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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 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 4-31
a pile of pumpkins
Entertainment

Westover Farm Pumpkin Patch

Embark on an autumn adventure at Westover Farm this October!

Calbourne 9:30am - 4:30pm
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 12
Sandown Pier and Culver
Entertainment

Steps to Remember Walk

In Support of Dementia UK Admiral Nurses IW Join the Steps to Remember Walk—a meaningful event bringing the community together to support families affected by dementia. 

Sandown All Day
Oct-Nov 18-2
monkey with pumpkins
Entertainment

Half Term Halloween Fun at Monkey Haven

Get ready for a spook-tacular time at Monkey Haven this half-term! A frightfully fun Halloween celebration filled with creepy creatures, creative crafts, spooky trails, and delicious themed treats. 

Newport - All day
Oct-Nov 18-2
spooky scene
Entertainment

Halloween Half-Term at Carisbrooke Castle

Gather your little monsters for a ghoulishly good day out at Carisbrooke Castle this half-term!

Newport - All day

Customer Reviews

1 2 3 4 5
Minimal time to wait for boarding, but facilities available whilst waiting. Loading very straightforward. Good facilities available such as drinks and food, ample time to take a…
Wed, Oct 1 2025
1 2 3 4 5
Can not fault . On journey over and back we asked to catch an earlier ferry and staff were so helpful and accommodating . Service was seamless no delays very impressed . Would…
Wed, Oct 1 2025
1 2 3 4 5
nice and easy and clean
Wed, Oct 1 2025