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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
Dec 13-24
father christmas carrying a sack of toys at the station
Entertainment

Santa Specials at IW Steam Railway

An enchanting Christmas experience awaits you and your little ones at the Isle of Wight Steam Railway on select dates this December, as Havenstreet Station becomes home to exceptional festive entertainment and traditional fairground rides!

Havenstreet All Day
Dec 26
a steam train in the snow
Entertainment

Boxing Day Specials at IW Steam Railway

A fabulous post-Christmas treat for the whole family! After the indulgence of the festive season, enjoy a relaxing train journey through the stunning Isle of Wight countryside. 

Havenstreet All Day
Jan 1
steam locomotive moving through a snowy landscape
Entertainment

New Year's Day Specials at IW Steam Railway

Start 2026 with a nostalgic journey on one of the only Isle of Wight attractions open on New Year’s Day!

Havenstreet All Day
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
Jul 17-26
ventnor fringe
Entertainment

Ventnor Fringe

Discover the best new music, comedy and theatre at the Isle of Wight's largest arts festival, Ventnor Fringe. Taking place over 10 days the festival transforms the Island's southernmost town and surrounding coastline to become a stage for hundreds of performances, with venues in even the most unlikely locations.

Ventnor All Day

Customer Reviews

1 2 3 4 5
We left on time and going we managed to get an earlier ferry. Everyone was most helpful.
Fri, Nov 7 2025
1 2 3 4 5
I made a mistake in my booking and booked the journey the wrong way round when checking the booking the day before journey.rang direct and a really nice guy made no fuss, changed…
Thu, Nov 6 2025
1 2 3 4 5
Excellent on time service, great staff and really enjoyed the Signature Lounge on the trip out. We were very early on return and the Cowes kiosk put us an earlier one with no…
Thu, Nov 6 2025