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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.
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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: 13
East Cowes
TV's Taskmaster challenge Join the Taskmaster challenge at Osborne this Summer! English Heritage has partnered with TV's Taskmaster to set challenges as you explore the historic seaside palace and gardens.
Fun activities Tackle silly tasks,…
East Cowes
Christmas activities and festive fun at Osborne Visit Osborne this Christmas season for a barrel of laughs and festive fun!
Enjoy festive activities including storytelling and music.
East Cowes
Garden tour at Osborne English Heritage in partnership with the National Garden Scheme is offering the chance for you to experience the beautiful gardens of Osborne.
The garden tour will be early evening on Tuesday 16 September when the site…
Cowes
Join private chef The Epicurean Sailor for a relaxing, adults-only champagne and canapé sunset cruise.
Departing from Cowes on Saturday 16th August, our privately chartered boat, Wight Scene, will meander out of the river heading towards the…
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
Festival of creativity on the Isle of Wight The Bees Needles is a festival of island creativity. The best artisans the Isle of Wight has to offer plus many businesses who sell the raw materials and items artists and crafters require to create their…
Cowes
The Ocean Race Europe, a 4,500-nautical mile offshore challenge featuring the world's top sailing teams, is set to pass through the Solent this August - with Leg 2 starting in Cowes.
Navigating a multi-leg route through European waters - with…
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…
East Cowes
Celebrating 30 years. Hundreds of completed Jigsaw Puzzles on display and for sale.
Refreshments Available
East Cowes
Circus fun on the Isle of Wight Jay Miller's Circus is on tour on the Isle of Wight during the school summer holidays and is perfect to entertain all the family.
Live entertainment The jam-packed show provides live traditional entertainment…
Northwood, Cowes
Free family event with free bouncy castle (Saturday), free games and reasonably priced refreshments.
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.
13 July 2025
10 August 2025
14 September 2025
12…
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…
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The Needles Landmark Attraction
Sandham Gardens
Isle of Wight Pearl
Wildheart Animal Sanctuary
Luccombe Manor
Luccombe Hall Hotel
The Wight
Ferry discounts with accommodation
Legendary Joust at Carisbrooke Castle
50th Island Steam Fair
Isle of Wight Garlic Festival
Isle of Wight Walking Festival
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
Restaurants
Pubs & bars
Cafes & tearooms
Farm kitchens & shops
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