Isle of Wight Bike Tour
Starting point
Ryde
Finish point
Ryde
Duration
5 days / 4 nights
Season
From April to October
Fitness level
2/5
Tour type
Gravel / E-bike
Number of people
Choose your style
- Ride through the Isle of Wight’s scenic coastal roads and rolling countryside
- Climb to The Needles for breathtaking views over the iconic chalk stacks
- Ride the stunning Military Road with uninterrupted sea views on your right
- Explore historic Osborne House, Queen Victoria’s seaside retreat
- Visit charming villages like Godshill, Yarmouth, and Bembridge Windmill
- End your journey in Ryde, cycling along its Victorian promenade by the sea
Itinerary of the trip
What’s included in the price?
Self-guided
NOT INCLUDED
Discover the Isle of Wight on a self-guided cycling journey, combining stunning coastal views, historic landmarks, and charming villages.
From dramatic chalk cliffs to rolling countryside, each mile offers a new experience, whether it's exploring Osborne House, riding past medieval churches, or enjoying local seafood in harbor towns like Yarmouth.
Along the route, you’ll visit some of the island’s most iconic sights. Marvel at The Needles, a series of striking chalk stacks rising from the sea, and ride along the breathtaking Military Road, offering uninterrupted coastal views.
Pass through historic Newtown, once the island’s capital, and stop at Bembridge Windmill, the last surviving windmill on the Isle of Wight. You will wander the charming streets of Ventnor, explore the golden beaches of Sandown and Shanklin, and soak in the seaside charm of Ryde with its historic pier and panoramic Solent views.
This route is perfect for cyclists seeking a moderately challenging yet rewarding ride.
We take care of all the logistics so you can focus on the ride. From booking comfortable accommodations to providing GPS navigation, a detailed digital guidebook, and luggage transfers, we ensure a seamless experience.
Our team is on hand to offer local recommendations and support, making your cycling adventure stress-free and enjoyable.
Whether solo or with friends, this tour offers freedom, flexibility, and a deep connection to the island’s breathtaking landscapes and rich history.
Map
Frequently Asked Questions
Self-guided cycling tours provide a flexible and independent way to explore the UK on two wheels. You can set your own pace, modify your schedule, and immerse yourself in the journey. Our team handles all logistics, including booking accommodations, providing detailed itineraries, GPS routes, and 24/7 support. This ensures a stress-free experience while giving you the freedom to discover the UK's scenic landscapes and cultural landmarks at your leisure.
First class company with a well planned route, great accommodation and simply outstanding support in time of trouble. We did a two week ride from Bled to Pula in September 2023. Fair to say we hit a lot of problems courtesy of BA with rescheduled and diverted flights, lost bags, problems with our own bikes, returning rental bikes and more. Daja was simply amazing in helping us sort all of them out and was so accessible at all hours. She even managed to source and buy a forgotten Thru-axle and deliver it personally to our hotel, which is far and above any service i would reasonably expect. Thank you !! Our accommodation was fantastic and far better than expected in all but one location. The route planning in Slovenia was great but due to our decision to bring road bikes from the UK and the nature of the roads in Croatia, our second week was a bit tricky route wise and it would have been good to have had a discussion about this section beforehand. A Gravel bike is far better suited to Croatia although this was our decision to bring road bikes. Transport arrangement and logistics were flawless. Overall, i would change very little and we will definitely be returning to Slovenia. Daja was fantastic and I absolutely recommend Slovenia Cycling Holidays and will be using their services again.
Top Company, Top Tour ! We did the 7 days tour (from Alps to Adriatic), from Bled to Piran in august 2024 ! It was the best tour made in years. Amazing landscapes and nature, great accommodations and food and perfectly organised. Daja did really a perfect job ! she was allways available for questions or suggestions ! I would recommend this tour to everyone.
All available guidance options
Self-guided
Those who like good adventure and limitless flexibility should go on a self-guided cycling holiday. It offers complete freedom, multiple detour opportunities, and exploration at your own pace without having to adapt to a group.
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HANDPICKED ADVENTURES
Only the best adventures across the world, cherry-picked by our team with an in-depth knowledge of the regions.
SELF-GUIDED TRAVEL
Explore independently and with confidence while we keep everything running from behind the scenes.
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VALUE YOUR TIME
With everything on your plate, let us handle the vacation planning, so your valuable time stays exactly where you need it.
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TRUSTED BY MANY
We are a financially protected company operating since 2014, and with thousands of satisfied customers in the past, we still put you first.
