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Events on the Isle of Wight

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!

Event Calendar

Location
Category
May 1-4
Spring Buggin
Entertainment

Spring Buggin’ – The Camp Out

Enjoy a relaxed weekend of camping with friends, family, and fellow vanlife enthusiasts over the Early May Bank Holiday weekend!

Ryde All Day
May 2-3
walkers
Walking

IOW Ultra Challenge

With three quarter, half, quarter & a 10-mile option – there’s an amazing Isle of Wight Challenge for everyone in 2026! 

Island Wide All Day
May 3
crowd of runners leaving the start line
Running

ABP Southampton Marathon

This year promises to be the biggest and best yet, so get ready for a new start line, the same amazing atmosphere, and an unforgettable race day!

All Day
May 8
IW Legends VS Saints Legends
Spectator Sports

IW Legends Vs Saints Legends

Newport IW FC, in partnership with Cowes Sports, proudly presents Isle of Wight Legends Vs Southampton Legends, a special evening that sees two proud Isle of Wight clubs joining forces to support one another and strengthen grassroots football across the Island.

Cowes 7:30 - 9pm
May 9-17
Isle of WIght Walking Festival
Walking

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.

Island Wide All Day
May 9-10
Motorfest
Entertainment

Monster Truck Motorfest

This large-scale family motorsport and entertainment event features live monster truck action, arena shows, stunt performances, live music, fairground attractions, food vendors, and family entertainment you won't want to miss!

Cowes 10am - 7:30pm
May 9
riverfest
Entertainment

Riverfest

Riverfest is a fun free community event which takes place every May by the River in the heart of Newport. 

Newport 10am - 4pm
May 9
Wolverton Folk & Blues
Entertainment

Wolverton Folk & Blues Fair

A day long festival of Folk & Blues set in the stunning grounds of Wolverton Manor, with fantastic bands and locally produced food, children's activities, tea tent and real ale tent!

11:30am - 8pm
May 9-10
IOW Dance Weekender
Music

The Isle of Wight Dance Weekender

The Isle of Wight Dance Weekender lands on 9th & 10th May 2026 bringing two days of high-energy dance music with House, Garage and throwback pop with full-on festival fun to the heart of Robin Hill Adventure Park.

Newport 12pm - 10pm

Customer Reviews

1 2 3 4 5
Helpful on early arrival at terminal - offered and accepted earlier sailing.
Have used the car ferry service on many occasions and will continue to do so.
Sun, May 3 2026
1 2 3 4 5
Staff were friendly, liked that dog treats was offered to dogs on board. Communication about any slight delays were given
Sat, May 2 2026
1 2 3 4 5
It was very good especially the crew on the vessel, I was struggling with a tray of food and drinks and a crew member saw the problem and came to my assistance without asking…
Sat, May 2 2026