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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: 6
Cowes
Tiptoe through the Tombstones at Trinity Theatre Step into the eerie world of Monument House in this darkly comic thriller by Norman Robbins.
Some months after the ghastly events at Monument House, crusty old lawyer Mortimer Crayle and his…
East Cowes
Open Mic Night at The Waverley Fancy taking to the stage? Head to The Waverley Bar & Restaurant at Waverley Park Holiday Centre every Thursday evening from 7pm for a relaxed and welcoming Open Mic Night, hosted by local musician Dan Smith.
…
Cowes
Isle of Wight Literary Festival in October A popular annual event in the Isle of Wight calendar, the Isle of Wight Literary Festival will take place from 8–11 October 2026 at Northwood House in Cowes. The festival will once again present a varied…
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.
Cowes
Festival experience on the Isle of Wight The Isle of Wight is set to welcome one of the UK’s most exciting lifestyle festivals as Joyride Festival arrives from 11 June to 13 June 2027. The festival blends cycling, wellness, music and dining into a…
East Cowes
Waverley Park Charity Beer & Cider Festival Enjoy three days of live music, entertainment, guest beers and ciders at The Waverley Bar & Restaurant in East Cowes, while helping to raise funds for a great local cause.
The annual Waverley Park…
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