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          Place to Place Journeys

          We found 82 Holidays in your search for:

          Destinations (73)
          Types of Cycling / Grades (7)
          Departure Month

          2025

          2026

          2027

          Level of Support

          We found 82 Holidays in your search for:

          Select Order Order By
          Destinations (73)
          Types of Cycling / Grades (7)
          Departure Month

          2025

          2026

          2027

          Level of Support

          There’s something immensely satisfying about cycling from one place to another; that feeling of escaping, of setting off on a journey of discovery and adventure. Pedallin’ from coast to coast, through mountain valleys, or alongside rivers, we’ve got a selection of place to place journeys for riders of all fitness levels and experience. We’ll take care of the complex logistics that go with planning a place to place tour - crafting the best routes, finding quality accommodation, arranging luggage transfers and bike hire - so you can simply enjoy the ride.

          • All Cycling Holidays
          • Place To Place Journeys

          Page 5 of 9

          Select Order Order By
          Guided
          Guided
          Spain

          Sierra Nevada and Granada

          Guided Road Bike Tour

          Duration

          7 days

          Prices from

          $2,835 P.P.
          View Reviews
          2
          1
          2
          3
          4
          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Sierra Nevada and Granada

          Guided Road Bike Tour

          SAVE ON 2026 ESCAPES

          Save $125 on this holiday when you book before 10 November 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

          Start DateEnd DatePrice p.p.
          * 03/05/2026
          Guaranteed
          09/05/2026$2,835.00
          * 18/10/202624/10/2026$2,835.00
          • Checking out the white mountain villages of the Alpujarras
          • A night in a luxurious cave house in Guadix
          • The Sierra Nevada Challenge – riding to the roof of Spain
          • The classic Vuelta ride through the Sierra de Pandera
          • Tasty tapas and sunset sangrias
          • The descent to Granada and its amazing Alhambra Palace
          Photo Highlights Dates
          Guided
          Guided
          Spain

          Basque Country to Andalucia Classic - North to South

          Guided Road Bike Tour

          Duration

          16 days

          Prices from

          $5,905 P.P.
          View Reviews
          21
          1
          2
          3
          4
          5
          Grade 4: Challenging
          More Info BOOK NOW

          Basque Country to Andalucia Classic - North to South

          Guided Road Bike Tour

          SAVE ON 2026 ESCAPES

          Save $250 on this holiday when you book before 10 November 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

          Start DateEnd DatePrice p.p.
          * 10/04/202625/04/2026$5,905.00
          * 27/09/202612/10/2026$5,905.00
          • Cycling through the varied beauty of 14 national parks
          • Delicious regional dishes which change from day to day as you traverse the entire country
          • Crossing the granite Guadarrama and Gredos mountain ranges as you move from the north to the south of the country
          • Views over the Straits of Gibraltar to Morocco
          • The beautiful towns of San Sebastian, Guadaloupe and Ronda
          • The satisfaction of arriving in to Tarifa with over 1,000 miles of Spanish roads having passed beneath your wheels
          Photo Highlights Dates
          Guided
          Guided
          Spain

          Basque Country to Andalucia Explorer - North to South

          Guided Road Bike Tour

          Duration

          21 days

          Prices from

          $7,420 P.P.
          View Reviews
          1
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Basque Country to Andalucia Explorer - North to South

          Guided Road Bike Tour

          SAVE ON 2026 ESCAPES

          Save $300 on this holiday when you book before 10 November 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

          Start DateEnd DatePrice p.p.
          * 10/05/202630/05/2026$7,420.00
          * 30/08/202619/09/2026$7,420.00
          • Starting in style with a Pintxos tour in elegant San Sebastian
          • Cycling through the vineyards & dramatic mountains of Rioja
          • Spending an evening in the Monastery of Valvanera
          • Seduced by Segovia with its castle and cathedral
          • Descending from the Sierras to the charming beauty of Cordoba
          • Finishing your ride in style at the fun loving city of Malaga-
          Photo Highlights Dates
          Guided
          Guided
          Japan

          Fuji to Kyoto

          Guided Bike Tour

          Duration

          12 days

          Prices from

          $7,335 P.P.
          View Reviews
          2
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Fuji to Kyoto

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          09/11/2025
          Fully Booked
          20/11/2025$7,335.00
          23/11/2025
          Fully Booked
          04/12/2025$7,335.00
          12/04/2026
          Guaranteed
          23/04/2026$7,850.00
          08/11/202619/11/2026$7,990.00
          • Majestic Mt. Fuji and lovely Lake Kawaguchi
          • Exploring Nagahama and the awesome Hikone Castle
          • Hatage Onsen and its soothing effects after a day’s cycling
          • Bullet Trains and Bento boxes
          • Taking in colourful Kyoto
          • Peaceful pedalling and rural riding
          Photo Highlights Dates
          Guided
          Guided
          India

          Classic Kerala

          Guided Bike Tour

          Duration

          14 days

          Prices from

          $3,365 P.P.
          View Reviews
          4
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Classic Kerala

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          01/11/2025
          Fully Booked
          14/11/2025$3,425.00
          22/11/2025
          Last Spaces
          05/12/2025$3,425.00
          01/02/2026
          Last Spaces
          14/02/2026$3,365.00
          15/02/202628/02/2026$3,425.00
          21/11/202604/12/2026$3,450.00
          31/01/202713/02/2027$3,450.00
          • Cycling through lush tea and spice plantations
          • Periyar wildlife reserve, home to elephants, bison and tigers
          • Climbing through cool air and pristine forests
          • Drifting on a rice barge through Kerala’s backwaters
          • Relaxing on white sands of Marari Beach
          • Enjoying the best of Southern Indian Cuisine
          Photo Highlights Dates
          Guided
          Guided
          Sri Lanka

          Backroads and Beaches

          Guided Bike Tour

          Duration

          15 days

          Prices from

          $3,850 P.P.
          View Reviews
          17
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Backroads and Beaches

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          08/11/2025
          Fully Booked
          22/11/2025$3,850.00
          10/01/2026
          Last Spaces
          24/01/2026$4,135.00
          14/02/2026
          Fully Booked
          28/02/2026$4,135.00
          07/11/202621/11/2026$4,135.00
          13/02/202727/02/2027$4,135.00
          06/11/202720/11/2027$4,135.00
          • Eyeing up the elephants at Udawalawe
          • Stunning Sigirya and the Lion Rock
          • Colonial cool in Nuwara Eliya
          • Coastal cycling and beautiful beaches
          • Honing in on Horton Plains after a day in the hills
          • The Knuckles and Kandy’s Temple of the Tooth
          Photo Highlights Dates
          Guided
          Guided
          Vietnam

          Mountains and Coast

          Guided Bike Tour

          Duration

          15 days

          Prices from

          $3,095 P.P.
          View Reviews
          2
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Mountains and Coast

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          21/02/2026
          Last Spaces
          07/03/2026$3,095.00
          07/03/2026
          Guaranteed
          21/03/2026$3,095.00
          21/03/202604/04/2026$3,095.00
          14/11/202628/11/2026$3,095.00
          14/02/202728/02/2027$3,150.00
          06/03/202720/03/2027$3,150.00
          20/03/202703/04/2027$3,150.00
          13/11/202727/11/2027$3,150.00
          • Exploring the lesser visited parts of Vietnam by bike
          • Stunning Saigon – the ‘Pearl of the Orient’
          • Heading off the tourist trail in the Central Highlands
          • Treating your tastebuds to Vietnam’s legendary cuisine
          • Get your caffeine hit with a fresh roadside brew
          • Soaking up the sunshine at beautiful Nha Trang
          Photo Highlights Dates
          Guided
          Guided
          Scotland

          Scotland - Highlands Coast to Coast

          Guided Mountain Bike Tour

          Duration

          7 days

          Prices from

          $2,895 P.P.
          View Reviews
          15
          1
          2
          3
          4
          5
          Grade 4 : Challenging
          More Info BOOK NOW

          Scotland - Highlands Coast to Coast

          Guided Mountain Bike Tour

          SAVE ON 2026 ESCAPES

          Save $125 on this holiday when you book before 10 November 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

          Start DateEnd DatePrice p.p.
          * 21/06/202627/06/2026$2,895.00
          * 23/08/202629/08/2026$2,895.00
          • 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
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Italy

          Sardinia - Coast to Coast

          Self-Guided Mountain Bike Tour

          Duration

          8 days

          Prices from

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

          Sardinia - Coast to Coast

          Self-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.

          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 – $2280 29 Mar – 07 Jun / 09 Sep – 26 Oct

          Season 2 – $2525 01 Sep – 08 Sept

          Alternatively for a great value holiday select one of our scheduled departures below.

          • Experiencing the friendliness of the Sardinian people
          • Piscinas Beach – The highest sand dunes in the Med.
          • Checking out the UNESCO heritage Nuraghe of Barumini
          • Riding varied biking trails in real remote mountain areas
          • Good home cooked food, washed down with local wine
          • The stunning descent to Bari Sardo on the East Coast
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Sardinia - Coast to Coast

          Guided Mountain Bike Tour

          Duration

          8 days

          Prices from

          $3,050 P.P.
          View Reviews
          28
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Sardinia - Coast to Coast

          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.
          02/05/2026
          Fully Booked
          09/05/2026$3,050.00
          26/09/202603/10/2026$3,050.00
          • Visiting Piscinas Beach – the highest sand dunes in the Med
          • Checking out the UNESCO heritage Nuraghe of Barumini
          • Riding varied biking trails in real remote mountain areas
          • Eating fantastic home cooked food, washed down with local wine!
          • Enjoying the stunning scenery of the limestone mountains around Ulassai
          • The satisfaction of crossing spectacular Sardinia by bike
          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.

          Quote
          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
          Quote
          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
          Quote
          One of the very best trips! The kindness and professionalism of the lead guide and his locally based colleagues was outstanding in every respect.
          Brenda, Italy - Dolomites of Brenta, Guided Mountain Bike Holiday
          Quote
          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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          News, Reviews & Stories

          Gravel Riding in Veneto

          An interview with Lieven about what makes Veneto such a great gravel destination

          North York Moors - A Cycling Holiday To Remember

          We caught up with Dominic, Cycling Development Manager at North York Moors National Park on what makes this cycling route special.

          Gravel Riding in Scotland

          A quick guide to our two Scotland gravel tours...

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