• Close
  • Home
  • Destinations
    • Go Back
    • UK
      • Go Back
      • All UK
      • England
      • Scotland
    • Europe
      • Go Back
      • All Europe
      • Italy
      • Spain
      • France
      • Austria
      • Czech Republic
      • Germany
      • 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 & Cuba
      • Argentina
      • Chile
      • Colombia
      • Costa Rica
      • Cuba
      • Peru
    • Africa
      • Go Back
      • All Africa
      • Eswatini (Swaziland)
      • Morocco
  • Types Of Cycling
    • Go Back
    • Road Cycling
      • Go Back
      • All Road Cycling Holidays
      • 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 Holidays
      • Gravel Cycling Grades
      • UK
      • Scotland
      • Italy
      • Spain
    • Leisure Cycling
      • Go Back
      • All Leisure Cycling Holidays
      • Leisure Cycling Grades
      • UK
      • Italy
      • Spain
      • France
      • Austria
      • Germany
      • Ireland
      • Norway
      • Portugal
      • Scotland
      • Slovenia
      • Sweden
    • Mountain Biking
      • Go Back
      • All Mountain Biking Holidays
      • Mountain Biking Grades
      • UK
      • Scotland
      • Italy
      • Spain
      • Peru
      • Portugal
    • Family Cycling
      • Go Back
      • All Family Cycling Holidays
      • Family Cycling Grades
      • UK
      • Italy
      • Spain
      • France
      • Austria
      • Costa Rica
      • Germany
      • Slovenia
      • Morocco
    • Cycling Adventures
      • Go Back
      • All Cycling Adventures
      • Cycling Adventures Grades
      • Borneo
      • Chile & Argentina
      • China
      • Costa Rica
      • Cuba
      • India
      • Eswatini (Swaziland)
      • Japan
      • Jordan
      • Morocco
      • Mongolia
      • Peru
      • South Korea
      • Sri Lanka
      • Uzbekistan
      • Vietnam
  • Choosing Your Holiday
    • Go Back
    • Find Your Perfect Cycling Holiday
      • Go Back
      • How To Find Your Perfect Cycling Holiday
      • Choose The Right Grade For Your Holiday
      • Join A Small Group Tour Or Go Self-Guided?
    • Guided Small Group Holidays
      • Go Back
      • Guaranteed To Go Group Departures
      • Road Cycling
      • Leisure Cycling
      • Gravel Riding
      • Mountain Biking
      • Family Cycling
      • Cycling Adventures
      • Bike & Boat
    • Self-Guided Holidays
      • Go Back
      • Road Cycling
      • Leisure Cycling
      • Gravel Riding
      • Mountain Biking
      • Family Cycling
  • Tailor Made
  • Get Inspired
    • Go Back
    • Inspiring Rides
      • Go Back
      • Gentle Pedallin'
      • Place To Place Journeys
      • Classic Cycling Routes
    • Inspiring Experiences
      • Go Back
      • Lakes, Coasts And Islands
      • Exotic Destinations
      • Pilgrimages And Ancient Trails
      • Food And Wine
      • Cities And Culture
      • Wilderness Escapes
    • Road Cycling Inspirations
      • Go Back
      • Iconic Journeys
      • Mountain Challenges
      • Grand Tour Inspired Tours
    • E-Bike Holidays
      • Go Back
      • All E-bike Holidays
      • Electric Mountain Biking (eMTB)
    • Seasonal Options
      • Go Back
      • Last Chance Trips
      • Spring & Early Season
      • Christmas & New Year
      • 2026 Cycling Holidays
    • Chosen By Our Experts
      • Go Back
      • NEW Cycling Holidays For 2025
      • Our Top Holiday Picks For 2025
      • Top Road Cycling Holidays
      • Top Leisure Cycling Holidays
      • Top Family Locations To Cycle
      • Top Off-Road Holidays
      • Top Bucket List Cycling Adventures
  • About
    • Go Back
    • About Us & Our Holidays
      • 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
      • Join Our Team
      • Contact Us

  • Account
  • Contact Our Team
  • Newsletter
  • Call us on +44 (0)191 265 1110
  • Contact Our Team
  • Newsletter
  • Login
FeefoFeefo logo
+44 (0)191 265 1110   info@skedaddle.com
  • Destinations
    Choose your destination...
    UK
    • All UK
    • England
    • Scotland
    Europe
    • All Europe
    • Italy
    • Spain
    • France
    • Austria
    • Czech Republic
    • Germany
    • Ireland
    • Norway
    • Portugal
    • Slovenia
    • Sweden
    Asia
    • All Asia
    • Borneo
    • China
    • India
    • Japan
    • Jordan
    • Mongolia
    • South Korea
    • Sri Lanka
    • Uzbekistan
    • Vietnam
    South & Central America
    • All South America
    • All Central America & Cuba
    • Argentina
    • Chile
    • Colombia
    • Costa Rica
    • Cuba
    • Peru
    Africa
    • All Africa
    • Eswatini (Swaziland)
    • Morocco
  • |
  • Types Of Cycling
    We have something for everyone...
    • All Road Cycling Holidays
    • 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
    • All Gravel Riding Holidays
    • UK
    • Scotland
    • Italy
    • Spain
    Search By Grade
    1 2 3 4 5
    • About Our Gravel Riding Grades
    • All Leisure Cycling Holidays
    • UK
    • Italy
    • Spain
    • France
    • Austria
    • Germany
    • Ireland
    • Norway
    • Portugal
    • Scotland
    • Slovenia
    • Sweden
    Search By Grade
    1 2 3 4 5
    • About Our Leisure Cycling Grades
    • All Mountain Biking Holidays
    • UK
    • Scotland
    • Italy
    • Spain
    • Peru
    • Portugal
    Search By Grade
    1 2 3 4 5
    • About Our Mountain Biking Grades
    • All Family Cycling Holidays
    • UK
    • Italy
    • Spain
    • France
    • Austria
    • Costa Rica
    • Germany
    • Slovenia
    • Morocco
    Search By Grade
    1 2 3 4 5
    • About Our Family Cycling Grades
    • All Cycling Adventures
    • Borneo
    • Chile & Argentina
    • China
    • Costa Rica
    • Cuba
    • India
    • Eswatini (Swaziland)
    • Japan
    • Jordan
    • Morocco
    • Mongolia
    • Peru
    • South Korea
    • Sri Lanka
    • Uzbekistan
    • Vietnam
    Search By Grade
    1 2 3 4 5
    • About Our Cycling Adventures Grades
  • |
  • Choosing Your Holiday
    How to plan your cycling holiday...
    Guided Small Group Holidays
    • Guaranteed To Go Group Departures
    • Road Cycling
    • Leisure Cycling
    • Gravel Riding
    • Mountain Biking
    • Family Cycling
    • Cycling Adventures
    • Bike & Boat
    Self-Guided Holidays
    • Road Cycling
    • Leisure Cycling
    • Gravel Riding
    • Mountain Biking
    • Family Cycling
  • |
  • Tailor Made
  • |
  • Get Inspired
    Find your ride...
    Inspiring Rides
      • Place To Place Journeys
      • Classic Cycling Routes
      Seasonal Options
      • Spring And Early Season
      • 2026 Cycling Holidays
      Inspiring Experiences
        • Exotic Destinations
        • Pilgrimages And Ancient Trails
        • Food And Wine
        • Cities And Culture
        Road Cycling Inspirations
          • Mountain Challenges
          • Grand Tour Inspired Tours
          E-Bike Holidays
            • Electric Mountain Biking (eMTB)
            Chosen By Our Experts
              • Top Road Cycling Holidays
              • Top Leisure Cycling Holidays
              • Top Family Locations To Cycle
              • Top Bucket List Cycling Adventures
            • |
            • About
              Find out more...
              About Us & Our Holidays
              • About Us
              • FAQs
              • What Our Holidays Include
              • Meet the Team
              • Responsible Travel
              • Essential Travel Advice
              • Partners We Work With
              • Join Our Team
              • Contact Us

            Self-Guided Leisure Cycling Holidays

            We found 46 Holidays in your search for:

            Destinations (81)
            Types of Cycling / Grades (1)
            Departure Month

            2025

            2026

            2027

            Level of Support

            We found 46 Holidays in your search for:

            Select Order Order By
            Destinations (81)
            Types of Cycling / Grades (1)
            Departure Month

            2025

            2026

            2027

            Level of Support

            Enjoy the independence of a self-guided leisure cycling holiday with Skedaddle! Choose a tour and the dates that work best for you and we’ll sort out all the tricky logistics like luggage transfers, accommodation, navigation information and bike hire, if required. You can hire a regular bike or e-bike for any of our self-guided leisure trips. We’ll also be on hand to provide emergency support should you need it, so you can relax and focus on what matters – the fabulous cycling and creating lasting memories!

            We have a huge selection of self-guided leisure cycling holidays in Europe and the UK, covering popular routes like the C2C and Danube Cycle Path, as well as our own carefully crafted tours through some of our favourite regions.

            • All Cycling Holidays
            • All Leisure Cycling Holidays
            • ALL SELF-GUIDED HOLIDAYS

            Page 3 of 5

            Select Order Order By
            Self-Guided
            Self-Guided
            Spain

            NEW! Andalucia - Costa de la Luz and Ancient Cadiz

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,465 P.P.
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            NEW! Andalucia - Costa de la Luz and Ancient Cadiz

            Self-Guided Leisure Cycling Holiday

            Spain Special

            SAVE £75! Save £75 on this holiday when you book before 30 June 2025. Applies trips departing in 2025 or 2026. Enter promo code SPAIN25 and your discount will be applied once your booking is confirmed. Ts and Cs apply.

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

            2025 01 Mar – 30 Nov (excluding dates from 11 – 19 Apr and 01 Jul to 13 Sep)

            Season 1 – £1465 – 01 Mar – 03 Apr / 15 Oct – 30 Nov

            Season 2 – £1645 – 04 – 10 Apr, 20 Apr – 30 Jun and 14 Sep – 14 Oct

            2026 01 Mar – 30 Nov (excluding dates from 29 Mar – 05 Apr and 01 Jul to 31 Aug)

            Season 1 – £1515 – 01 – 28 Mar / 15 Oct – 30 Nov

            Season 2 – £1695 – 06 Apr – 30 Jun / 01 Sep – 14 Oct

            SAVE £75! Save £75 on this holiday when you book before 30 June 2025. Applies on trips departing in 2025 or 2026. Enter promo code SPAIN25 and your discount will be applied once your booking is confirmed. Ts and Cs apply.

            • 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
            Austria

            Salzburg's Lake District

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,095 P.P.
            1
            2
            3
            4
            5
            Grade 2: Gentle
            More Info BOOK NOW

            Salzburg's Lake District

            Self-Guided Leisure Cycling Holiday

            E-BIKE HIRE AVAILABLE

            This holiday is well-suited to both normal bikes and pedal assist e-bikes and you can choose to hire either when you book your holiday 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.

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

            2025 12 Apr – 05 Oct

            Season 1 – £1095 12 Apr – 18 Apr / 27 Sep – 05 Oct

            Season 2 – £1195 19 Apr – 16 May / 13 Sep – 26 Sep

            Season 3 – £1295 17 May – 12 Sep

            • Staying in beautiful Salzburg – the City of Mozart
            • Cycling along the River Salzach and through numerous nature reserves
            • Blue skies set against snowcapped peaks shimmering in the lake waters
            • Cycling on traffic-free and well maintained cycle paths
            • Taking a refreshing lake swim after a day in the saddle
            • Enjoying a game of miniature golf in Franking
            • Visiting the monastery at Mondsee, where the wedding scene in the Sound of Music was filmed
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Hadrian's Cycleway & Coast & Castles

            Self-Guided Leisure Cycling Holiday

            Duration

            10 days

            Prices from

            £1,675 P.P.
            View Reviews
            4
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Hadrian's Cycleway & Coast & Castles

            Self-Guided Leisure Cycling Holiday

            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.

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

            2025 £1675 per person

            2026 £1765 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.

            • The sense of achievement having ridden not one but two long distance cycle routes!
            • Following in the footsteps of the Roman Empire along Hadrian’s Wall
            • Castles galore!
            • Miles of pristine dunes, sandy beaches and stunning vistas
            • Your first glimpse of Edinburgh as you cycle over the Moorfoot hills
            • Flexibility to choose your own start date
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Slovenia

            Capital to Coast

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,075 P.P.
            View Reviews
            6
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Capital to Coast

            Self-Guided Leisure Cycling Holiday

            E-BIKE HIRE AVAILABLE

            This holiday is well-suited to both normal bikes and pedal assist e-bikes and you can choose to hire either when you book your holiday 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.

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

            2025 12 Apr – 11 Oct.

            Season 1 – £1075 12 Apr – 02 May and 05 Oct – 11 Oct

            Season 2 – £1155 03 May – 14 Aug and 20 Sep – 04 Oct

            Season 3 – £1215 15 Aug – 19 Sep

            Please note, we are generally not able to confirm any bookings for this tour made within 3 weeks of departure. Please contact our office if you are looking to book and begin your holiday within this period and we will do our best to accommodate your request.

            • Soaking up Slovenian culture in Ljubljana – one of Europe’s greenest capital cities
            • Discovering world-famous Slovenian caves
            • Relaxing on the beach in Muggia
            • Pedalling along the amazing Parenzana railway line
            • Marvelling at the breathtaking views of the Adriatic Coast
            • Exploring the enchanting Slovenian towns of Portoroz and Piran
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            C2C - Coast to Coast (5 Days Cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            6 days

            Prices from

            £875 P.P.
            View Reviews
            6
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            C2C - Coast to Coast (5 Days Cycling)

            Self-Guided Leisure Cycling Holiday

            Start DateEnd DatePrice p.p.
            27/06/2025 (Penrith)
            Guaranteed
            02/07/2025£875.00
            18/07/2025 (Newcastle)
            Guaranteed
            23/07/2025£875.00
            08/08/2025 (Penrith)13/08/2025£875.00
            15/08/2025 (Newcastle)20/08/2025£875.00
            29/08/2025 (Newcastle)03/09/2025£875.00
            05/09/2025 (Penrith)10/09/2025£875.00

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

            Choose your own dates from:

            2025 £995 per person

            2026 £1045 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.

            • UK’s favourite long distance cycle route
            • Dramatic English landscapes
            • Cycle friendly route
            • Stress-free cycling complimented with an abundance of pubs and cafes en route
            • Bike friendly B&Bs offering mouth-watering breakfasts
            • Suitable for adults and older children
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Slovenia

            Highlights of Lake Bled

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,065 P.P.
            View Reviews
            1
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Highlights of Lake Bled

            Self-Guided Leisure Cycling Holiday

            E-BIKE HIRE AVAILABLE

            This holiday is well-suited to both normal bikes and pedal assist e-bikes and you can choose to hire either when you book your holiday 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.

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

            2025 12 Apr – 11 Oct.

            Season 1 – £1065 12 Apr – 06 Jun and 22 Sep – 11 Oct

            Season 2 – £1145 07 Jun – 21 Sep

            Please note, we are generally not able to confirm any bookings for this tour made within 3 weeks of departure. Please contact our office if you are looking to book and begin your holiday within this period and we will do our best to accommodate your request.

            • Experiencing the restorative powers of Lake Bled
            • Discovering the medieval Bled Castle
            • Taking a boat ride over to Bled Island
            • Marvelling at the Triglav National Park
            • Exploring the Vintgar and Pokljuka Gorges
            • Riding a cable car up the awe-inspiring Mount Vogel, offering breath-taking views
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            C2C - Coast to Coast (4 Days Cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

            £715 P.P.
            View Reviews
            14
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            C2C - Coast to Coast (4 Days Cycling)

            Self-Guided Leisure Cycling Holiday

            Start DateEnd DatePrice p.p.
            27/06/2025 (Penrith)01/07/2025£715.00
            18/07/2025 (Newcastle)
            Guaranteed
            22/07/2025£715.00
            08/08/2025 (Penrith)12/08/2025£715.00
            15/08/2025 (Newcastle)19/08/2025£715.00
            29/08/2025 (Newcastle)02/09/2025£715.00
            05/09/2025 (Penrith)09/09/2025£715.00

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

            Choose your own dates from:

            2025 £855 per person

            2026 £895 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.

            • UK’s favourite long distance cycle route
            • Dramatic English landscapes
            • Cycle friendly route
            • Stress-free cycling complimented with an abundance of pubs and cafes en route
            • Bike friendly B&Bs offering mouthwatering breakfasts
            • Flexibility to choose your own start date or one of our great value scheduled departure dates
            • Suitable for adults and older children
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Coast and Castles (6 days cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £945 P.P.
            View Reviews
            5
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Coast and Castles (6 days cycling)

            Self-Guided Leisure Cycling Holiday

            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.
            18/06/2025
            Guaranteed
            24/06/2025£945.00
            30/07/2025
            Guaranteed
            05/08/2025£945.00
            27/08/202502/09/2025£945.00

            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:

            2025 £1185 per person

            2026 £1245 per person

            You 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 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
            • A celebratory dram in the shadow of Arthur’s Seat
            • Flexibility to choose your own start date
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            La Via Claudia

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,945 P.P.
            View Reviews
            1
            1
            2
            3
            4
            5
            Grade 2: Gentle
            More Info BOOK NOW

            La Via Claudia

            Self-Guided Leisure Cycling Holiday

            E-BIKE HIRE AVAILABLE

            This holiday is well-suited to both regular bikes and pedal assist e-bikes, and you can choose to hire either when you book your holiday 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.

             

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

            2025 21 Apr – 29 Oct

            Season 1 – £1945 21 Apr – 16 Jun and 03 Sep – 29 Oct

            Season 2 – £2135 17 Jun – 02 Sep

            2026 21 Apr – 29 Oct

            Season 1 – £2045 18 Apr – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £2245 15 Jun – 08 Sep

            If you‘re looking for a longer holiday, our Lake Garda to Venice route links into this tour perfectly; two self-guided tours of a similar grade that you‘re able to do back to back. Contact us if you’d like more info on this!

            • Starting your week at the picturesque Lake Resia, admiring the bell tower peeking through the waves
            • Cycling beside the vivid blue waters of the River Etsch
            • Absorbing the history of an ancient trade route, all by bike
            • Exploring Merano – The Jewel of South Tyrol
            • Wine tasting in Caldaro, part of the Strade del Vino
            • Enjoying an apperitivo in Piazza Arena in Verona
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Tuscany - Pisa to Florence

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,175 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 Cycling Holiday

            Start DateEnd DatePrice p.p.
            16/09/2025
            Guaranteed
            23/09/2025£1,175.00

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

            2025 24 Mar – 29 Oct (excluding dates throughout July and August)

            Season 1 – £1295 24 Mar – 16 Jun and 03 Sep – 29 Oct

            Season 2 – £1485 17 – 30 Jun and 01 – 02 Sep

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

            Season 1 – £1365 29 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £1565 15 – 30 Jun and 01 – 08 Sep

            Alternatively for a great value holiday 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.

            • 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
            • Previous page
            • 1
            • 2
            • 3
            • 4
            • 5
            • Next page
            Quote
            The services provided by Saddle Skedaddle were excellent from the initial queries, through to the booking of the holiday, and the holiday itself.
            Bruce, The Azores - Islands and Volcanoes
            Quote
            The guides and other group members really made the holiday enjoyable. Our guide was friendly, professional and knowledgeable.
            Elaine, Italy - Via Francigena (Tuscany to Rome)
            Quote
            We had the most amazing holiday. Slovenia was stunning and we kept stopping to take photos as round every bend was another fabulous view.
            Wendy, Slovenia - Highlights of Lake Bled
            Quote
            Couldn't fault the pre-trip information, the helpful staff on the telephone and the accurate description of what to expect.
            Jean, Holland - The Tulip Tour
            Quote
            Everything about the holiday was superb, from the initial contact with Skedaddle through to the very end of the trip. Excellent personal service.
            Jane, UK - Coast to Coast
            Quote
            It was first class from start to finish. Logistics and support including from our local rep were flawless, and accommodation and dining were truly fantastic.
            Robert, Portugal - Port and Wine
            Next

            News, Reviews & Stories

            2025 trends to watch

            To help you plan, we wanted to look at some of the trends we believe will go the extra mile...

            Europe's Best Cycling Cities

            From Seville to Salzburg, these are our favourite cycling cities

            The lowdown on eMTB

            Find out more from our experts about our range of Electric Mountain Bike Holidays!

            Why Us?

            • About Us
            • Contact Us
            • Press
            • Destinations
            • Cycle with confidence

            Our Community

            • Promotions and Discounts
            • Skedaddle and Cycle Helmets
            • Join Our Team
            • Partners
            • Skedaddle Blog

            Booking Info

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

            Company Info

            • Cookies Policy
            • Responsible Travel
            • Privacy Notice
            Skedaddle UK

            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