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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
Sep 26-28
event poster
Entertainment

Isle of Wight Steampunk Festival

This September, join in as Steampunk enthusiasts from near and far come together to celebrate their love for all things Victorian-era and beyond!

Ryde All Day
Sep 27
the zoots on stage with guitars and strobe lights
Music

Jack Up The 70s with The Zoots

From Glam Rock to Disco, Motown to Two-tone, you can’t help grooving to The Sounds of the 70s! Jack Up Events are preparing to wind the clock back once more with the much-anticipated return of Jack Up The 70s.

Shanklin 7:30 - 9:45pm
Oct 4-12
Isle of WIght Walking Festival
Walking

Autumn Walking Festival

Now in it's 26th year, the Isle of Wight Walking Festival remains one of the UK’s most loved and largest walking festivals, offering over 150 walks across two nine-day events, for all ages and abilities.

Island Wide All Day
Oct 4
Dash in the dark
Entertainment

Dash in the Dark Isle of Wight

Dash in the Dark is returning to The Royal Isle of Wight County Showground on Saturday 4 October 2025. Gather your glow gang and get ready to walk, jog, run or dance your way around this special night time mission!

Cowes 5:30pm -
Oct 9-12
isle of wight literary festival flag
Arts, Crafts & Culture

Isle of Wight Literary Festival

Enjoy engaging talks by over 50 celebrated speakers from the worlds of football, showbiz, true crime, comedy, design, and more!

Cowes All Day
Oct 11-12
a pint of stout and a pint of ale
Entertainment

Beer & Steam at IW Steam Railway

With a huge selection of tipples, join Isle of Wight Steam Railway at Havenstreet Station for a celebration of beer and steam!

Havenstreet All Day
Oct 11-12
wightrider
Entertainment

Wightrider

The Isle of Wight Bus and Coach Museum are presenting their Wightrider weekend on Saturday 11th and Sunday 12th October 2025.

Island Wide All Day
Oct-Nov 28-1
criisp-day-at-compton-bay
Entertainment

National Trust Fossil Walks

This October half-term join a guided search for Cretaceous fossils on the shore, including dinosaur bones, flint sea urchins, fossil wood, fossil oysters and so much more! 

All Day
Oct 30
ronnie reggie and me event poster
Entertainment

Ronnie, Reggie & Me with Fred Dinenage

Hear stories that will fascinate and intrigue, while learning about the gritty reality of being a gangster in the criminal underworld of the swinging 60s, from the only man the Kray twins trusted to tell their tale.

Shanklin 7:30 - 9:45pm

Customer Reviews

1 2 3 4 5
Staff were friendly and helpful. One of the crew let us sit in the priority seating area with tables, when it was busy and there were no other table available and we had a hot…
Thu, Sep 4 2025
1 2 3 4 5
I like
Wed, Sep 3 2025
1 2 3 4 5
Extremely well run service
Mon, Sep 1 2025