,615.00 |
Highlighted trips are already guaranteed
- True wilderness mountain biking in awesome scenery
- Mix of great biking trails across the Highlands
- The views from the top of the Corrieyairack Pass
- Rolling into Fort Augustus along the Caledonian Canal
- Choosing your daily Highland single malt
- Blasting down Mount Keen to Glen Esk
