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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: 19
East Cowes
Get creative with master builders and help bring heritage to life with LEGO® bricks.
Step into royal history and join English Heritage to recreate Osborne's charming Swiss Cottage in brick form. Once you've worked your magic, watch as our…
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
Enjoy the film, Untouchable, at Trinity Theatre that will deliver one of the funniest, most honest and touching films ever made.
The script shows the beautiful and honest friendship between a wealthy quadriplegic (François Cluzet) and his…
Cowes
UK Sailing Academy (UKSA) runs regular watersports fun days for 8-15 year olds. Ideal for getting out on the water and enjoying a variety of different fun water and land-based activities, suitable for all abilities. Activities can include dinghy…
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
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…
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
UK Sailing Academy's (UKSA) accredited Dinghy Start course is designed for complete beginners and is ideal for children (8-15 years old).
The syllabus is taught with a ratio of (6:1) students to instructor and covers the following: * Stage 1 –…
Cowes
UKSA's popular Spring Camps are an action-packed programme of activities designed for children of all abilities, who are looking to get out onto the water, learn new skills, make new friends, and have some fun.
Activities can include dinghy…
Cowes
The WedFest Party Night!
Are you ready to party with us? Check out the best of the island's entertainment all in one place on one night!
Raising money from the ticket sales for The Hampshire and Isle of Wight Air Ambulance. Operation…
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,…
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…
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
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…
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
An expo to celebrate all things weddings and events!
A fun filled weekend with live performances, stage shows, advice sessions and more!
WedFest is for anyone and everyone that wants to have a fun filled weekend! Maybe you're planning a…
Gurnard
Fun General Knowledge quiz every other Sunday starting at 7PM
Win £££ and prizes
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,…
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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The Needles Landmark Attraction
Sandham Gardens
Isle of Wight Pearl
From challenging coastal walks to beautiful short walking routes the Isle of Wight is perfect for relaxing walking holidays!
Luccombe Manor
Luccombe Hall Hotel
The Wight
Ferry discounts with accommodation
Isle of Wight Walking Festival
The iconic Isle of Wight Festival attracts some of the biggest rock acts on the planet!
Royal Isle of Wight County Show
There's nothing quite like Cowes Week; the oldest and largest annual sailing regatta in the World.
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Information on all the ferry options available to the Isle of Wight from mainland UK
Ferry discounts with accommodation
Electric vehicle charging points
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