• Close
  • Home
  • Destinations
    • Go Back
    • UK
      • Go Back
      • All UK
      • England
      • Scotland
      • Wales
    • Europe
      • Go Back
      • All Europe
      • Italy
      • Spain
      • France
      • Austria
      • Czech Republic
      • Ireland
      • Norway
      • Portugal
      • Slovenia
      • Sweden
    • Asia
      • Go Back
      • All Asia
      • Borneo
      • China
      • India
      • Japan
      • Jordan
      • Mongolia
      • South Korea
      • Sri Lanka
      • Uzbekistan
      • Vietnam
    • South and Central America
      • Go Back
      • All South America
      • All Central America
      • Argentina
      • Chile
      • Colombia
      • Costa Rica
      • Peru
    • Africa
      • Go Back
      • All Africa
      • Eswatini (Swaziland)
      • Morocco
      • South Africa
  • Types Of Cycling
    • Go Back
    • Road Cycling
      • Go Back
      • All Road Cycling Tours
      • Road Cycling Grades
      • UK
      • Scotland
      • Italy
      • Spain
      • France
      • Chile & Argentina
      • Colombia
      • Costa Rica
      • Czech Republic
      • Japan
      • Morocco
      • Norway
      • Portugal
    • Gravel Riding
      • Go Back
      • All Gravel Riding Tours
      • Gravel Cycling Grades
      • UK
      • Scotland
      • Italy
      • Spain
    • Leisure Cycling
      • Go Back
      • All Leisure Cycling Tours
      • Leisure Cycling Grades
      • UK
      • Scotland
      • Italy
      • Spain
      • France
      • Austria
      • Ireland
      • Norway
      • Portugal
      • Slovenia
      • Sweden
    • Mountain Biking
      • Go Back
      • All Mountain Biking Tours
      • Mountain Biking Grades
      • UK
      • Scotland
      • Italy
      • Spain
      • Peru
    • Family Cycling
      • Go Back
      • All Family Cycling Tours
      • Family Cycling Grades
      • UK
      • Italy
      • Spain
      • France
      • Austria
    • Cycling Adventures
      • Go Back
      • All Cycling Adventures
      • Cycling Adventures Grades
      • Borneo
      • Chile & Argentina
      • China
      • Costa Rica
      • India
      • Eswatini (Swaziland)
      • Japan
      • Jordan
      • Morocco
      • Mongolia
      • Peru
      • South Africa
      • South Korea
      • Sri Lanka
      • Uzbekistan
      • Vietnam
  • Choosing Your Tour
    • Go Back
    • Find Your Perfect Cycling Tour
      • Go Back
      • How To Find Your Perfect Cycling Tour
      • Choose The Right Grade For Your Tour
      • Join A Small Group Tour Or Go Self-Guided?
    • Guided Small Group Tours
      • Go Back
      • Guaranteed To Go Group Departures
      • Road Cycling
      • Leisure Cycling
      • Gravel Riding
      • Mountain Biking
      • Family Cycling
      • Cycling Adventures
      • Bike & Boat
    • Self-Guided Tours
      • Go Back
      • Road Cycling
      • Leisure Cycling
      • Gravel Riding
      • Mountain Biking
      • Family Cycling
  • Tailor Made
  • Latest
    • Go Back
    • New & Popular
      • Go Back
      • Top Road Cycling Tours for 2026
      • NEW! South Africa - Western Cape
      • NEW! Geneva to Nice - Route des Grandes Alpes
      • NEW! - Stockholm's Archipelago
      • NEW! Italy - Gravel Trails of Veneto
      • NEW! Wales - Traws Eryri
      • NEW! Emilia-Romagna
      • NEW! Northumberland Coast - Alnwick to Berwick
      • NEW! Andalucia - Costa de la Luz
      • NEW! Trossachs and Tayside Trails
      • NEW! North York Moors, Coast
      • Explore: Veneto
      • Explore: Piedmont
    • Ready to Ride
      • Go Back
      • Guaranteed Departures
      • Late Availability
    • News & Offers
      • Go Back
      • News & Offers
      • 30 Years of Skedaddle
      • Newsletter Signup
      • What Our Customers Think
      • YouTube
      • Skedaddle Blog
    • E-Bike Tours
      • Go Back
      • E-Bike FAQs
      • E-Mountain Bikes
      • E-Bike Holidays
    • Challenge Rides
      • Go Back
      • Camino de Santiago
      • Coast to Coast (C2C)
      • Land's End to John O'Groats
      • Mountain Challenges
      • Iconic Journeys
    • Seasonal
      • Go Back
      • Spring Cycling & Early Season
      • Summer Cycling
      • Fall Cycling
      • Christmas & New Year
      • Book for 2027
  • About
    • Go Back
    • About Us & Our Tours
      • Go Back
      • About Us
      • Our Pedallin' Promise
      • Newsletter Sign Up
      • Read Our Blog
      • Promotions & Discounts
      • FAQs
      • What Our Holidays Include
      • Meet the Team
      • Responsible Travel
      • Essential Travel Advice
      • Partners We Work With
      • Contact Us

  • Account
  • Contact Our Team
  • Newsletter
  • Call us on 1-888-414-6437
  • Contact Our Team
  • Newsletter
  • Login
FeefoFeefo logo
1-888-414-6437   info@skedaddle.com
  • Destinations
    Choose your destination...
    UK
    • All UK
    • England
    • Scotland
    • Wales
    Europe
    • All Europe
    • Italy
    • Spain
    • France
    • Austria
    • Czech Republic
    • Ireland
    • Norway
    • Portugal
    • Slovenia
    • Sweden
    Asia
    • All Asia
    • Borneo
    • China
    • India
    • Japan
    • Jordan
    • Mongolia
    • South Korea
    • Sri Lanka
    • Uzbekistan
    • Vietnam
    South and Central America
    • All South America
    • All Central America
    • Argentina
    • Chile
    • Colombia
    • Costa Rica
    • Peru
    Africa
    • All Africa
    • Eswatini (Swaziland)
    • Morocco
    • South Africa
    2027 Cycling Tours
  • |
  • Types Of Cycling
    We have something for everyone...
    Road Cycling
    • All Road Cycling Tours
    • UK
    • Scotland
    • Italy
    • Spain
    • France
    • Chile & Argentina
    • Colombia
    • Costa Rica
    • Czech Republic
    • Japan
    • Morocco
    • Norway
    • Portugal
    Search By Grade
    1 2 3 4 5
    • About Our Road Cycling Grades
    Gravel Riding
    • All Gravel Riding Tours
    • UK
    • Scotland
    • Italy
    • Spain
    Search By Grade
    1 2 3 4 5
    • About Our Gravel Riding Grades
    Leisure Cycling
    • All Leisure Cycling Tours
    • UK
    • Scotland
    • Italy
    • Spain
    • France
    • Austria
    • Ireland
    • Norway
    • Portugal
    • Slovenia
    • Sweden
    Search By Grade
    1 2 3 4 5
    • About Our Leisure Cycling Grades
    Mountain Biking
    • All Mountain Biking Tours
    • UK
    • Scotland
    • Italy
    • Spain
    • Peru
    Search By Grade
    1 2 3 4 5
    • About Our Mountain Biking Grades
    Family Cycling
    • All Family Cycling Tours
    • UK
    • Italy
    • Spain
    • France
    • Austria
    Search By Grade
    1 2 3 4 5
    • About Our Family Cycling Grades
    Cycling Adventures
    • All Cycling Adventures
    • Borneo
    • Chile & Argentina
    • China
    • Costa Rica
    • India
    • Eswatini (Swaziland)
    • Japan
    • Jordan
    • Morocco
    • Mongolia
    • Peru
    • South Africa
    • South Korea
    • Sri Lanka
    • Uzbekistan
    • Vietnam
    Search By Grade
    1 2 3 4 5
    • About Our Cycling Adventures Grades
  • |
  • Choosing Your Tour
    How to plan your cycling tour...
    Find your prefect cycle tour
    Cycling Grades
    Guided or Self Guided
    Guided Small Group Tours
    • Guaranteed To Go Group Departures
    • Road Cycling
    • Leisure Cycling
    • Gravel Riding
    • Mountain Biking
    • Family Cycling
    • Cycling Adventures
    • Bike & Boat
    Self-Guided Tours
    • Road Cycling
    • Leisure Cycling
    • Gravel Riding
    • Mountain Biking
    • Family Cycling
  • |
  • Tailor Made
  • |
  • Latest
    Find your ride...
    New & Popular
    • Top Road Cycling Tours for 2026
    • NEW! South Africa - Western Cape
    • NEW! Sweden - Stockholm's Archipelago
    • NEW! Italy - Gravel Trails of Veneto
    • NEW! Wales - Traws Eryri
    • NEW! Emilia-Romagna
    • NEW! Northumberland Coast - Alnwick to Berwick
    • NEW! Andalucia - Costa de la Luz
    • NEW! Trossachs and Tayside Trails
    • NEW! UK - North York Moors, Coast
    • Explore: Veneto
    • Explore: Piedmont
    New Holidays
    Challenge Rides
      • Camino de Santiago
      • Land's End to John O'Groats
      • Coast to Coast (C2C)
      • Mountain Challenges
      • Iconic Journeys
      E-Bikes
      • E-Mountain Bikes
      • E-Bike FAQs
      • E-Bike Holidays
      E Bike Holidays
      Ready to Ride
        • Guaranteed Departures
        • Late Availability
        Seasonal
          • Spring Cycling And Early Season
          • Summer Cycling
          • Fall Cycling
          • Christmas & New Year
          • Book for 2027
          2027 Cycling Tours
          News & Offers
            • 30 Years of Skedaddle
            • News & Offers
            • Newsletter Signup
            • What Our Customers Think
            • YouTube
            • Skedaddle Blog
            News & Offers
            New 2025 Cycling Tours
          • |
          • About
            Find out more...
            About Us & Our Tours
            • About Us
            • FAQs
            • What Our Holidays Include
            • Meet the Team
            • Responsible Travel
            • Essential Travel Advice
            • Partners We Work With
            • Contact Us
            Promotions and Discounts
            Blog
            Newsletter

          2021 Cycling Tour Dates

          We found 120 Holidays in your search for:

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

          2026

          2027

          2028

          Level of Support

          We found 120 Holidays in your search for:

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

          2026

          2027

          2028

          Level of Support

          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...

          • All Cycling Holidays
          • 2021 Cycling Tour Dates

          Page 3 of 12

          Select Order Order By
          Guided
          Guided
          Italy

          Sardinia - Coastal Explorer

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $3,035 P.P.
          View Reviews
          6
          1
          2
          3
          4
          5
          Grade 2 - 3: Gentle/Moderate
          More Info BOOK NOW

          Sardinia - Coastal Explorer

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          19/09/2026
          Fully Booked
          26/09/2026$3,035.00
          10/10/202617/10/2026$3,035.00
          08/05/202715/05/2027$3,180.00
          22/05/202729/05/2027$3,180.00
          18/09/202725/09/2027$3,180.00
          09/10/202716/10/2027$3,180.00
          • Riding the stunning coastal road from Alghero to Bosa
          • The ride to Montiferru through its oak forest
          • Sampling delightful Sardinian foods with a vast variety of local wines
          • Enjoying the view of Pan di Zucchero on the Nebida coastal ride
          • Sweeping down the long descent to Fluminimaggiore and Masua
          • Glimpsing the white beaches which hug the south west coast road
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Tuscany - Giro della Toscana

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $2,995 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.
          29/08/202605/09/2026$2,995.00
          03/10/2026
          Fully Booked
          10/10/2026$2,995.00
          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
          Italy

          Sardinia - Coastal Explorer

          Self-Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $2,110 P.P.
          View Reviews
          7
          1
          2
          3
          4
          5
          Grade 2 - 3: Gentle/Moderate
          More Info BOOK NOW

          Sardinia - Coastal Explorer

          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 – $2110 26 Mar – 07 Jun and 09 Sep – 29 Oct

          Season 2 – $2410 01 Sept – 08 Sept

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

          Season 1 – $2210 30 Mar – 07 Jun and 09 Sep – 26 Oct

          Season 2 – $2525 01 Sept – 08 Sept

          • Riding the stunning coastal road from Alghero to Bosa
          • Exploring the sandstone coast of Santa Caterina di Pittinuri
          • Visiting the Sinis Peninsula and the ancient Roman ruins of Tharros
          • The view of Pan di Zucchero on the Nebida coastal ride
          • Sweeping down the long descents to Fluminimaggiore and Masua
          • Exploring the white beaches running alongside the south west coastal road
          Photo Highlights Dates
          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 Sep

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

          Season 1 – $2535 30 Mar – 07 Jun / 09 Sep – 26 Oct

          Season 2 – $2925 01 Sep – 08 Sep

          • 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
          Guided
          Guided
          Portugal

          Vineyards of the Douro Valley

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

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

          Vineyards of the Douro Valley

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          17/10/2026
          Guaranteed
          24/10/2026$3,850.00
          • Riding along the Douro river through immense vineyards surrounded by terraced slopes
          • Staying in carefully selected accommodations, with opportunities to visit Port wine cellars and taste local wines along the way.
          • Riding on the N222 in the heart of the Alto Douro, considered one of the most beautiful roads in the world, with its jaw dropping scenery
          • The historic fortified village of Almeida
          • Tackling the dramatic climb to the summit of Torre in the Serra da Estrela, the highest point of mainland Portugal
          • The final hotel at Unhais da Serra, an unexpected oasis at the end of the trip
          Photo Highlights Dates
          Guided
          Guided
          Portugal

          Atlantic Escape

          Guided Road Bike Tour

          Duration

          10 days

          Prices from

          $4,135 P.P.
          View Reviews
          11
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Atlantic Escape

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          31/10/202609/11/2026$4,135.00
          • Stunning Sintra and its sunsets
          • The lovely fishing village of Nazare
          • Incredible accommodation in 4 star hotels each night
          • Views from the Arrabida mountains
          • Coastal riding and beautiful beaches
          • Reaching mainland Europe’s most southwesterly point by bike!
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Spain

          La Rioja - Ruta del Vino

          Self-Guided Road Bike Tour

          Duration

          7 days

          Prices from

          $1,495 P.P.
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          La Rioja - Ruta del Vino

          Self-Guided Road Bike 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 – $1495 01 Mar – 28 Mar / 05 Apr – 08 Jun / 10 Jun – 31 Jul / 1 Sep – 31 Oct

          • The fantastic San Millan de la Cogolla monastery, a World Heritage Site
          • Marvelling at Frank Gehry’s architectural genius at the Marques de Riscal Winery on the loop ride from Laguardia
          • Cycling high along the limestone cliffs of the Sierra de Cantabria
          • Enjoying the atmospheric, medieval towns of Ezcaray and Laguardia
          • Wine tasting in a Riojan bodega (or two!)
          • Cycling through Mediterranean forests, along mountainsides and through endless vineyards
          • Rolling along the Rio Ebro into Logroño for an authentic slice of tapas heaven in Calle Laurel
          Photo Highlights Dates
          Guided
          Guided
          Spain

          La Rioja - Ruta del Vino

          Guided Road Bike Tour

          Duration

          7 days

          Prices from

          $3,280 P.P.
          View Reviews
          8
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          La Rioja - Ruta del Vino

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          27/09/2026
          Guaranteed
          03/10/2026$3,280.00
          • Staying at the fantastic San Millan de la Cogolla monastery, a World Heritage Site.
          • Cycling high along the limestone cliffs of the Sierra de Cantabria
          • Enjoying the atmospheric, medieval towns of Ezacary and Laguardia
          • Wine tasting in a Riojan bodega (or two!)
          • Cycling through Mediterranean forests, along mountainsides and through endless vineyards
          • Rolling along the Rio Ebro into Logroño for an authentic slice of tapas heaven in Calle Laurel
          Photo Highlights Dates
          Guided
          Guided
          Spain

          Andalucia - Los Pueblos Blancos

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

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

          Andalucia - Los Pueblos Blancos

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          25/10/202601/11/2026$3,135.00
          28/12/202604/01/2027$3,565.00
          • Riding the beautiful Serrania de Ronda, past white villages, chestnut groves and craggy sierras
          • A fantastic mixture of great small rural hotels
          • Exploring beautiful Ronda, perched on its magnificent gorge
          • Reaching the dramatic Puerto de las Palomas
          • Grazalema, nestled below atmospheric, limestone mountains
          • Sipping local sherries with tasty tapas in the local bodegas
          Photo Highlights Dates
          Self-Guided
          Self-Guided
          Spain

          Andalucia - Los Pueblos Blancos

          Self-Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $2,210 P.P.
          1
          2
          3
          4
          5
          Grade 2 - 3: Gentle/Moderate
          More Info BOOK NOW

          Andalucia - Los Pueblos Blancos

          Self-Guided Road Bike 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 – $2210 – 01 Mar – 28 Mar / 05 Apr – 30 Jun / 08 Sep – 30 Nov

          • Riding the beautiful Serrania de Ronda, past white villages, chestnut groves and craggy sierras
          • A fantastic mixture of great small rural hotels
          • Exploring beautiful Ronda, perched on its magnificent gorge
          • Reaching the dramatic Puerto de las Palomas
          • Grazalema, nestled below atmospheric, limestone mountains
          • Sipping local sherries with tasty tapas in the local bodegas
          Photo Highlights Dates
          • Previous page
          • 1
          • 2
          • 3
          • 4
          • 5
          • 6
          • 7
          • 8
          • 9
          • 10
          • 11
          • 12
          • Next page

          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
          Next

          News, Reviews & Stories

          Customer Story - An Iconic Journey Across Spain and Portugal

          We caught up with Russ, our biggest iconic journeys fan on our new Trans Iberia route from Barcelona to Porto across Spain & Portugal.

          Summer cycling advice: 10 top tips

          Planning a summer cycling holiday? Discover practical hot weather tips on hydration, kit and pacing, to stay safe during summer bike tours.

          Mountain Biking Across Sardinia

          The story behind our most popular mountain bike holiday in Italy which has been running for more than 20 years!

          Why Us?

          • About Us
          • Contact Us
          • Destinations
          • Press

          Our Community

          • Promotions and Discounts
          • Partners
          • Skedaddle and Cycle Helmets
          • Skedaddle Blog

          Booking Info

          • Quick Booking
          • Booking Conditions
          • Insurance
          • Protection
          • Bus Journeys
          • Essential Travel Advice

          Company Info

          • Cookies Policy
          • Responsible Travel
          • Privacy Notice
          Skedaddle US

          Join the conversation...

          • Facebook
          • Youtube
          • Instagram
          Feefo logo

          Newsletter Signup

          Sign-up for news and offers...

          • ABTOT - Association of Bonded Travel Organisers Trust
          • ABTA - Travel with confidence
          • Adventure Travel Trade Association
          Copyright Saddle Skedaddle Ltd. All rights reserved.
          Website Development By Root Solutions