England's Island

Festivals and Events on the Isle of Wight

15 annual events across the island

The Isle of Wight has a packed calendar of annual festivals and events, from the world-famous Cowes Week sailing regatta and the Isle of Wight Festival to intimate fringe theatre, food celebrations and classic car shows. The season runs from May to October, with something happening almost every weekend through the summer months.

Isle of Wight Walking Festival

The Isle of Wight Walking Festival is one of the largest walking festivals in the UK, offering a fortnight-long programm...

May · Walking Festival · Free

Hullabaloo Children's Festival

Hullabaloo is the Isle of Wight's dedicated children's arts and entertainment festival, offering a weekend programme of ...

May/June · Children's Festival · Free

Isle of Wight Festival

The Isle of Wight Festival is a major rock and pop music festival held annually at Seaclose Park in Newport. The modern ...

June · Music Festival · Ticketed

Round the Island Race

The Round the Island Race is one of the largest yacht races in the world, with typically 1,500 boats and around 16,000 s...

June or July · Sailing Race · Free

Isle of Wight Garlic Festival

The Isle of Wight Garlic Festival has been celebrating the island's garlic growing tradition since 1983, making it one o...

June · Food Festival · Ticketed

IW Classic Car Extravaganza

The Isle of Wight Classic Car Extravaganza is an annual gathering of classic and vintage vehicles held at the Isle of Wi...

June · Motor Show · Ticketed

Isle of Wight Real Ale Festival

The Isle of Wight Real Ale and Cider Festival is an annual celebration of real ale, craft beer, cider and perry, held in...

June · Beer Festival · Ticketed

Ventnor Fringe

Ventnor Fringe is an independent arts festival held across multiple venues in Ventnor during late July and early August....

July/August · Arts Festival · Ticketed

Isle of Wight Mardi Gras

The Isle of Wight Mardi Gras is the island's annual Pride celebration, held in Ryde with a parade through the town centr...

July · Pride Festival · Free

Cowes Week

Cowes Week is the oldest and largest annual sailing regatta in the world, held on the waters of the Solent off Cowes eve...

August · Sailing Regatta · Free

Isle of Wight Scooter Rally

The Isle of Wight International Scooter Rally has been held on the August Bank Holiday weekend since the early 1980s, at...

August · Motor Rally · Free

Ryde Carnival

Ryde Carnival is part of the island's long tradition of summer carnivals, which sees most of the major towns staging pro...

August · Carnival · Free

Jack Up the Summer

Jack Up the Summer is a nostalgia-themed music festival celebrating the sounds of the 1970s, 1980s and 1990s, held on th...

August/September · Music Festival · Ticketed

Isle of Wight Cycling Festival

The Isle of Wight Cycling Festival is an annual celebration of cycling on the island, offering a programme of organised ...

September · Cycling Festival · Ticketed

Isle of Wight Literary Festival

The Isle of Wight Literary Festival brings authors, poets, journalists and commentators to the island for a weekend of t...

October · Literary Festival · Ticketed