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The maritime gateway to the isle of wight
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Cowes and East Cowes are bustling, vibrant towns and there are events happening throughout the year. Search our events database right now to see what’s coming up in Cowes or scroll down this page to the listings at the bottom.
As the home of Cowes Week, the oldest and biggest sailing regatta in the world, Cowes is the maritime gateway to the Isle of Wight. Cowes Week takes place at the end of July/beginning of August but there are numerous nautical events on throughout the year, including the famous Round the Island Race at the beginning of July.
Cowes Week isn’t just about the sailing and racing! The shore-side activities include plenty for the whole family to enjoy from children’s activities, live music and delicious street food.
Live music is a popular part of Cowes nightlife and popular pubs regularly host live music sessions. If you're looking for some traditional entertainment, Trinity Theatre in Cowes is the perfect place to catch an amateur dramatic production - with plenty of choice throughout the year. Classic Isle takes places at Barton Manor on July 8th and 9th, with a performances from many high profile names in a celebration of classical music.
Osborne in East Cowes hosts many events throughout the year including a popular Victorian fayre in early summer and a Victorian themed Christmas event.
Back over the harbour in Cowes, Northwood House is a popular venue for different events, from yoga through to a gin festival!
No matter what you are looking to do, Cowes and East Cowes has plenty to offer.
Heritage Attractions and Things to See
Inns, gastro pubs and after dark
Shopping in Cowes and East Cowes
Stay in Cowes and the surrounding area
Search below to find something to enjoy during your stay in Cowes.
Number of results: 14
WEST COWES
Since 1826 Cowes Week has played a key part in the British sporting summer calendar and is one of the UK's longest running and most successful sporting events.
Cowes
On Sunday 1st June, Cowes Classics Day, organised by the Royal London Yacht Club as part of Cowes Classics Regatta, Isle of Wight residents and visitors will be able to enjoy a free display of 60 vintage cars and classic boats meeting the owners,…
EAST COWES
Osborne Proms ‘25, an unforgettable summer evening of classical music, invites music enthusiasts to the historic grounds of Osborne House on the Isle of Wight.
On Saturday, 26th July 2025, the Bournemouth Symphony Orchestra will perform a…
Cowes
The Island's premier dog show takes place in 2025!
There's so much to see and do this year we've had to add a day! With three show rings, dozens of classes, games, activities, food, camping, bars, live entertainment, stalls and so much more,…
WEST COWES
“Giovanni Pernice, Fascinating Aida, Wynne Evans and Lee Mead to Headline the Wight Proms Festival 2025”
The Wight Proms Festival has just announced its 2025 artiste line-up
Tickets go on sale this Friday 4th April
This year for the…
Cowes
This dynamic fringe event in this part of the Isle of Wight will deliver an explosion of art and culture through performances and workshops. Hosted in unique venues throughout the town in Cowes, Cowes Fringe guarantees a memorable weekend…
COWES
The popular blues open mic where a full back line is provided - open to all ages and abilities. Come and play some blues!
From 4pm to 7pm every 2nd Sunday in the Month.
09 March 2025
13 April 2025
11 May 2025
08 June…
WEST COWES
The annual Round the Island Race, organised by the Island Sailing Club, is a one-day yacht race around the Isle of Wight. The race regularly attracts over 1,000 boats and thousands of sailors, making it one of the largest yacht races in the world…
Gurnard, COWES
A great day planned, everyone welcome
12.30 for Fish & chips followed by fun quiz and bingo session .
Finish the afternoon with Tea & Cakes
Cowes
Celebrating its 18th year, Cowes Classics Regatta is all about racing traditional yachts on the water and enjoying fabulous social events ashore.
Over 150 boats will be sailing varied courses set in the Solent including Metre boats, Classic…
Gurnard
Fun General Knowledge quiz every other Sunday starting at 7PM
Win £££ and prizes
Cowes
The Critic is an enjoyable and engaging watch and will be shown at Trinity Theatre.
The film is about Jimmy Erskine, The Critic, who is the most feared and famous theatre critic in 1930s London.
If you like quality British cinema with…
COWES
A popular annual event in the Isle of Wight calendar, the Isle of Wight Literary Festival will be held between the 9th and 12th October 2025 at Northwood House, Cowes. The festival will once again be providing a varied and exciting programme with…
Cowes
For only £255pp Per Day you can get in and amongst the action with Salty Sailing. Jostling for a position on the start line we race around the Solent playing the tides and having a great time!
Experience yacht racing on a boat with no shouting…
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There's nothing quite like Cowes Week; the oldest and largest annual sailing regatta in the World.
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