• 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

            Leisure Cycling Holidays in Tuscany

            We found 3 Holidays in your search for:

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

            2025

            2026

            2027

            Level of Support

            We found 3 Holidays in your search for:

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

            2025

            2026

            2027

            Level of Support
            All Cycling Holidays in Tuscany Road Cycling in Tuscany Mountain Biking in Tuscany Gravel Riding in Tuscany Family Cycling in Italy All Cycling Holidays in Italy Cycling in Sardinia Cycling in Puglia Cycling in Prosecco Region Cycling in Emilia-Romagna Cycling in Sicily Cycling in Lake Garda Bike and Boat

            Tuscany holds the famous city of Florence, one of Italy’s most beautiful icons, however there is more to Tuscany than just Florence. Tuscany is also home to the Apennine Mountains, famous towns of Siena and San Gimignano and Chianti’s olive groves and vineyards, all of which are perfect for exploring on a leisure cycling holiday.

            Explore our range of leisure tours below to find the tour that suits you and your cycling needs today.

            • All Cycling Holidays
            • All Leisure Cycling Holidays
            • Europe Leisure Cycling Holidays
            • Italy Leisure Cycling Holidays
            • Tuscany Leisure Cycling Holidays
            Select Order Order By
            Self-Guided
            Self-Guided
            Italy

            Classic Tuscany

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £1,195 P.P.
            View Reviews
            7
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Classic Tuscany

            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. 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.
            28/09/202504/10/2025£1,195.00

            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 – £1335 24 Mar – 16 Jun and 03 Sep – 29 Oct

            Season 2 – £1575 17 Jun – 30 Jun and 01 – 02 Sep

            Alternatively for a great value holiday, please 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.

            • Staying at Tuscan farms overlooking stunning countryside
            • Visiting the famous towns of Monteriggioni, Radda in Chianti and Siena
            • Riding through wonderful landscapes, wide open fields, cypress-lined hills and vineyards
            • Trying delicious, regional dishes
            • Sampling the best wines of Chianti, Montepulciano and Montalcino
            • Absorbing the atmosphere of San Gimignano – a UNESCO World Heritage Site
            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
            Guided
            Guided
            Italy

            Tuscany to Rome

            Guided Electric Bike Holiday

            Duration

            8 days

            Prices from

            £2,255 P.P.
            View Reviews
            6
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Tuscany to Rome

            Guided Electric Bike Holiday

            E-BIKE HOLIDAY

            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.
            13/09/2025
            Guaranteed
            20/09/2025£2,255.00
            • 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

            You might also like...

            All Types of Cycling in Italy All Types of Cycling in Italy
            Europe
            Spain Spain
            Portugal Portugal
            France France
            UK UK
            Austria Austria
            Slovenia Slovenia
            Sweden Sweden
            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

            The Best Cycling Routes in Italy

            From the sun-drenched hills of Tuscany to the dramatic cliffs of the Amalfi Coast, Italy’s varied terrain caters to all types of cyclists.

            Cycling in Sardinia

            Discover the incredible biking this Mediterranean paradise has to offer.

            The Story Behind Sardinia Cape to Cape

            Exploring Sardinia's incredible off road gravel trails on our unique Cape to Cape adventure.

            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