With 2020 in full swing and lots of travel uncertainty at the minute, we wanted to get some of our 2021 dates launched accross our range to give you more options to choose from - and help inspire you during this difficult time! What better way to help you feel motivated than by getting some good times on the bikes booked in...
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2021 Cycling Holiday Dates
Destinations (72)
Types of Cycling / Grades (7)
Departure Month
Level of Support
Destinations (72)
Types of Cycling / Grades (7)
Departure Month
Level of Support
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Bike and Boat
Venetian Waterways (Mantova to Venice)
Bike and Barge 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. |
|---|---|---|
| 12/07/2025 Ave Maria Fully Booked | 19/07/2025 | $2,895.00 |
| 19/07/2025 Vita Pugna Contact Us | 26/07/2025 | $2,325.00 |
| 26/07/2025 Ave Maria Contact Us | 02/08/2025 | $2,895.00 |
| 02/08/2025 Vita Pugna Fully Booked | 09/08/2025 | $2,325.00 |
| 09/08/2025 Ave Maria Fully Booked | 16/08/2025 | $2,895.00 |
| 16/08/2025 Vita Pugna Fully Booked | 23/08/2025 | $2,325.00 |
| 23/08/2025 Ave Maria | 30/08/2025 | $3,465.00 |
| 30/08/2025 Vita Pugna Fully Booked | 06/09/2025 | $2,695.00 |
| 06/09/2025 Ave Maria Fully Booked | 13/09/2025 | $3,465.00 |
| 13/09/2025 Vita Pugna Fully Booked | 20/09/2025 | $2,695.00 |
| 20/09/2025 Ave Maria Fully Booked | 27/09/2025 | $3,465.00 |
| 27/09/2025 Vita Pugna Fully Booked | 04/10/2025 | $2,695.00 |
| 04/10/2025 Ave Maria | 11/10/2025 | $3,465.00 |
| 11/10/2025 Vita Pugna Fully Booked | 18/10/2025 | $2,695.00 |
| 18/10/2025 Ave Maria | 25/10/2025 | $3,180.00 |
| 21/03/2026 Ave Maria | 28/03/2026 | $1,995.00 |
| 28/03/2026 Vita Pugna | 04/04/2026 | $1,665.00 |
| 04/04/2026 Ave Maria | 11/04/2026 | $3,180.00 |
| 11/04/2026 Vita Pugna | 18/04/2026 | $2,510.00 |
| 18/04/2026 Ave Maria | 25/04/2026 | $3,180.00 |
| 25/04/2026 Vita Pugna | 02/05/2026 | $2,510.00 |
| 02/05/2026 Ave Maria | 09/05/2026 | $3,510.00 |
| 09/05/2026 Vita Pugna | 16/05/2026 | $2,695.00 |
| 16/05/2026 Ave Maria | 23/05/2026 | $3,510.00 |
| 23/05/2026 Vita Pugna | 30/05/2026 | $2,695.00 |
| 30/05/2026 Ave Maria | 06/06/2026 | $3,180.00 |
| 06/06/2026 Vita Pugna | 13/06/2026 | $2,510.00 |
| 13/06/2026 Ave Maria | 20/06/2026 | $3,180.00 |
| 20/06/2026 Vita Pugna | 27/06/2026 | $2,510.00 |
| 27/06/2026 Ave Maria | 04/07/2026 | $2,650.00 |
| 04/07/2026 Vita Pugna | 11/07/2026 | $2,335.00 |
| 11/07/2026 Ave Maria | 18/07/2026 | $2,650.00 |
| 18/07/2026 Vita Pugna | 25/07/2026 | $2,335.00 |
| 25/07/2026 Ave Maria | 01/08/2026 | $2,650.00 |
| 01/08/2026 Vita Pugna | 08/08/2026 | $2,335.00 |
| 08/08/2026 Ave Maria | 15/08/2026 | $2,650.00 |
| 15/08/2026 Vita Pugna | 22/08/2026 | $2,335.00 |
| 22/08/2026 Ave Maria | 29/08/2026 | $2,650.00 |
| 29/08/2026 Vita Pugna | 05/09/2026 | $2,850.00 |
| 05/09/2026 Ave Maria | 12/09/2026 | $3,710.00 |
| 12/09/2026 Vita Pugna | 19/09/2026 | $2,850.00 |
| 19/09/2026 Ave Maria | 26/09/2026 | $3,710.00 |
| 26/09/2026 Vita Pugna | 03/10/2026 | $2,850.00 |
| 03/10/2026 Ave Maria | 10/10/2026 | $3,710.00 |
| 10/10/2026 Vita Pugna | 17/10/2026 | $2,850.00 |
| 17/10/2026 Ave Maria | 24/10/2026 | $3,180.00 |
- 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
Bike and Boat
Venetian Waterways (Venice to Mantova)
Bike and Barge 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. |
|---|---|---|
| 12/07/2025 Vita Pugna Fully Booked | 19/07/2025 | $2,325.00 |
| 19/07/2025 Ave Maria Guaranteed | 26/07/2025 | $2,895.00 |
| 26/07/2025 Vita Pugna Fully Booked | 02/08/2025 | $2,325.00 |
| 02/08/2025 Ave Maria Fully Booked | 09/08/2025 | $2,895.00 |
| 09/08/2025 Vita Pugna Fully Booked | 16/08/2025 | $2,325.00 |
| 16/08/2025 Ave Maria | 23/08/2025 | $2,895.00 |
| 23/08/2025 Vita Pugna Fully Booked | 30/08/2025 | $2,695.00 |
| 30/08/2025 Ave Maria | 06/09/2025 | $3,465.00 |
| 06/09/2025 Vita Pugna Fully Booked | 13/09/2025 | $2,695.00 |
| 13/09/2025 Ave Maria Fully Booked | 20/09/2025 | $3,465.00 |
| 20/09/2025 Vita Pugna Fully Booked | 27/09/2025 | $2,695.00 |
| 27/09/2025 Ave Maria Fully Booked | 04/10/2025 | $3,465.00 |
| 04/10/2025 Vita Pugna Fully Booked | 11/10/2025 | $2,695.00 |
| 11/10/2025 Ave Maria | 18/10/2025 | $3,465.00 |
| 18/10/2025 Vita Pugna | 25/10/2025 | $2,495.00 |
| 25/10/2025 Ave Maria | 01/11/2025 | $3,180.00 |
| 28/03/2026 Ave Maria | 04/04/2026 | $1,995.00 |
| 04/04/2026 Vita Pugna | 11/04/2026 | $2,510.00 |
| 11/04/2026 Ave Maria | 18/04/2026 | $3,180.00 |
| 18/04/2026 Vita Pugna | 25/04/2026 | $2,510.00 |
| 25/04/2026 Ave Maria | 02/05/2026 | $3,180.00 |
| 02/05/2026 Vita Pugna | 09/05/2026 | $2,695.00 |
| 09/05/2026 Ave Maria | 16/05/2026 | $3,510.00 |
| 16/05/2026 Vita Pugna | 23/05/2026 | $2,695.00 |
| 23/05/2026 Ave Maria | 30/05/2026 | $3,510.00 |
| 30/05/2026 Vita Pugna | 06/06/2026 | $2,510.00 |
| 06/06/2026 Ave Maria | 13/06/2026 | $3,180.00 |
| 13/06/2026 Vita Pugna | 20/06/2026 | $2,510.00 |
| 20/06/2026 Ave Maria | 27/06/2026 | $3,180.00 |
| 27/06/2026 Vita Pugna | 04/07/2026 | $2,335.00 |
| 04/07/2026 Ave Maria | 11/07/2026 | $2,650.00 |
| 11/07/2026 Vita Pugna | 18/07/2026 | $2,335.00 |
| 18/07/2026 Ave Maria | 25/07/2026 | $2,650.00 |
| 25/07/2026 Vita Pugna | 01/08/2026 | $2,335.00 |
| 01/08/2026 Ave Maria | 08/08/2026 | $2,650.00 |
| 08/08/2026 Vita Pugna | 15/08/2026 | $2,335.00 |
| 15/08/2026 Ave Maria | 22/08/2026 | $2,650.00 |
| 22/08/2026 Vita Pugna | 29/08/2026 | $2,335.00 |
| 29/08/2026 Ave Maria | 05/09/2026 | $3,710.00 |
| 05/09/2026 Vita Pugna | 12/09/2026 | $2,850.00 |
| 12/09/2026 Ave Maria | 19/09/2026 | $3,710.00 |
| 19/09/2026 Vita Pugna | 26/09/2026 | $2,850.00 |
| 26/09/2026 Ave Maria | 03/10/2026 | $3,710.00 |
| 03/10/2026 Vita Pugna | 10/10/2026 | $2,850.00 |
| 10/10/2026 Ave Maria | 17/10/2026 | $3,710.00 |
| 17/10/2026 Vita Pugna | 24/10/2026 | $2,510.00 |
| 24/10/2026 Ave Maria | 31/10/2026 | $3,180.00 |
- 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 Po Delta, one of Europe’s largest wetlands
- Spending the day discovering Mantova
Guided
Tuscany to Rome
Guided Electric Bike Tour
E-BIKE TOUR
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 | End Date | Price p.p. |
|---|---|---|
| 13/09/2025 Fully Booked | 20/09/2025 | $3,225.00 |
| 23/05/2026 | 30/05/2026 | $3,335.00 |
| 12/09/2026 | 19/09/2026 | $3,335.00 |
- 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
Self-Guided
Classic Tuscany
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. 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 | $1,710.00 |
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 – $1910 24 Mar – 16 Jun and 03 Sep – 29 Oct
Season 2 – $2250 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
Self-Guided
Tuscany - Pisa to Florence
Self-Guided Leisure Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 16/09/2025 Guaranteed | 23/09/2025 | $1,680.00 |
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 – $1850 24 Mar – 16 Jun and 03 Sep – 29 Oct
Season 2 – $2125 17 – 30 Jun and 01 – 02 Sep
2026 29 Mar – 26 Oct (excluding dates throughout July and August)
Season 1 – $1950 29 Mar – 14 Jun and 09 Sep – 26 Oct
Season 2 – $2235 15 – 30 Jun and 01 – 08 Sep
Alternatively for a great value holiday 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.
- Riding between two of Italy’s most iconic cities
- Exploring Pisa, home of the world-famous Piazza dei Miracoli
- Cycling along quiet country lanes through Tuscan countryside
- Cycling past fairy tale Renaissance palaces and villas
- Visiting Vinci, the birthplace of Leonardo da Vinci
- Spending a free day in Florence, the birthplace of the Renaissance
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
Self-Guided
Sardinia - Island Flavours
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. |
|---|---|---|
| 02/10/2025 Fully Booked | 09/10/2025 | $1,980.00 |
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 from 09 Jun – 31 Aug)
Season 1 – $2210 24 Mar – 08 Jun / 09 Sep – 29 Oct
Season 2 – $2425 01 Sept – 08 Sept
2026 29 Mar – 26 Oct (excluding dates from 08 Jun – 31 Aug)
Season 1 – $2325 29 Mar – 07 Jun / 09 Sep – 26 Oct
Season 2 – $2550 01 Sep – 08 Sep
Alternatively for a great value holiday select one of our scheduled departures below.
- Checking out the UNESCO heritage site of Barumini Nuraghe
- Enjoying the long descent to Fluminimaggiore and Masua
- Riding along the Nebida coastline and marvelling at the view of Pan di Zucchero
- Sampling local specialities at Carloforte, on St Pietro island
- Experiencing the friendliness and hospitality of the Sardinian people
- Discovering the white beaches along the south-west coastal road
Guided
Sardinia - Island Flavours
Guided Leisure Bike Tour
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 E-Bike Departure | 27/09/2025 | $2,710.00 |
| 11/10/2025 Fully Booked | 18/10/2025 | $2,710.00 |
| 18/04/2026 | 25/04/2026 | $1,995.00 |
| 23/05/2026 | 30/05/2026 | $2,850.00 |
| 12/09/2026 | 19/09/2026 | $2,850.00 |
| 10/10/2026 | 17/10/2026 | $2,850.00 |
- 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
Self-Guided
Azure Ocean Ride
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.
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 05 Jan – 13 Dec
Season 1 – $2565 05 Jan – 29 Jun and 15 Sep – 13 Dec
Season 2 – $3050 30 Jun – 14 Sep
2026 05 Jan – 13 Dec (excl. Easter week between 29 Mar and 05 Apr)
Season 1 – $2710 05 Jan – 30 Jun and 16 Sep – 13 Dec
Season 2 – $3210 01 Jul – 15 Sep
Worth noting We run this tour from Jan through to Dec. The summer months however (generally from 01 Jul – 15 Sep) can be really busy. More people, more cyclists, busier restaurants, busier hotels etc, so we’d recommend travelling in the Spring or Autumn if you‘re looking for a quieter getaway with less cyclists to share the route with.
Please note We are generally not able to confirm any bookings for this tour made within 4 weeks of departure. Please contact our office if you are looking to book and begin your holiday within this period and we will do our best to accommodate your request.
- Discovering Portugal’s most beautiful beaches
- Cycling alongside the Ria de Aviero, a 40km stretch of blue lagoon
- Helping the fishermen with their catch in Praia da Vieira
- Enjoying the views of the western shoreline from the Sitio viewpoint
- Exploring the historical, castle walled village of Óbidos
- Visiting the lovely Vimeiro
Self-Guided
Andalucia - White Villages to the Ocean
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. 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 | End Date | Price p.p. |
|---|---|---|
| 21/09/2025 | 27/09/2025 | $1,825.00 |
| 12/10/2025 Guaranteed | 18/10/2025 | $1,825.00 |
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 Mar – 30 Nov (excluding dates from 01 Jul to 13 Sep)
Season 1 – $2135 01 Mar – 11 Apr and 1 – 30 Nov
Season 2 – $2210 05 – 07 May, 12 May – 30 Jun and 15 – 30 Oct
Season 3 – $2280 20 – 30 Apr and 14 Sep – 14 Oct
2026 01 Mar – 30 Nov (excluding dates from 01 Jul to 05 Sep)
Season 1 – $2195 01 – 28 Mar and 1 – 30 Nov
Season 2 – $2280 06 – 30 Apr, 01 – 30 Jun and 15 – 30 Oct
Season 3 – $2350 03 – 31 May and 07 Sep – 14 Oct
Alternatively for a great value holiday choose one of our scheduled departures below.
- Exploring the historical town of Ronda, surrounded by the stunning Sierras
- Discovering beautiful Grazalema, nestled below atmospheric, limestone mountains
- Descending from the Puerto Boyar out of the awe-inspiring Grazalema Natural Park
- Sipping local sherries in the rustic bodegas of Arcos
- Cycling alongside the white, sandy beaches of the Costa de la Luz; the Coast of Light
- Hopping between tapas bars in the fun-filled town of Conil
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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