.png)
The maritime gateway to the isle of wight
Welcome to the Itinerary Planner. Use this tool to build your own journey or choose from an exciting range of specially selected tours.
To build your own Itinerary, click 
to add an item to your Itinerary basket.
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: 20
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
Get the glow sticks ready and join us for a 80's and 90's part on the water. Grab the neon and come party with us. A great way to see the island from the water. Join us for our 80s & 90s summer boat Party on Friday 25th July.
Dance the evening…
Cowes
Robbie Williams Tribute Boat Party Join us to dance the evening away to the biggest hits from the UK's most popular Robbie tribute act.
A three hour cruise around the Solent.
Dress to impress optional
Cash & card bar available
…
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
Join us for a Freddie Mercury Tribute on the water. Departing Thetis Wharf at 7.30pm dance and sing to all the classic Queen tunes.
David Jerome is a world-renowned Freddie Mercury tribute artist. His dynamic performances capture the essence of…
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…
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
The NAO SANTA MARIA will be visiting Cowes over the next week, docking at Trinity Landing. The ship will be open to visitors from 22 to 26 May. Did you know that, among its creaking timbers, the Nao Santa Maria tells the story of the discovery of…
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,…
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
Come aboard and join us to celebrate a musical revival with Deck-A-Dance on Friday 16th May 2025
Our first event of the season and its a spectacular and extravagant night with DJ Tony Martin as he takes you dancing through the decades every…
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…
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…
East Cowes
Discover my journey with food After five incredible years in the kitchen, I am stepping out from behind the stove and taking to the road. With a wealth of experience gathered from live demonstrations at food festivals, online cookery classes, and…
Cowes
Silent Disco Boat Party on Friday 8th August 2025
Board the boat from 7.00pm, before departing at 7.30pm.
You will join your DJ's Josh Peverley and Andy Crabb mixing things up across two channels.
Party the Night Away to the best in…
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
Gurnard
Fun General Knowledge quiz every other Sunday starting at 7PM
Win £££ and prizes
Cowes
EVENT POSTPONED - FOR UPDATES PLEASE CLICK HERE.
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,…
.png "Isle of Wight")
Copyright © 2025 Visit Isle of Wight Ltd. All Rights Reserved
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.
Dog friendly
Eco-friendly & sustainable
Group friendly ideas
Family holidays
Information on all the ferry options available to the Isle of Wight from mainland UK
Ferry discounts with accommodation
Electric vehicle charging points
Bike hire
Bistros & restaurants
Pubs & bars
Cafes & tearooms
Farm kitchens & shops
like, follow, share....join in!
Facebook
Twitter
Instagram
YouTube
TikTok
Threads