Events on the Isle of Wight
August and September

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It is summer and Events on the Isle of Wight during August and September include the flag events of Cowes Week and the Bestival. In every other year we see the Rolex Fastnet Race. Cowes is the sailing capital of the world. Bestival is one of the famous festivals on this Festival Island.

Carnivals are in full swing and the Island has quite a few. To see the list see the right hand column.

Events

Cowes Week
Photograph © Peter Trimming

August

Cowes Week   There is just nothing like it - the incomparable Cowes Week. 2nd to the 8th August 2025. The oldest and largest sailing carnival in the whole World. Thousands of competitors and spectators.

Isle of Wight Garlic Festival 16th and 17th August 2025. Outside of Newchurch. Food and entertainment in the heart of the Island.

September

Little Britain Challenge Cup 12th and 13th September 2025. The premiere construction and property industry event. Two days of racing in the regatta plus shore entertainment.

Places

The sandy beach at Ryde with Portsmouth in the background
Photograph © Lewis Clarke

Cowes.  All eyes are on this famous place during August with the most famous regatta in the world.  Cowes is in the north of the Island and an entry port from Southampton. The town is split into East and West Cowes that is connected over the River Medina with a chain ferry which would amuse the children. There are lovely walks, castle, plenty of shops and plenty to do in this delightful town.

Newchurch. Cyclists, one of the Sustrans routes, the 23, runs through this village. The village is in the south east of the Island with easy reach of both the county town, Newport and that lovely seaside town, Shanklin. 

Ryde  An entry port to the Island on the north east side, there is a ferry and the Hovercraft from Portsmouth. This is an attractive town with plenty of shops and things to do. There is a sandy beach that extends a long way out, consequently the pier, with the start of the Island Railway, is long too.

Robin Hill Country Park   It is a theme park with lots to do and an attractive place to do it in. This attraction sadly is now closed and has been placed for sale as a going concern.

We hope you have a pleasant stay and an enjoyable event

Other pages that may be of interest

Isle of Wight

Events in South West England

Events in Devon

Events in Dorset

Events in Hampshire

Events in Somerset

Events in Wiltshire

Anyone with events on The Isle of Wight who would like to list their event here please contact us via the Feedback form, we would love to hear from you. The event should have its own website so that our visitors can find you and obtain more information.

The events on the Isle of Wight should be capable of attracting crowds, large village fete size and above, similar to those listed here.

Our observations show that www.travelwessex.com's main visitors are those that love walking, cycling, horse riding and other like minded pursuits, but we welcome all attractions as we have many other visitors as well that we love to cater for. Posting events on this page is free.

We reserve the right not to include events on The Isle of Wight that are not suitable for legal or other reasons.

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