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!
SailGP
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!
Sunrise Breakfast & Sunset Safari
Experience the sanctuary in a different light. Wildheart Animal Sanctuary invites you to the Sunrise Breakfast and the Sunset Safari this summer!
Wight Proms
With everything from comedy to opera, enjoy a festival of open air picnic concerts in the grounds of Northwood House, Cowes.
The Royal Yacht Britannia Exhibition
Sailing Through Royal History is a new pop-up exhibition, taking place 31 July - 29 August 2026, at the historic Commodores House, in Cowes, Isle of Wight.
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!
North Sails Cowes Week 200th Anniversary
This year North Sails Cowes Week is celebrating its Bicentenary, making it the worlds oldest and largest regatta of it’s kind.
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.
Goodleaf Tree Climbing at Northwood House
Experience Cowes Week (1-7 August 2026) from a whole new angle—high up in the treetops! Goodleaf Tree climbing are returning to Northwood House and Park in Cowes for a day of good times in a tree, plus amazing views and outdoor adventure.