











Isle of Wight Bike Tour
5 days / 4 nights
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Starting point
Ryde
Finish point
Ryde
Season
From April to October
Fitness level
2/5
Tour type
Gravel / E-bike


Starting point
Ryde
Finish point
Ryde
Season
From April to October
Fitness level
2/5
Tour type
Gravel / E-bike
- 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
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What’s included in the price?
Self-guided
NOT INCLUDED
OPTIONAL EXTRAS
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.
Our Bikes
To ensure the best possible experience on your cycling adventure, we offer top-quality bikes for rent. Our fleet features the latest models, meticulously maintained for both performance and comfort.
To match each rider with the right equipment, our team will also assist you in selecting the most suitable bike based on your physical profile, personal preferences, and the technical requirements of the tour.

Gravel Bikes
Best for: Mixed-surface rides, backroads, and light trails
These are premium gravel bikes built to handle a mix of paved and unpaved terrain. They come with wider tires for extra grip, disc brakes for reliable stopping, and stable geometry that keeps things comfortable on longer rides. A great choice for exploring backroads, forest trails, or varied surfaces with confidence and ease.

Touring E-Bikes
Best for: Comfortable trekking, touring, longer distances, and hilly routes
These pedal-assist electric bikes are designed to make riding easier and more enjoyable—especially on longer or hillier routes. They come with powerful mid-drive motors, long-lasting batteries, and comfortable riding geometry for smooth support across varied terrain. With intuitive controls and quality components, they’re a great choice for riders who want extra assistance without giving up the feel of a real ride.
Frequently Asked Questions
Ratings & Reviews

5.0 average rating






All available guidance options
Self-guided
Those who like a good adventure and limitless flexibility should go on a self-guided cycling holiday...
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