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            Guaranteed Departures

            We found 14 Guaranteed Departures in your search

            Destinations
            Departure Month

            2025

            2026

            Types Of Cycling

            All Cycling Leisure Cycling Mountain Biking Road Cycling Family Cycling Cycling Adventures Gravel Riding

            We found 14 Guaranteed Departures in your search

            Select Order Order By
            Destinations
            Departure Month

            2025

            2026

            What are ‘Guaranteed Departures’? Our group trips need a minimum number of riders before we can give things the go ahead. Our Guaranteed Departures are trips which have already reached that minimum, meaning you can place a booking and start looking forward to your trip straight away. Browse all upcoming Guaranteed Departures below and click on the ‘Dates’ tab to see all available tour dates for a particular tour. If the group tour you are looking at is not yet guaranteed, then you can still make a booking and chat to our sales team about how many more riders are needed before it becomes guaranteed.

            Page 2 of 2

            Select Order Order By
            Self-Guided

            Tuscany - Pisa to Florence

            Self-Guided Leisure Bike Tour

            Self-Guided
            Italy

            Tuscany - Pisa to Florence

            Self-Guided Leisure Bike Tour

            Duration

            8 days

            Prices from

            $1,680 P.P.
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/ Moderate
            More Info BOOK NOW
            Start DatePrice p.p.
            16/09/2025$1,680.00

            Highlighted trips are already guaranteed

            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 – $1850 24 Mar – 16 Jun and 03 Sep – 29 Oct

            Season 2 – $2125 17 – 30 Jun and 01 – 02 Sep

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

            Season 1 – $1950 29 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – $2235 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

            Puglia

            Guided Bike Tour

            Guided
            Italy

            Puglia

            Guided Bike Tour

            Start

            20/09/2025

            Duration

            8 days

            Prices from

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

            OPTIONAL E-BIKE DEPARTURES

            We offer this holiday with an e-bike only departure as well as regular trips where you can choose a regular bike or a pedal assist e-bike hire. Our e-bike only departures allow 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. You may choose to hire an e-bike on a regular trip but bear in mind that the pace will be set to riders without an e-bike.

            Start DatePrice p.p.
            20/09/2025$2,995.00

            Highlighted trips are already guaranteed

            • Cycling through wonderful landscapes of ancient olive groves, vineyards and stunning coastlines
            • Exploring the UNESCO World Heritage town of Alberobello and the Baroque city of Lecce
            • Discovering the traditional Trulli houses of Puglia
            • Relaxing each night in comfortable 3 and 4* hotels in authentic Apulian towns and villages
            • Stopping at beautiful sandy beaches with turquoise seas
            • Tasting delicious Apulian produce, like orecchiette and extra virgin olive oil
            Photo Highlights Dates
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            • 1
            • 2

            Useful Holiday Information

            How to plan
            a cycling
            holiday
            Join a group
            or go
            self-guided?
            Choosing Your
            Cycling Holiday Grade
            Guaranteed
            Small Group
            Departures
            What our
            holidays
            include
            Frequently
            Asked
            Questions
            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

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