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            Autumn Cycling Holidays and Tours

            We found 104 Holidays in your search for:

            Destinations (82)
            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 (82)
            Types of Cycling / Grades (7)
            Departure Month

            2026

            2027

            2028

            Level of Support

            Looking for Autumn cycling holidays? 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 Andalucia, Sardinia and parts of Portugal. Further afield, destinations like Morocco and Peru also offer some 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 prefer to go cycling in November, there's plenty to explore! Take a look at our autumn cycling holidays below to get started. Prefer to go ride earlier in the year? Don't miss our spring cycling tour picks and summer cycling suggestions. 

            • All Cycling Holidays
            • Autumn Cycling Tours

            Page 5 of 11

            Select Order Order By
            Self-Guided
            Self-Guided
            Austria

            The Danube Cyclepath

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,295 P.P.
            View Reviews
            6
            1
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            3
            4
            5
            Grade 2: Gentle
            More Info BOOK NOW

            The Danube Cyclepath

            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.

            2026 – £1295 Daily departures available from 28 Mar – 11 Oct.

            2027 – £1395 Daily departures available from 27 Mar – 10 Oct.

            • Starting your trip in the baroque town of Schärding
            • Cycling through Passau – the city of three rivers
            • Riding the famous Schlogen bend
            • Winding your way to Grein with its imposing castle
            • Enjoying the natural wonders of the Wachau
            • Soaking up the sights in Vienna
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Austria

            The Danube Cyclepath

            Self-Guided Family Cycling Holiday

            Duration

            8 days

            Prices from

            £1,295 P.P.
            1
            2
            3
            4
            5
            Grade 2 : Gentle
            More Info BOOK NOW

            The Danube Cyclepath

            Self-Guided Family Cycling Holiday

            Child Discounts

            2026 – £1295 Daily departures available from 28 Mar – 11 Oct.

            2027 – £1395 Daily departures available from 27 Mar – 10 Oct.

            We are able to offer the following discounts on the land only price for children.

            0 – 5 Travel Free

            6 – 11 50%

            12 – 14 25%

            15 – 17 10%

            These discounts are applicable when the child is sharing a room with 2 fully-paying passengers and is dependent on availability.

            • Starting your trip in the baroque town of Schärding
            • Cycling through Passau – the city of three rivers
            • Riding the famous Schlogen bend
            • Winding your way to Grein with its imposing castle
            • Enjoying the natural wonders of the Wachau
            • Soaking up the sights in Vienna
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Tuscany - Sacred Routes

            Self-Guided Mountain Bike Holiday

            Duration

            8 days

            Prices from

            £1,795 P.P.
            View Reviews
            4
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Tuscany - Sacred Routes

            Self-Guided Mountain Bike Holiday

            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.

            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 – £1795 29 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £1995 15 – 30 Jun and 01 – 08 Sep

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

            Season 1 – £1885 30 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £2095 15 – 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.

            • Staying in lovely Tuscan accommodation overlooking stunning landscapes
            • Riding the Montagnola trails, the location of a well-known Sienese MTB race
            • Sampling the best wines of Chianti, Montepulciano and Montalcino
            • Riding down the “Crete Senesi” on a roller coaster ridge ride
            • Enjoying the journey across Tuscany on a variety of terrain
            • Visiting the famous hilltop towns of San Gimignano, Monteriggioni, San Quirico d‘Orcia and Pienza
            Photo Highlights Dates
            Guided
            Guided
            Portugal

            Vineyards of the Douro Valley

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £2,695 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 Cycling Holiday

            Start DateEnd DatePrice p.p.
            17/10/2026
            Last Spaces
            24/10/2026£2,695.00
            17/04/202724/04/2027£2,695.00
            09/10/202716/10/2027£2,695.00
            • 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
            Italy

            Tuscany - Sacred Routes

            Guided Mountain Bike Holiday

            Duration

            7 days

            Prices from

            £2,195 P.P.
            View Reviews
            8
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Tuscany - Sacred Routes

            Guided Mountain Bike Holiday

            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.

             

            Start DateEnd DatePrice p.p.
            05/09/2026
            Contact Us
            11/09/2026£2,195.00
            15/05/202721/05/2027£2,295.00
            12/09/202718/09/2027£2,295.00
            • Staying in lovely Tuscan accommodation overlooking stunning landscapes
            • Riding the Montagnola trails, the location of a well-known Sienese MTB race
            • Sampling the best wines of Chianti, Montepulciano and Montalcino
            • Riding down the Crete Senesi on a roller-coaster ridge ride
            • Enjoying the journey across Tuscany on a variety of terrain
            • Visiting the famous hilltop towns of San Gimignano, Monteriggioni, San Quirico d‘Orcia and Pienza
            Photo Highlights Dates
            Guided
            Guided
            Morocco

            Atlas to Desert

            Guided Cycling Holiday

            Duration

            9 days

            Prices from

            £1,755 P.P.
            View Reviews
            3
            1
            2
            3
            4
            5
            Grades 3 - 4: Moderate/ Active
            More Info BOOK NOW

            Atlas to Desert

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            26/09/202604/10/2026£1,755.00
            03/04/202711/04/2027£1,845.00
            25/09/202703/10/2027£1,845.00
            • Biking across the remote, beautiful, and untouched Jebel Sirwa mountains
            • Exploring crumbling remains of the past in Morocco’s many kasbahs
            • Riding a huge variety of rewarding tracks and trails
            • Sleeping under the stars in the Sahara Desert
            • Relaxing in one of Morocco’s most beautiful palm oases
            • Strolling through the spellbinding network of souks in Marrakech medina
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Classic Tuscany

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,495 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.

            Start DateEnd DatePrice p.p.
            25/09/2026
            Guaranteed
            02/10/2026£1,495.00

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

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

            Season 1 – £1695 29 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £1995 15-30 Jun and 01-08 Sep

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

            Season 1 – £1775 30 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £2095 15-30 Jun and 01-08 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, Buonconvento, Asciano 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

            NEW! Italy - Gravel Trails of Veneto

            Self-Guided Gravel Riding Holiday

            Duration

            8 days

            Prices from

            £1,795 P.P.
            View Reviews
            1
            1
            2
            3
            4
            5
            Grade 2: Gentle
            More Info BOOK NOW

            NEW! Italy - Gravel Trails of Veneto

            Self-Guided Gravel Riding Holiday

            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 18 Apr – 26 Oct (no departures in July and August)

            Season 1 – £1795 18 Apr – 14 Jun and 01 – 26 Oct

            Season 2 – £1935 15 – 30 Jun and 01 – 30 Sep

            2027 19 Apr – 26 Oct (no departures in July and August)

            Season 1 – £1875 19 Apr – 14 Jun and 01 – 26 Oct

            Season 2 – £2025 15 – 30 Jun and 01 – 30 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.

            • Discovering 5 UNESCO sites: Verona, Peschiera, Mantova, Padova, Vicenza
            • Visiting Verona – the city of Romeo & Juliet and its iconic Arena
            • Riding the best gravel routes along the Po and Adige rivers
            • Long riverside stretches along the Mincio and Po Rivers
            • Climbing into the Colli Euganei for epic views
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Lake Garda to Venice

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,865 P.P.
            View Reviews
            2
            1
            2
            3
            4
            5
            Grade 2: Gentle
            More Info BOOK NOW

            Lake Garda to Venice

            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.
            01/01/202708/01/2027£2,195.00

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

            2026 18 Apr – 26 Oct (excluding dates throughout July and August)

            Season 1 – £1865 18 Apr – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £2095 15 – 30 Jun and 01 – 08 Sep

            2027 19 Apr – 26 Oct (excluding dates throughout July and August)

            Season 1 – £1945 19 Apr – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £2195 15 – 30 Jun and 01 – 08 Sep

            If you‘re looking for a longer holiday, our Via Claudia 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!

            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.

            • Enjoying a swim in Lake Garda
            • Absorbing the hidden Renaissance gems of the ‘belpaese’
            • Exploring Verona – a piece of art in itself
            • Discovering the medieval fortification of Montagnana
            • Taking a gondola ride along the canals of Venice
            • Cycling along Pellestrina Island surrounded by Venetian lagoons and fishing boats
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Lake Garda to Venice

            Self-Guided Family Cycling Holiday

            Duration

            8 days

            Prices from

            £1,865 P.P.
            View Reviews
            2
            1
            2
            3
            4
            5
            Grade 2 : Gentle
            More Info BOOK NOW

            Lake Garda to Venice

            Self-Guided Family Cycling Holiday

            Child Discounts
            Start DateEnd DatePrice p.p.
            01/01/202708/01/2027£2,195.00

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

            2026 18 Apr – 26 Oct (excluding dates throughout July and August)

            Season 1 – £1865 18 Apr – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £2095 15 Jun – 30 Jun and 01 – 08 Sep

            2027 19 Apr – 26 Oct (excluding dates throughout July and August)

            Season 1 – £1945 19 Apr – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £2195 15 – 30 Jun and 01 – 08 Sep

            We can offer the following discounts for children under 18:

            We can offer a 20% discount for any child under 18 travelling with 2 fully-paying passengers. If you’re happy to share a family room (where available) we can often offer an additional 10% – please chat to our team about your preferred rooming arrangements.

            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.

            • Enjoying a swim in Lake Garda
            • Absorbing the hidden Renaissance gems of the ‘belpaese’
            • Exploring Verona – a piece of art in itself
            • Discovering the medieval fortification of Montagnana
            • Taking a gondola ride along the canals of Venice
            • Cycling along Pellestrina Island surrounded by Venetian lagoons and fishing boats
            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
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            This was the best of the several organised bike tours I've been on by light years, and I'm now looking at doing other tours with Skedaddle.
            Jay, France - St Malo to Nice, Road Cycling Holiday
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            Everything about the Skedaddle operation was spot-on, great attention to detail both before and during the trip. I was impressed by all things on the trip, quality of food, route briefings, accommodation, maps. I could go on!
            Paul, Land's End to John O'Groats Classic - 16 Days
            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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