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Events on the Isle of Wight

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!

Event Calendar

Location
Category
May 11-31
Little Bears in Care
Arts, Crafts & Culture

Little Bears in Care

Seventeen Southampton City Council ‘Little Bears in Care’ will be appearing at a variety of locations across the city. The theme of this year’s Foster Care Fortnight is ‘This is Fostering’.

Southampton All Day
May 15-25
Open Studios
Arts, Crafts & Culture

Isle of Wight Open Studios

Explore the Island through artists, studios and creative spaces across the Isle of Wight. Discover artwork from over 90 participating artists at the Quay Arts, a unique opportunity to experience the Island’s creative community first-hand.

Island Wide All Day
May 22-24
cowes fringe
Entertainment

Cowes Fringe

Back for 2026, Cowes Fringe features an exciting and diverse line-up of nine events spanning theatre, live music, comedy, family entertainment and creative workshops.

Cowes All Day
May 23-24
Ticket to Ryde
Entertainment

Ticket to Ryde - May Bank Holiday

Situated along the seafront just a stone’s throw from Ryde’s golden sand beaches, this free-to-attend mini-festival provides a rich mix of bank holiday entertainment for both Island residents and visitors!

Ryde All Day
May 23-24
Playing the Field Festival
Music

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!

Southampton 12pm - 10:30pm
May 29-31
Three Rivers Festival
Arts, Crafts & Culture

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.

Porchfield All Day
May 30
Seamless Entertainment: Peter Shilton
Entertainment

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.

Newport 7:30 - 10pm
May-Jun 31-7
competitors running in countryside
Running

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. 

Island Wide All Day
Jun 5-7
The Wight Land Rover Campout
Arts, Crafts & Culture

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.

Ryde 12pm - 3pm

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