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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
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 24-30
spooky skull shaped lanterns
Entertainment

Fiesta of the Dead at Blackgang Chine

Experience excitement this October half term at Fiesta of the Dead – the Isle of Wight’s most extensive family Halloween event inspired by Día de los Muertos!

Ventnor - 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! 

Compton Bay All Day
Oct 30-31
kids in halloween costumes
Entertainment

Spooktacular Halloween Party at Robin Hill

Head to the magical Woodland Ponds for a hauntingly fun family Halloween evening like no other!

Newport 5pm - 9pm
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
Nov 1-2
event poster
Entertainment

Boogie in the Dark at Robin Hill

Get your BOOgie on at Robin Hill's brand new woodland Halloween party!

Newport 6:30pm - 12:30am
Nov 29
event poster with images of neil ruddock in different club kits
Entertainment

An Evening with Neil Ruddock

Don't miss the chance to see football legend Neil 'Razor' Ruddock in an exclusive live interview and audience Q&A!

Newport 7:30 - 10:30pm

Customer Reviews

1 2 3 4 5
Southampton car terminal is convenient and easy to get to. Staff are friendly, boarding on time. Fares are extortionate, as are all IOW crossings, no matter which car service.…
Mon, Sep 15 2025
1 2 3 4 5
excellent timing
Mon, Sep 15 2025
1 2 3 4 5
Relaxed and happy to put us on an earlier ferry
Mon, Sep 15 2025