Pack your island holiday with fun things to do
The Isle of Wight is one of the UK's most exciting destinations for festivals and events! There's a wide variety of year-round activities and events, including one of the UK's biggest and best known music festivals, the world's oldest sailing regatta, and a food festival dedicated to one of our most famous exports, garlic!
Playing the Field Festival
Join us at Playing the Field Festival 2026 in Southampton – a two-day celebration of live music, family fun, and unforgettable festival vibes!
Three Rivers Festival
Three Rivers Music Festival returns bringing three days of music, creativity, wellness and community to the beautiful rural setting of Durrants Farm, Porchfield.
An Evening with Peter Shilton
Get ready to honour the vibrant legacy of football as we anticipate the 2026 World Cup. Join us for an unforgettable evening featuring Peter Shilton CBE, England's iconic goalkeeper.
Isle of Wight Festival of Running
Back for 2026, the Isle of Wight Festival of Running takes place between 31 May - 7 June with a whole host of runs to take part in.
The Wight Land Rover Campout
The Wight Land Rover Campout is a brand-new weekend gathering for overland and 4x4 enthusiasts. Taking place from Friday 5th to Sunday 7th June 2026, set in the breathtaking surroundings of Retro Staycations, awarded Best Campsite 2025.
Isle of Wight Sheepdog Trials
Bring your picnic blankets and enjoy a FREE family-friendly weekend at the Isle of Wight Sheepdog Trials in Havenstreet!
Operation Geranium Fayre
An all dayer on 6th of June gathers musicians at the Apollo theatre to celebrate the community achievement of the Island's Operation Geranium Project which began in 2020 employing adults with learning and support needs to grow plants.
Cowes Classics Day
Cowes Classics Day is a day to celebrate the past and revive nostalgic memories, with classic cars, famous aircraft, yachts and motor boats on display for all to enjoy.
Picnic in the Park at Northwood House
Call your friends, plan your picnic and come on down for a fantastic free afternoon of family fun and entertainment within the grounds of Northwood House in the heart of Cowes.