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          Place to Place Journeys

          We found 74 Holidays in your search for:

          Destinations (75)
          Types of Cycling / Grades (7)
          Departure Month

          2026

          2027

          2028

          Level of Support

          We found 74 Holidays in your search for:

          Select Order Order By
          Destinations (75)
          Types of Cycling / Grades (7)
          Departure Month

          2026

          2027

          2028

          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 7 of 8

          Select Order Order By
          Guided
          $125 OFF
          Guided
          Italy

          Coast to Coast - Puglia to Cilento

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

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

          Coast to Coast - Puglia to Cilento

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          17/04/2027
          $125 OFF
          24/04/2027$3,135.00
          25/04/2027
          $125 OFF
          02/05/2027$3,135.00
          26/09/2027
          $125 OFF
          03/10/2027$3,135.00
          • An epic coast to coast journey through southern Italy riding from the Adriatic coast to the Tyrrhenian Sea
          • Exploring the UNESCO World Heritage sites of Alberobello, Matera, Padula and Paestum
          • Losing ourselves in the labyrinthic white washed alleyways of Noci and Tricarico
          • Climbing the hills of little-known Basilicata, to the hill-top villages of Castelmezzano, Calvello and Marsico Vetere
          • Cycling through the Dolomiti Lucane, southern Italy’s lesser-known Dolomites
          • Enjoying the roller-coaster ride along the Cilento Coast from Palinuro to Paestum
          • Sampling southern Italy’s best food and wine
          Photo Highlights Dates
          Supported
          Supported
          France

          Versailles to Mont Saint-Michel

          Supported Leisure Bike Tour

          Duration

          10 days

          Prices from

          $3,695 P.P.
          1
          2
          3
          4
          5
          Grade 2-3: Gentle/ Moderate
          More Info BOOK NOW

          Versailles to Mont Saint-Michel

          Supported 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 DateEnd DatePrice p.p.
          14/05/202723/05/2027$3,695.00
          30/07/202708/08/2027$3,695.00
          • Discovering the Palace of Versailles
          • Cycling well-signed routes across north-west France
          • Relaxing in the thermal spa town of Bagnoles de l‘Orne
          • Sampling delicious local ciders
          • Exploring prestigious French Chateaux
          • Marvelling at the world famous Mont Saint-Michel
          Photo Highlights Dates
          Supported
          $125 OFF
          Supported
          Portugal

          Azure Ocean Ride

          Supported Leisure Bike Tour

          Duration

          8 days

          Prices from

          $2,850 P.P.
          View Reviews
          6
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Azure Ocean Ride

          Supported 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 DateEnd DatePrice p.p.
          03/04/2027
          $125 OFF
          10/04/2027$2,850.00
          05/06/2027
          $125 OFF
          12/06/2027$2,850.00
          25/09/2027
          $125 OFF
          02/10/2027$2,850.00
          • 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
          • Staying in beautiful Vimeiro
          Photo Highlights Dates
          Self-Guided
          $95 OFF
          Self-Guided
          Spain

          Andalucia - Costa de la Luz and Ancient Cadiz

          Self-Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

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

          Andalucia - Costa de la Luz and Ancient Cadiz

          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.

          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 $2280

          15-28 Mar / 05 Apr – 30 Jun / 1 Sep – 15 Nov

          2027 $2425

          29 Mar – 30 Jun / 12 Sep – 30 Oct

          • 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 yourself in true Andalucian culture and enjoying a mesmerising Flamenco performance.
          • Riding along the peaceful, traffic-free EuroVelo routes.
          • Experiencing the lively, vibrant town of Tarifa, the gateway to two continents.
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          United Kingdom

          Northumberland Coast - Alnwick to Berwick

          Self-Guided Family Bike Tour

          Duration

          5 days

          Prices from

          $1,140 P.P.
          View Reviews
          1
          1
          2
          3
          4
          5
          Grade 1 - 2 : Easy/Gentle
          More Info BOOK NOW

          Northumberland Coast - Alnwick to Berwick

          Self-Guided Family Bike Tour

          Child Discounts

          Daily departures available from April to the end of September. Choose your own dates from:

          2026 $1140 per person

          2027 $1165 per person

          Kid’s Discounts

          For children below the age of 18 who are travelling with 2 full-paying passengers, we are able to offer a 20% discount off the basic holiday cost.

          If you‘re happy sharing a family room, once we’ve received your booking we will check what rooms are available and we may be able to offer (up to) an additional 20% discount for the children (subject to availability)..

          • Discovering beautiful Alnwick and its famous castle and gardens
          • Cycling over the causeway to Holy Island to check out Lindisfarne castle and priory
          • Sampling tasty fish and chips at Seahouses
          • Admiring the gorgeous sandy beaches and sweeping sand dunes of the Northumberland Coast
          • Beholding the majestic castles of Warkworth, Dustanburgh, Bamburgh and Alnwick
          • Checking out the town walls of Berwick-upon-Tweed, England’s most northern town
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          United Kingdom

          Northumberland Coast - Alnwick to Berwick

          Self-Guided Leisure Bike Tour

          Duration

          5 days

          Prices from

          $1,140 P.P.
          View Reviews
          1
          1
          2
          3
          4
          5
          Grade 1-2 : Easy/Gentle
          More Info BOOK NOW

          Northumberland Coast - Alnwick to Berwick

          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. 

          Daily departures available from April to the end of September.

          You can either make a booking online or over the phone. Once we have your details, we’ll be able to check availability.

          2026 $1140 per person

          2027 $1165 per person

          Kid’s Discounts

          For children below the age of 18 who are travelling with 2 full-paying passengers, we are able to offer a 20% discount off the basic holiday cost.

          If you‘re happy sharing a family room, once we’ve received your booking we will check what rooms are available and we may be able to offer (up to) an additional 20% discount for the children (subject to availability).

          • Discovering beautiful Alnwick and its famous castle and gardens
          • Cycling over the causeway to Holy Island to check out Lindisfarne castle and priory
          • Sampling tasty fish and chips at Seahouses
          • Admiring the gorgeous sandy beaches and sweeping sand dunes of the Northumberland Coast
          • Beholding the majestic castles of Warkworth, Dustanburgh, Bamburgh and Alnwick
          • Checking out the town walls of Berwick-upon-Tweed, England’s most northern town
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          United Kingdom

          Hadrian's Cycleway (4 days cycling)

          Self-Guided Leisure Bike Tour

          Duration

          5 days

          Prices from

          $615 P.P.
          View Reviews
          3
          1
          2
          3
          4
          5
          Grade 2-3: Gentle/ Moderate
          More Info BOOK NOW

          Hadrian's Cycleway (4 days cycling)

          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.
          11/06/202715/06/2027$615.00
          16/07/2027
          Guaranteed
          20/07/2027$880.00
          06/08/202710/08/2027$880.00
          27/08/202731/08/2027$880.00

          Daily departures available from April to mid October.

          Choose your own dates from:

          2027 $1110 per person

          You either can make a booking online or over the phone. Once we have your details, we’ll be able to check availability.

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

          • The sense of achievement having ridden from coast to coast
          • The well preserved forts of Birdoswald and Vindolanda
          • The rugged beauty of the North Pennines
          • The picturesque market town of Corbridge
          • Following in the footsteps of the Roman Empire
          • Flexibility to choose your own start date or one of our great value scheduled departure dates
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          United Kingdom

          Hadrian's Cycleway (4 days cycling)

          Self-Guided Family Bike Tour

          Duration

          5 days

          Prices from

          $1,110 P.P.
          View Reviews
          3
          1
          2
          3
          4
          5
          Grade 2 - 3: Gentle/ Moderate
          More Info BOOK NOW

          Hadrian's Cycleway (4 days cycling)

          Self-Guided Family Bike Tour

          Child Discounts

          Daily departures available from April to mid October.

          Choose your own dates from:

          2027 $1110 per person

          You either can make a booking online or over the phone. Once we have your details, we’ll be able to check availability.

          Kid’s Discounts

          For children below the age of 18 who are travelling with 2 full-paying passengers, we are able to offer a 20% discount off the basic holiday cost.

          If you‘re happy sharing a family room, once we’ve received your booking we will check what rooms are available and we may be able to offer (up to) an additional 20% discount for the children (subject to availability).

          • Cycling next to Hadrian’s Wall near Birdoswald
          • Seeing a live archaeological dig at Vindolanda
          • Beating your parents up one of the cheeky Skedaddle climbs
          • Corbridge and sinking a well-deserved pint of local ales not all about the kids you know!!
          • Seeing who’ll be the first to spot the Blinking Eye bridge in Newcastle
          • Ice cream in Tynemouth and the sense of achievement having ridden from coast to coast as a family
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          United Kingdom

          Coast and Castles (4 days cycling)

          Self-Guided Leisure Bike Tour

          Duration

          5 days

          Prices from

          $760 P.P.
          View Reviews
          1
          1
          2
          3
          4
          5
          Grade 3-4 : Moderate/Active
          More Info BOOK NOW

          Coast and Castles (4 days cycling)

          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.
          28/05/202701/06/2027$1,090.00
          02/07/202706/07/2027$1,090.00
          13/08/202717/08/2027$760.00
          03/09/202707/09/2027$1,090.00

          Daily departures available from April to end of September, call and chat to us if you‘re interested in doing this holiday in October.

          Choose your own dates from:

          2027 $1410 per person

          You can either make a booking online or over the phone. Once we have your details, we’ll be able to check availability.

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

          • Cycling past the dramatic Tynemouth Priory
          • Miles of pristine dunes and sandy beaches at Druridge Bay
          • Stunning vistas as you approach imposing Bamburgh Castle
          • Your first glimpse of Edinburgh from the Moorfoot hills
          • The rugged beauty of the borders
          • Flexibility to choose your own start date or one of our great value scheduled departure dates
          • A celebratory dram in the shadow of Arthur’s Seat
          Photo Highlights Dates
          Guided
          Guided
          United Kingdom

          Land's End to John O'Groats Classic

          Guided Road Bike Tour

          Duration

          16 days

          Prices from

          $4,850 P.P.
          View Reviews
          20
          1
          2
          3
          4
          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Land's End to John O'Groats Classic

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          22/05/2027
          Last Spaces
          06/06/2027$4,850.00
          14/08/202729/08/2027$4,850.00
          • Ride the length of Britain from toe to tip and declare yourself an ‘End to Ender’
          • The camaraderie of completing the UK’s best challenge ride on a small group tour
          • 3 countries in 14 days of riding. 1,000 miles of Britain at its best
          • A unique LEJOG route along quiet roads through scenic countryside
          • Enjoy spectacular scenery from Cheddar Gorge to the Cairngorms
          • Experience the regional changes in tradition, culture and accents as you progress from county to county
          • Delicious picnics, country pubs and wonderful accommodation
          • Cornish pasties to haggis and everything in between
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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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          News, Reviews & Stories

          Cyclists riding in Sweden on the Coastal Kattegattleden cycle route

          6 Reasons To Cycle In Sweden

          Our holidays in Sweden are some of the most popular in our leisure cycling range. We're excited to introduce a brand new guided group holiday for 2027 cycling the Kattegattleden, Sweden's first national cycle path. Read on to learn more about our tours and six reasons why you'll love cycling in Sweden. Coastal Kattegattleden The 8-day ...

          Paul Snedker
          Paul Snedker
          October 15, 2026
          winter cycling in costa rica - two cyclists admiring the tropical view

          7 winter cycling destinations for sun-seekers

          The best winter cycling destinations provide a wonderful way to leave winter behind and discover new roads, cultures and landscapes on two wheels. Whether you're seeking winter sunshine, aiming to build fitness with some early-season training miles, or looking for an adventure to kick-start the year, there's plenty of winter cycling destinations offering warmer, sunnier ...

          David Hall - Road Cycling Product Specialist at Saddle Skedaddle
          David Hall
          October 2, 2026
          Cycling in Andalucia

          Sierras to the Coast: The best road cycling in Andalucia 

          If you’re looking for a top European cycling destination, then road cycling in Andalucia has to be up there with the best! Plus, with beautiful weather almost year-round, it’s the ideal destination for extending your cycling season. Head of Skedaddle España, Dan, has lived in this region for more than 25 years, guiding countless cycling ...

          Dan Hirst, Head of Skedaddle Espana
          Dan Hirst
          October 1, 2026

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