Events on the Isle of Wight
August and September

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Due to the Health Crisis events may be cancelled. Please check their website. Stay safe everyone.

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.


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Cowes Week

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Rolex Fastnet Race is run every two years and the next race will be in 2021. For this race and the 2023 Fastnet Races the City of Cherbourg will host the finish.

Cowes Week   There is just nothing like it - the incomparable Cowes Week. 8th to 15th August 2020. The oldest and largest sailing carnival in the whole World. Thousands of competitors and spectators.

Isle of Wight Garlic Festival 15th and 16th August 2020. Outside of Newchurch. Food and entertainment in the heart of the Island.

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Little Britain Challenge Cup 11th to the 12th September 2020. The premiere construction and property industry event. Two days of racing in the regatta plus shore entertainment.

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The sandy beach at Ryde with Portsmouth in the background

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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. Have a look at the Frequent Visitor Ticket, looks handy if you live on the Island or are a frequent visitor.

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We hope you have a pleasant stay and an enjoyable event

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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

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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'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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NCN 23 Cycle Path

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It's Carnival Time


  12th and 15th August 2020.

Ryde Carnival  Childrens 26th August. Main 27th August 2020. Illuminated Carnival on 5th September 2020.

Shanklin Carnival   4th August 2020

Yarmouth Carnival Week  15th to 22nd August 2020

St Helen's   TBA

Cowes   Main Carnival 6th August, Illuminated Carnival 29th August 2020.

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Useful Information


Hotels can be found locally from Wessex Hotels

There are some delightful cottages around the county. Probably one near where you would love to stay.

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Car Rentals

Want a cute car? Large car? Small car? Whatever you need you will find it here. You will probably even find your favourite car hire firm here and Car Rentals do not add a penny to their price for looking all over for you!

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Please note that National Express coach services have been suspended due to the current pandemic.

Why not travel by Coach

If you do decide the leave the car at home and help the environment too, why not go National Express. They run coaches all over the country. Some pretty good fares too.

Just imagine - sit back and relax, no hassling with the traffic!!!

Do you know that you can book on your mobile phone and they will send the ticket as a text!!!!

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Virgin Trains is an excellent main line railway.

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More Public Transport

Traveline is a very useful resource for public transport throughout Wessex, even local buses. There are other pages on Traveline for other parts of the country.

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