• Distance 88 km
  • Elevation gain 1250m
  • Difficulty
  • Epic rating

When we set out, we intended to ride the challenging 9 Roads to Nowhere route. However, due to lack of time, navigation difficulties and, as it turned out, a low tolerance for roads to nowhere(!), our route ended up considerably shorter.

The happy result is the awesome Isle of Wight cycle ride you find here.

88 km of beautiful country lanes, nearly 1,300 m of climbing and three fantastic viewpoints.

Big thanks to 9 Roads to Nowhere for giving us the inspiration for this memorable ride.

All metrics in this article are approximate.


Riding out to the Needles is wonderful. It’s the Isle of Wight’s most famous landmark, and it’s a beautiful spot where cars are banned, and the panoramic views are of pristine coastline and sparkling sea.

We also love the quiet lanes and meandering British countryside.

Cycling to the iconic white NeedlesThe iconic Needles at the end of the quiet promontory
Quiet, meandering roads around Calbourne Isle of WightMeandering road near Calbourne surrounded by quintessential British countryside (photo credit: Ciphar Steve/Shutterstock.com)
Ex military brick building on top of Ventnor Down, Isle of WightEx military defence building on top of Ventnor Down, surrounded by far-reaching views

Route notes

1. Ventnor to St Catherine’s Lighthouse (0-10km)

There are some punchy hills as you leave Ventnor, though now Undercliff Drive has re-opened for bikes (Spring 2017), you can avoid the gruelling Seven Sisters Road.

It’s a steep descent down St Catherine’s Road and then on to a paved, pedestrian path down to St Catherine’s lighthouse. The white lighthouse stands proudly beside the sea, surrounded by a gaggle of low buildings.


2. St Catherine’s Lighthouse to the Needles (10-42km)

It’s a bit of a grind back up to Niton (av. 6.7% over 1.5 km), but then you’re on the glorious network of lanes that are part of the round the island route.

If you have already done the round the island route, and don’t fancy repeating the section from Niton to Hulverstone, you could just bomb it down the Military Road (see what we did there?). This is the main road – but everything is relative, and it’s a nice ride, with little in the way of development and memorable sea views along this heritage coastline.

Without a doubt, the best part of this section (and perhaps the whole ride) is riding the headland out to the Needles. You get views of the lighthouse, Alum Bay and there’s a wild beauty that is only heightened by the lack of cars (it’s pedestrians and buses (every half hour) only). Hopefully, the endorphins released by being in such a beautiful place will reduce the pain of the short, sharp sections.


3. The Needles to Ventnor Down and Ventnor (42-88km)

Yarmouth is a lovely town with a busy marina full of yachts.

From here, it’s quiet roads to Calbourne. In Calbourne, you hit The Middle Road that takes you past Newport. Not one of the highlights of the ride, but not a disaster either.

East of Newport the roads get quieter again, and it’s a lovely meander south. Save some energy for the last few kilometres: after Wroxall it’s a steep climb up to Ventnor Down (17% in places). It’s worth it though – you get great views out to sea and south across the island.

You finish the ride with a short spin back to charming Ventnor.


St Catherine's Ligththouse near Niton. A white landmark against a blue sky.The impressive sight of St Catherine’s Lighthouse (photo credit: Sterling Images/Shutterstock.com)
Military road sweeping through quiet countryside towards FreshwaterMilitary Road, sweeping through pristine countryside towards Freshwater
Ventnor Down and views out to seaGorgeous views from the top of Ventnor Down

Café stops

The best place to stop would probably be a short diversion into Yarmouth. You’ll be more than half the way around, and it’s a pretty town with great coffee shops. We’ve been to PO41 (St James Court, Quay St, Yarmouth PO41 0PB) on each of our last two visits, as we love their flat whites. They do a mean brownie too.

Alternative stops could include:

  • St Catherine’s Lighthouse, PO38 2NF – there are no facilities here – but if you like climbing things and/or lighthouses, the short tours that volunteers run here get great reviews. You might want to check in advance about wearing cleats as some of the steps are very steep. Just up the road is The Buddle Inn, a cosy, stone pub with open fires, and decent food.
  • The Old Battery at the Needles, PO39 0JH – this National Trust property has toilets and a tea room. The tea room is housed in a Second World War signal station and, if you sit in the upstairs section, it has 180-degree windows out to the Needles and lighthouse.  Check in advance whether you will be able to take your bike onto the property. You won’t be able to see your bike from the tea room, so you’ll need a lock.
  • Chessell Pottery cafe, Brook Road, Yarmouth PO41 0UE, just off route before you reach Calbourne – they serve a mean cream tea (one of the best on the island by all accounts), and lunches too.



We did this ride from Bonchurch, near Ventnor.

We share our hotel and accommodation suggestions in our guide to cycling accommodation on the Isle of Wight.


This ride takes in some of the most beautiful spots on the Isle of Wight, but they’re in exposed positions that are often wild and windy. Pack accordingly.

Read our tips for cycling the Isle of Wight before you set out.

Found this guide useful?

We’d love to hear from you – comment below or drop us a line.

Don’t miss our other ride guides on the Isle of Wight: see the related rides section above.

Check out our ultimate guide to cycling Isle of Wight and other articles on the Island, below.


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Clare Dewey

Clare Dewey is a cyclist with a passion for travel. She set up epicroadrides.com in 2018 to help make it easy for cyclists to explore the world by bike. Today her mission is still inspiring cyclists to discover new places on two wheels – and doing what she can to make sure they have the best possible time while they’re there. Clare has visited 50+ destinations around the world, many of them by bike.

Last Reviewed: 21 April 2023

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