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!
Spring Walking Festival
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.
Little Bears in Care
Seventeen Southampton City Council ‘Little Bears in Care’ will be appearing at a variety of locations across the city. The theme of this year’s Foster Care Fortnight is ‘This is Fostering’.
North East Ale Trail
Get ready to raise a glass on the Isle of Wight North East Ale Trail, bringing together 14 pubs and venues for a weekend celebrating great drinks, live entertainment, and community spirit.
Follow the Seagulls
Join the brainstrust community on a trek to raise vital funds and awareness, taking on 50 miles of the Isle of Wight's scenic coastal path.
Rydabus
The Isle of Wight Bus and Coach Museum are presenting their Rydabus event weekend on Saturday 16 and Sunday 17 May.
Isle of Wight Takeover
Now in its 11th year, enjoy a family-friendly annual event celebrating car enthusiasts passion for their cars.
Cowes Fringe
Back for 2026, Cowes Fringe features an exciting and diverse line-up of nine events spanning theatre, live music, comedy, family entertainment and creative workshops.
Ticket to Ryde - May Bank Holiday
Situated along the seafront just a stone’s throw from Ryde’s golden sand beaches, this free-to-attend mini-festival provides a rich mix of bank holiday entertainment for both Island residents and visitors!
Playing the Field Festival
Join us at Playing the Field Festival 2026 in Southampton – a two-day celebration of live music, family fun, and unforgettable festival vibes!