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!
Cowes Late Night Christmas Shopping
Escape the hustle and bustle of the city and busy shopping centres and sail across to Cowes for a special evening of Late Night Christmas Shopping, with boutiques and independent shops offering toys, books, homeware, art, antiques, fashion, wine, jewellery and more!
Christmas at Tapnell Farm
Head to Tapnell Farm Park this Christmas, and discover a barn full of hands-on activities, festive fun, and a special visit to meet Santa and Mrs Claus!
Christmas Drive-in Cinema at Robin Hill
Drive into Christmas and support Wessex IOW with a weekend of festive films!
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!
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.
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!
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.
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.