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          Summer Cycling Tours

          We found 81 Holidays in your search for:

          Destinations (74)
          Types of Cycling / Grades (7)
          Departure Month

          2026

          2027

          2028

          Level of Support

          We found 81 Holidays in your search for:

          Select Order Order By
          Destinations (74)
          Types of Cycling / Grades (7)
          Departure Month

          2026

          2027

          2028

          Level of Support

          Summer cycling tours are best for cyclists who want to make the most of longer, warmer days in the saddle. In the Northern Hemisphere, the snow on Europe's mountain passes has typically melted, enabling you to conquer some of the world's most legendary cols. Whilst more leisurely riders will love exploring towns and cities that are buzzing with life! 

          Our selection of summer bike tours includes everything from picturesque, rural routes in the UK to iconic Alpine climbs and scenic, coastal trails across Europe. Or for those seeking longer adventures, there are also some great options to consider in Asia and South America. 

          Whether you want to enjoy cycling in June, are looking for a July cycling challenge or fancy joining one of our August bike tours for a late summer escape – don't miss our selection below to find your ultimate summer cycling trip. Prefer to ride at a different time of year? Don't miss our spring cycling tour suggestions and options for fall cycling. 

          • All Cycling Holidays
          • Summer Season Cycling Tours

          Page 6 of 9

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          Self-Guided
          Self-Guided
          Italy

          Puglia - The Beautiful South

          Self-Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $2,425 P.P.
          View Reviews
          2
          1
          2
          3
          4
          5
          Grade 2 : Gentle
          More Info BOOK NOW

          Puglia - The Beautiful South

          Self-Guided Road Bike Tour

          Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

          2026 29 Mar – 26 Oct (excluding dates from 08 Jun – 31 Aug)

          Season 1 – $2425 29 Mar – 07 Jun / 09 Sep – 26 Oct

          Season 2 – $2795 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
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Italy

          Tuscany - Pisa to Florence

          Self-Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $1,850 P.P.
          View Reviews
          5
          1
          2
          3
          4
          5
          Grade 2-3: Gentle/ Moderate
          More Info BOOK NOW

          Tuscany - Pisa to Florence

          Self-Guided Leisure Bike Tour

          Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

          2026 29 Mar – 26 Oct (excluding dates throughout July and August)

          Season 1 – $1850 29 Mar – 14 Jun and 09 Sep – 26 Oct

          Season 2 – $2135 15 – 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 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
          Photo Highlights Dates
          Bike and Boat
          Bike and Boat
          Italy

          Venetian Waterways (Mantova to Venice)

          Bike and Barge Tour

          Duration

          8 days

          Prices from

          $2,395 P.P.
          View Reviews
          5
          1
          2
          3
          4
          5
          Grade 1-2 : Easy/Gentle
          More Info BOOK NOW

          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 DateEnd DatePrice p.p.
          13/06/2026 Ave Maria
          Fully Booked
          20/06/2026$3,235.00
          20/06/2026 Vita Pugna
          Fully Booked
          27/06/2026$2,565.00
          27/06/2026 Ave Maria
          Fully Booked
          04/07/2026$2,710.00
          04/07/2026 Vita Pugna
          Fully Booked
          11/07/2026$2,395.00
          11/07/2026 Ave Maria
          Fully Booked
          18/07/2026$2,710.00
          18/07/2026 Vita Pugna
          Fully Booked
          25/07/2026$2,395.00
          25/07/2026 Ave Maria
          Fully Booked
          01/08/2026$2,710.00
          01/08/2026 Vita Pugna
          Fully Booked
          08/08/2026$2,395.00
          08/08/2026 Ave Maria15/08/2026$2,710.00
          15/08/2026 Vita Pugna
          Fully Booked
          22/08/2026$2,395.00
          22/08/2026 Ave Maria29/08/2026$2,710.00
          29/08/2026 Vita Pugna
          Fully Booked
          05/09/2026$2,910.00
          05/09/2026 Ave Maria
          Fully Booked
          12/09/2026$3,765.00
          12/09/2026 Vita Pugna
          Fully Booked
          19/09/2026$2,910.00
          19/09/2026 Ave Maria
          Fully Booked
          26/09/2026$3,765.00
          26/09/2026 Vita Pugna03/10/2026$2,910.00
          03/10/2026 Ave Maria
          Fully Booked
          10/10/2026$3,765.00
          10/10/2026 Vita Pugna
          Fully Booked
          17/10/2026$2,910.00
          17/10/2026 Ave Maria24/10/2026$3,235.00
          • 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 and its historic centre; a Renaissance jewel
          • Riding alongside the River Po, the longest river in Italy
          • Experiencing the fishing valleys of the Po Delta, one of Europe’s largest wetlands
          • Finishing your trip in beautiful Venice
          Photo Highlights Dates
          Bike and Boat
          Bike and Boat
          Italy

          Venetian Waterways (Venice to Mantova)

          Bike and Barge Tour

          Duration

          8 days

          Prices from

          $2,395 P.P.
          View Reviews
          1
          1
          2
          3
          4
          5
          Grade 1-2 : Easy/Gentle
          More Info BOOK NOW

          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 DateEnd DatePrice p.p.
          13/06/2026 Vita Pugna20/06/2026$2,565.00
          20/06/2026 Ave Maria27/06/2026$3,235.00
          27/06/2026 Vita Pugna
          Guaranteed
          04/07/2026$2,395.00
          04/07/2026 Ave Maria11/07/2026$2,710.00
          11/07/2026 Vita Pugna
          Fully Booked
          18/07/2026$2,395.00
          18/07/2026 Ave Maria
          Fully Booked
          25/07/2026$2,710.00
          25/07/2026 Vita Pugna
          Fully Booked
          01/08/2026$2,395.00
          01/08/2026 Ave Maria08/08/2026$2,710.00
          08/08/2026 Vita Pugna
          Fully Booked
          15/08/2026$2,395.00
          15/08/2026 Ave Maria22/08/2026$2,710.00
          22/08/2026 Vita Pugna
          Fully Booked
          29/08/2026$2,395.00
          29/08/2026 Ave Maria05/09/2026$3,765.00
          05/09/2026 Vita Pugna
          Fully Booked
          12/09/2026$2,910.00
          12/09/2026 Ave Maria
          Fully Booked
          19/09/2026$3,765.00
          19/09/2026 Vita Pugna
          Fully Booked
          26/09/2026$2,910.00
          26/09/2026 Ave Maria
          Fully Booked
          03/10/2026$3,765.00
          03/10/2026 Vita Pugna
          Fully Booked
          10/10/2026$2,910.00
          10/10/2026 Ave Maria17/10/2026$3,765.00
          17/10/2026 Vita Pugna
          Fully Booked
          24/10/2026$2,565.00
          24/10/2026 Ave Maria31/10/2026$3,235.00
          • 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 fishing valleys of the Po Delta, one of Europe’s largest wetlands
          • Spending the day discovering Mantova and its historic centre; a Renaissance jewel
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Puglia

          Guided Bike Tour

          Duration

          8 days

          Prices from

          $3,280 P.P.
          View Reviews
          12
          1
          2
          3
          4
          5
          Grade 2 : Gentle
          More Info BOOK NOW

          Puglia

          Guided 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 DateEnd DatePrice p.p.
          20/09/2026
          Guaranteed
          27/09/2026$3,280.00
          10/04/202717/04/2027$3,425.00
          18/09/202725/09/2027$3,425.00
          • 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
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Italy

          Puglia

          Self-Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $1,995 P.P.
          View Reviews
          4
          1
          2
          3
          4
          5
          Grade 2 : Gentle
          More Info BOOK NOW

          Puglia

          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 DateEnd DatePrice p.p.
          28/09/2026
          Guaranteed
          05/10/2026$1,995.00

          Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

          2026 29 Mar – 26 Oct (excluding departures from 08 Jun to 31 Aug)

          Season 1 – $2235 29 Mar – 07 Jun / 09 Sep – 26 Oct

          Season 2 – $2565 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 towns of Matera and 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
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Italy

          Tuscany - Sacred Routes

          Self-Guided Mountain Bike Tour

          Duration

          8 days

          Prices from

          $2,565 P.P.
          View Reviews
          4
          1
          2
          3
          4
          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Tuscany - Sacred Routes

          Self-Guided Mountain Bike Tour

          Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

          2026 29 Mar – 26 Oct (excluding dates throughout July and August)

          Season 1 – $2565 29 Mar – 14 Jun and 09 Sep – 26 Oct

          Season 2 – $2850 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.

          • Staying in lovely Tuscan accommodation overlooking stunning landscapes
          • Riding the Montagnola trails, the location of a well-known Sienese MTB race
          • Sampling the best wines of Chianti, Montepulciano and Montalcino
          • Riding down the “Crete Senesi” on a roller coaster ridge ride
          • Enjoying the journey across Tuscany on a variety of terrain
          • Visiting the famous hilltop towns of San Gimignano, Monteriggioni, San Quirico d‘Orcia and Pienza
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Dolomiti Discoverer

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $3,710 P.P.
          View Reviews
          2
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Dolomiti Discoverer

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          04/07/2026
          Contact Us
          11/07/2026$3,710.00
          18/07/2026
          Contact Us
          25/07/2026$3,710.00
          • Admiring from various angles the classic grey and orange jagged peaks of the Dolomites
          • Riding the Sella Ronda, part of the Maratona delle Dolomiti, one of Italy’s biggest Gran Fondo events
          • Riding the dazzling descents and climbs you yearned to ride whilst watching the Giro d‘Italia
          • The sense of achievement at the end of the tour having conquered many climbs at your own pace.
          • Superb, mouth-watering and filling Italian food after a day on the bike – plenty of carbs!
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Tuscany - Sacred Routes

          Guided Mountain Bike Tour

          Duration

          7 days

          Prices from

          $3,135 P.P.
          View Reviews
          8
          1
          2
          3
          4
          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Tuscany - Sacred Routes

          Guided Mountain Bike Tour

          E-MTB HIRE AVAILABLE

          This holiday is great fun on a regular mountain bike or an e-mountain bike and you can choose to hire either when you book your holiday with us! If you’re an experienced rider, you can choose one of our quality e-mountain hire bikes and experience the buzz of a pedal-assisted ride. Select your e-MTB hire when you book a holiday with us. Bear in mind that the pace will be set to riders with a regular mountain bike.

          Start DateEnd DatePrice p.p.
          05/09/202611/09/2026$3,135.00
          15/05/202721/05/2027$3,280.00
          12/09/202718/09/2027$3,280.00
          • Staying in lovely Tuscan accommodation overlooking stunning landscapes
          • Riding the Montagnola trails, the location of a well-known Sienese MTB race
          • Sampling the best wines of Chianti, Montepulciano and Montalcino
          • Riding down the Crete Senesi on a roller-coaster ridge ride
          • Enjoying the journey across Tuscany on a variety of terrain
          • Visiting the famous hilltop towns of San Gimignano, Monteriggioni, San Quirico d‘Orcia and Pienza
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Italy

          Classic Tuscany

          Self-Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $2,135 P.P.
          View Reviews
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          Grade 3 : Moderate
          More Info BOOK NOW

          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.

          Start DateEnd DatePrice p.p.
          25/09/202602/10/2026$2,135.00

          Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

          2026 29 Mar – 26 Oct (excluding dates throughout July and August)

          Season 1 – $2425 29 Mar – 14 Jun and 09 Sep – 26 Oct

          Season 2 – $2850 15-30 Jun and 01-08 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, Buonconvento, Asciano 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
          Photo Highlights Dates
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          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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          Saddle Skedaddle staff were excellent. Consistently high standards delivered year on year. Don't think I'd trust anybody else when booking a cycling holiday!
          Susan, Slovenia - Capital to Coast, Leisure Cycling Holiday
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          This was the best of the several organised bike tours I've been on by light years, and I'm now looking at doing other tours with Skedaddle.
          Jay, France - St Malo to Nice, Road Cycling Holiday
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          Everything about the Skedaddle operation was spot-on, great attention to detail both before and during the trip. I was impressed by all things on the trip, quality of food, route briefings, accommodation, maps. I could go on!
          Paul, Land's End to John O'Groats Classic - 16 Days
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          What one pays for is not having to worry about anything – and Skedaddle does an excellent job taking care of us. We haven’t tried the other tour companies but why bother when Skedaddle is top notch.
          Roger, France - Chateaux of the Loire
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          From the first day to the last, everything was fantastic. We never had to worry about anything. Hotels, van pick-ups, guides - you had it all covered!
          Carol and Jim - Peru, Cycling Holiday
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          On 10+ trips with Skedaddle they have always delivered great trips and service. You get what you pay for and Skedaddle are very good at providing well run cycling holidays.
          Rob, Italy - Sardinia Island Flavours
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