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          Fall Bike Tours

          We found 104 Holidays in your search for:

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

          2026

          2027

          2028

          Level of Support

          We found 104 Holidays in your search for:

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

          2026

          2027

          2028

          Level of Support

          Looking for fall bike tours? A late-season bike tour is a great option for anyone looking to escape the intense summer heat in the Northern Hemisphere and eke out the summer cycling fun! 

          Many places in Southern Europe are still basking in glorious sunshine during September and October, with vineyard harvests bringing plenty of seasonal interest! Popular regions include Andalusia, Sardinia and parts of Portugal. Or more adventurous destinations like Morocco and Peru also offe fantastic cycling adventures in extraordinary landscapes. 

          Whether you're looking to go cycling in September, fancy one of our guided cycling holidays in October or would prefer there's plenty to explore! Take a look at our fall bike tours below to get started. Prefer to go ride earlier in the year? Don't miss our spring cycling tours and summer cycling suggestions. 

          • All Cycling Holidays
          • Autumn Bike Tours

          Page 2 of 11

          Select Order Order By
          Guided
          $125 OFF
          Guided
          Spain

          Andalucia - Costa de la Luz and Ancient Cadiz

          Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $3,495 P.P.
          View Reviews
          2
          1
          2
          3
          4
          5
          Grade 2-3: Gentle/ Moderate
          More Info BOOK NOW

          Andalucia - Costa de la Luz and Ancient Cadiz

          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 DateEnd DatePrice p.p.
          30/03/2027
          $125 OFF
          06/04/2027$3,495.00
          06/06/2027
          $125 OFF
          13/06/2027$3,495.00
          19/09/2027
          $125 OFF
          26/09/2027$3,495.00
          • 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 ourselves in true Andalucian culture and enjoying some Flamenco
          • Riding along the peaceful, traffic-free EuroVelo routes
          • Experiencing the lively, vibrant town of Tarifa, the gateway to two continents
          Photo Highlights Dates
          Guided
          $250 OFF
          Guided
          Italy

          Grand Traverse Classic - North to South

          Guided Road Bike Tour

          Duration

          17 days

          Prices from

          $6,180 P.P.
          View Reviews
          9
          1
          2
          3
          4
          5
          Grade 4: Challenging
          More Info BOOK NOW

          Grand Traverse Classic - North to South

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          20/05/2027
          $250 OFF
          05/06/2027$6,180.00
          23/09/2027
          $250 OFF
          09/10/2027$6,180.00
          • Riding down the backbone of Italy on a stunning route which takes in some of the best road cycling that Italy has to offer
          • Cycling through 10 UNESCO World Heritage sites and 5 National Parks
          • Visiting some of the most important historical and artistic cities in Italy: Lucca, San Gimignano, Pienza, Assisi and Lecce
          • The camaraderie of your fellow cyclists who’ll be joining you on this incredible tour
          • Immersing yourself in Italian culture – meeting the friendly locals, experiencing delicious culinary specialties and tasting the wines of each region
          • Cycling to the most southerly point of Italy, having ridden nearly 1,100 miles and climbed over 21,000 metres!
          Photo Highlights Dates
          Guided
          Guided
          Spain

          Sierras Explorer

          Guided Mountain Bike Tour

          Duration

          7 days

          Prices from

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

          Sierras Explorer

          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.

          • Exploring the historical town of Ronda
          • Riding the slick Guadiaro single-track
          • Incredible descent through the Alcornocales to the white hilltop of Jimena
          • Spending a night in the beautiful setting of a 13th century Moorish castle
          • Riding the shores of the Straits of Gibraltar past secluded coves and ancient watchtowers
          • Tapas bar hopping in the fun filled town of Tarifa
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Italy

          Sardinia - Cape to Cape

          Self-Guided Gravel Bike Tour

          Duration

          8 days

          Prices from

          $2,495 P.P.
          View Reviews
          5
          1
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          3
          4
          5
          Grade 3-4 : Moderate/Chellenging
          More Info BOOK NOW

          Sardinia - Cape to Cape

          Self-Guided Gravel 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 – $2495 29 Mar – 07 Jun / 09 Sep – 26 Oct

          Season 2 – $2850 01 Sep – 08 Sep

          2027 30 Mar – 26 Oct (excluding dates from 08 Jun – 31 Aug)

          Season 1 – $2495 30 Mar – 07 Jun / 09 Sep – 26 Oct

          Season 2 – $2980 01 Sep – 08 Sep

          • Climbing up to Capo Sperone to mark the start of your journey… and looking out from Capo Mannu over the Med to mark its end!
          • Riding scenic gravel roads along the Cabras Lagoon
          • Checking out the UNESCO heritage Nuragic site of Barumini
          • Enjoying the stunning scenery of the rugged coast of the Sinis Peninsula
          • Eating fantastic home-cooked food, washed down with honest local wine!
          Photo Highlights Dates
          Self-Guided
          $125 OFF
          Self-Guided
          Italy

          Strade Bianche Explorer

          Self-Guided Gravel Bike Tour

          Duration

          8 days

          Prices from

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

          Strade Bianche Explorer

          Self-Guided Gravel 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 – $2710 29 Mar – 14 Jun and 09 Sep – 26 Oct

          Season 2 – $2995 15 Jun – 30 Jun and 01 – 08 Sep

          2027 30 Mar – 26 Oct (excluding dates throughout July and August)

          Season 1 – $2850 30 Mar – 14 Jun and 09 Sep – 26 Oct

          Season 2 – $3135 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.

          • Riding some of the classic Strade Bianche route of Tuscany as well as lesser-known gravel routes
          • Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting
          • Exploring the region on a mix of terrains
          • Riding the stunning UNESCO heritage region of Val d’Orcia
          • Relaxing in small villages for a coffee with the locals
          • Easing along the rolling hills of the ‘Colli Senesi’
          • Chilling out with a post-ride Chianti or Brunello
          Photo Highlights Dates
          Guided
          $125 OFF
          Guided
          Italy

          Tuscany - Strade Bianche Explorer

          Guided Gravel Riding Tour

          Duration

          8 days

          Prices from

          $3,280 P.P.
          1
          2
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          Grade 3-4 : Moderate/Chellenging
          More Info BOOK NOW

          Tuscany - Strade Bianche Explorer

          Guided Gravel Riding Tour

          Start DateEnd DatePrice p.p.
          24/04/2027
          $125 OFF
          01/05/2027$3,280.00
          08/05/2027
          $125 OFF
          15/05/2027$3,280.00
          25/09/2027
          $125 OFF
          02/10/2027$3,280.00
          • Riding some of the classic Tuscany gravel routes including the Strade Bianche
          • Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting
          • Exploring the region on a mix of terrains
          • Riding the stunning UNESCO heritage region of Val d’Orcia
          • Relaxing in small villages for a coffee with the locals
          • Easing along the rolling hills of the ‘Colli Sienesi’
          • Chilling out with a post-ride Chianti or Brunello
          Photo Highlights Dates
          Guided
          $300 OFF
          Guided
          Italy

          Grand Traverse Explorer - South to North

          Guided Road Bike Tour

          Duration

          22 days

          Prices from

          $8,080 P.P.
          View Reviews
          6
          1
          2
          3
          4
          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Grand Traverse Explorer - South to North

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          24/04/2027
          $300 OFF
          15/05/2027$8,080.00
          28/08/2027
          $300 OFF
          18/09/2027$8,080.00
          • Riding up the backbone of Italy on a stunning route which takes in some of the best road cycling that Italy has to offer
          • Cycling through 10 UNESCO World Heritage sites and 5 National Parks
          • Visiting some of the most important historical and artistic cities in Italy: Lecce, Assisi, Siena, Venice
          • The camaraderie of your fellow cyclists who’ll be joining you on this incredible tour
          • Immersing yourself in Italian culture – meeting the friendly locals, experiencing delicious culinary specialties and tasting the wines of each region
          • Cycling from the most south-easterly point of the heel of Italy up to Venice, having ridden nearly 1,100 miles and climbed almost 22,000 metres!
          Photo Highlights Dates
          Guided
          $150 OFF
          Guided
          Italy

          Tuscany to Rome

          Guided Electric Bike Tour

          Duration

          8 days

          Prices from

          $3,565 P.P.
          View Reviews
          7
          1
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          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          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 DateEnd DatePrice p.p.
          08/05/2027
          $150 OFF
          15/05/2027$3,565.00
          04/09/2027
          $150 OFF
          11/09/2027$3,565.00
          • 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
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Tuscany - Giro della Toscana

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

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

          Tuscany - Giro della Toscana

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          01/05/202708/05/2027$3,135.00
          29/05/202705/06/2027$3,135.00
          02/10/2027
          Guaranteed
          09/10/2027$3,135.00
          • Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting along the way
          • Staying in quality accommodation, with fantastically warm hospitality
          • Easing along the rolling hills of the Colli Sienesi
          • Riding the stunning UNESCO heritage region of Val d’Orcia
          • Stopping off at the lovely San Gimignano and Montalcino
          • Chilling out with a post-ride Chianti
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Spain

          Taste of La Rioja

          Self-Guided Leisure Cycling Tour

          Duration

          8 days

          Prices from

          $1,740 P.P.
          1
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          Grade 2-3: Gentle/ Moderate
          More Info BOOK NOW

          Taste of La Rioja

          Self-Guided Leisure Cycling Tour

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

          2026 – $1740 01 – 28 Mar / 05 Apr – 08 Jun / 10 Jun – 31 Jul / 1 Sep – 31 Oct

          2027 – $1895 01 Mar – 18 Mar / 29 Mar – 08 Jun / 10 Jun – 31 Jul / 1 Sep – 31 Oct

          • Visiting the fantastic San Millan de la Cogolla monastery, a World Heritage Site.
          • Soaking up the atmosphere of the medieval towns of Ezcaray and Laguardia
          • Tasting delicious local wine in Riojan bodegas
          • Cycling through endless vineyards
          • Rolling along the Camino de Santiago
          • Experiencing the Frank Gehry-designed Marques de Riscal winery
          • Pedalling on the Via Verdes
          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
          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
          Quote
          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
          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
          Quote
          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

          Cyclist overlooking Lake Jasna in Slovenia

          Why cycling in Slovenia deserves a spot on your wishlist 

          Slovenia features as a highlight on our popular Prague to Venice iconic journey, where riders spend several days cycling through this beautiful corner of Europe. For 2027, we're excited to introduce two brand-new Slovenia cycling tours that explore even more of this remarkable European destination. As a keen cyclist and self-confessed Balkan enthusiast, cycling in Slovenia ...

          Fran on the C2C
          Fran Wilson
          October 29, 2026
          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

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