Day 1: Arrive in Ryde
Day 2: Ryde to Yarmouth (39 km / 24.25 miles)
Day 3: Yarmouth to Chale (via the Needles) (38 km / 23.6 miles)
Day 4: Chale to Ryde (42 km / 26 miles)
Day 5: Arrangements end after breakfast

Day 1:    Arrive in Ryde

Ideally, take the train to Portsmouth and then the ferry or hovercraft over to the island. Ryde is a busy seaside town, take your time to explore and maybe try traditional fish 'n' chips on the promenade.

Accommodation: Ryde - we have selected a couple of 3-star hotels in the streets behind the esplanade. One is a quiet small hotel with a small bar, the other a popular town hotel with a big bar and restaurant.

Day 2:    Ryde to Yarmouth (39 km / 24.25 miles)

A great first day's ride takes you from the busy suburbs of Ryde and Cowes, to the beach resort of Gurnard and then through the pastoral elegance inland, winding through Newtown and some beautiful small villages before rolling into Yarmouth, a pretty, historic seaside town. On the way, the big attraction is Queen Victoria’s Osborne House. This is a big site, so you will need to watch your time if you visit. There is also Quarr Abbey, St. Mildreds Church Whippingham and Cowes. Newtown was the original capital of the island, it was attacked by the French in 1377 and never recovered. The old town hall dates back to the 1690's and is now in the care of the National Trust along with much of the surrounding land. Finally, we push into the old town of Yarmouth with its small pier and castle as well as an attractive square and church.

Accommodation: You will stay at a charming 16th century inn situated in the heart of Yarmouth's market square and only a stone's throw from the sea & harbour.

Day 3:    Yarmouth to Chale (via the Needles) (38 km / 23.6 miles)

A bike ride full of beauty with some hills, including an optional couple of steep hairpins up to the New Battery at The Needles Park. From there you can go no further, but it is a magnificent spot for views of the teeth-like stacks (The Needles) jutting out of the headland. It is not such a hard climb, and if you want to avoid cycling up, you could even walk or get the bus from the Alum Bay car park.

Follow on to Freshwater Bay, which has a couple of attractions including a thatched church. Then there is the (optional) chalky downland ride up and over the grassy downs called ‘The Tennyson Trail,’ this can also be bypassed if you don’t feel like it. The second half of the day is a bit easier with fast country roads, narrow winding lanes and pretty villages such as Brighstone, with some thatched cottages. Finally returning nearer to the coast, you arrive at the village of Chale underneath St. Catherine’s Down with its medieval lighthouse, the oratory tower. Chale Bay was at one time known as the Bay of Death; sixty ships were lost here between 1746 and 1808. Nearby are the Wealdon Beds which have yielded fossilised remains of dinosaurs.


Accommodation: Your inn in Chale is peacefully located.

Day 4:    Chale to Ryde (42 km / 26 miles)

The final day of cycling on the Isle of Wight is an interesting hilly mix of downs cycling and coastal stretches towards the end of the day. The route avoids the big tourist resorts of Ventnor, Shanklin and Sandown, opting for attractive hilly inland riding. This continues until you reach Bembridge where you pass around the estuarine harbour where there are a couple of venues to enjoy fresh crab or lobster. Then you are pedalling inland around pretty St. Helens with its harbour and attractive village green, before reaching the coastal road at Seaview. The last few kilometres are a relaxing roll into Ryde along the coast road, before climbing back into town to deliver your bike to the shop and return to your overnight accommodation.

Accommodation: We have selected for you a couple of 3-star hotels in the streets behind the esplanade. One is a quiet small hotel with a small bar, the other a popular town hotel with a big bar and restaurant.

Day 5:    Arrangements end after breakfast

After breakfast make your way to the pier to catch your return ferry to the mainland.

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