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!
Wytwoods Festival
Bringing you multiple bespoke stages and a curated dance music lineup including Max Dean, Prospa, Sidney Charles, Alisha, Dr Banana, Jamback, Wheats - plus 50+ additional artists. They will also be hosting two days of wellness and arts classes and takeovers.
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.
Festival of Heroes
Festival of Heroes returns to Brading Roman Vill this July with all your favourite characters who can't wait to meet you!
IW Pride
Isle of Wight Pride returns to Ryde on Saturday 18th July for another day of celebration including the annual Pride Parade, Pride Community Village and a line-up of fabulous entertainment at The Pavilion Bar.
Sail GP
The most exciting racing on water is back in Portsmouth this summer. The Emirates Great Britain Sail Grand Prix | Portsmouth sees 13 national teams battling it out in identical high-tech, high-speed 50-foot foiling catamarans.
The Island Highland Gathering
Visit the Island Highland Gathering for a day of Scottish culture and music at the Island Riding Centre!
Chale Show
With an incredible mix of entertainment, attractions, and live music, Chale Show makes for a fun, family-friendly day out.
From motorbike and quad stunt shows, to sheepdog and duck displays, there'll be something for everyone to enjoy!
Cowes Week
For 200 years, Cowes Week has been a world-famous rite of passage for any sailing enthusiast, and a real celebration of the sport.
Pier2Pier Sea Swim IOW 2026
The Pier2Pier Sea Swim Isle of Wight is a 1.8 mile open water event organised by the Isle of Wight Marlins Swim Club.