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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
Jun 6-7
a sheepdog running with farmer in the background
Spectator Sports

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!

Havenstreet All Day
Jun 6
Operation Geranium
Entertainment

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.

Newport 2 - 10:15pm
Jun 7
retro car bumper
Entertainment

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.

Cowes All Day
Jun 7
Picnic in the Park - Northwood House
Entertainment

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.

Cowes 12 - 5:30pm
Jun 13
marquees and crowds with stately wolverton manor building in the background
Arts, Crafts & Culture

Shorwell Midsummer Fair

The 64th annual Shorwell Midsummer Fair returns to the beautiful grounds of Wolverton Manor!

All Day
Jun 14
Wight Wheels
Entertainment

Wight Wheels

Showcasing the weird and wonderful vehicles from the Island and beyond - a fantastic family day out and perfect for any transport enthusiast! 

10am - 4pm
Jun 18-21
Festival stage lit up in the dark with confetti
Entertainment

Sky Presents the Isle of Wight Festival 2026

Sky Presents the Isle of Wight Festival 2026 will take place from Thursday 18 to Sunday 21 June. Early Bird Travel Offers on sale now.

Newport All Day
Jun-Jul 27-5
IOW biosphere festival
Entertainment

Isle of Wight Biosphere Festival

Find hidden gems, unearth expert local knowledge and enjoy our beautiful and vibrant island nature.

Island Wide All Day
Jun 28
heartand stroll
Walking

Heart & Stroll Southampton

Back again for 2026, join in the Heart & Stroll event and discover family fun all for a great cause!

Southampton 9am - 2pm

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