Isle of Wight Bike Tour
5 days / 4 nights
|












Starting point
Ryde
Finish point
Ryde
Season
From April to October
Fitness level
2/5
Tour type
Gravel / E-bike
Choose your style



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
FREE ITINERARY
Get Your Travel Itinerary
Loved the itinerary? Enter your email below, and we'll send a copy straight to your inbox.
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.
Map
Frequently Asked Questions
Ratings & Reviews

5.0 average rating






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.
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.
VALUE YOUR TIME
With everything on your plate, let us handle the vacation planning, so your valuable time stays exactly where you need it.
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.