What’s On Guide

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Don’t miss any events during your visit

Our what’s on guide is updated throughout the year, bringing you events to suit all ages and interests across the Isle of Wight. Annual favourites include the Isle of Wight Festival and Cowes Week, the famous Round the Island Yacht Race, Walk the Wight and of course the Garlic Festival.

Every month brings countless opportunities to enjoy live music at venues across the Island, from pubs like The Spyglass Inn to The Wight Proms and Jack Up Events. During the summer months, don’t miss our historic town carnivals and local favourites, such as The Chale Show and the Royal Isle of Wight County Show.

Many of our leading attractions also host special events to keep you entertained, including the Isle of Wight Steam Railway, Blackgang Chine, Robin Hill and The Needles Landmark Attraction.

Our Isle of Wight events guide is always packed with diverse and entertaining activities, so you don’t need to miss a thing.

What's on all year round

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Bear Photography Workshops

Wildheart Animal Sanctuary

Sandown

4 April - 19 September 2026

Join the Wildheart Animal Sanctuary’s new Bear Photography Workshops – a half-day experience perfect for beginners, keen amateurs, or anyone with a passion for nature. Using either a DSLR or just your mobile phone, you’ll enjoy exclusive, safely sectioned access to photograph the resident bears from unique vantage points. With expert tuition from professional wildlife photographer KJ Dudley, you’ll learn simple techniques to capture expressive, dynamic images while building confidence behind the camera. Dates Available:

Bear Photography Workshops at the Wildheart Animal Sanctuary, Sandown

Wight Buggin'

Retro Staycations

Ryde

11 - 14 September 2026

Further to the incredibly successful event in 2025, Wight Buggin’ returns, full of family fun and a lovely end-of-season opportunity to hang out with the V-Dubbers. This will be a family-friendly weekend with up to three nights camping, but also has some superb bands and music acts performing live for everyone’s enjoyment and local trade stalls. Plus a bar courtesy of Island Ales and a hot food selection freshly prepared by Island traders.

Isle of Wight Classic Motor Show (Newport Quay)

Newport

12 September 2026

Get ready to step back in time and experience the nostalgia of classic automobiles at the Isle of Wight Classic Motor Show! Returning to Newport Quay on Saturday and Ryde Esplanade on Sunday, this beloved event promises a weekend filled with vintage charm and roaring engines. From sleek motorbikes to elegant cars and sturdy lorries, the Isle of Wight Classic Motor Show boasts an impressive array of vehicles from the golden years of motoring. Whether you’re a passionate enthusiast or simply appreciate the beauty of classic design, there’s something for everyone at this event.

Isle of Wight Classic Motor Show (Newport Quay)

Cider & Cheese Festival

Isle of Wight Steam Railway

Havenstreet

12 September 2026

The Cider & Cheese Festival is a regular in the Isle of Wight Steam Railway’s events calendar. Get set to sample a whole host of various cheeses with the prepared platters, perfectly paired with crunchy pickles and tangy chutneys. It’s the perfect accompaniment to a cool glass of cider, and with over 30 varieties to try, it’s time to book a taxi. There will be live music to keep you entertained and the bar opens from 11:00. All this and it’s free entry to the event!

Cider & Cheese Festival at the Isle of Wight Steam Railway, Havenstreet

Notes at Noon - Robert Hunter and James Longford

Ryde

12 September 2026

Curated by James Longford, Notes at Noon is a new monthly concert series at Garfield Road Methodist Church in Ryde, featuring professional musicians. Acclaimed pianists, Robert and James, return to the Isle of Wight for a concert of music for four hands at one piano.

Isle of Wight Classic Motor Show (Ryde Esplanade)

Ryde

13 September 2026

Isle of Wight Jazz Weekend

Islandwide

16 - 20 September 2026

Due to its growing popularity, the Isle of Wight Jazz Weekend will be making a welcome return to various venues across the Island, where the very best jazz in the UK can be enjoyed.

An Evening with Paul Martin TV Presenter of 'Flog It'

Shanklin Theatre

Shanklin

18 September 2026

Paul Martin, the television personality behind “Flog It!”, “Make Me A Dealer”, and “Paul Martin’s Handmade Revolution”, will talk about his remarkable and captivating career on television during his 20 years of filming ‘Flog It!’. Featuring humorous anecdotes filmed throughout the UK and Norfolk, as well as a Q&A session, Paul, who is now Head of Valuations at Henry Aldridge and Son Ltd, encourages you to bring your valuable objects for expert appraisal. You will also receive your copy of Paul Martin’s insightful book, ‘Paul Martin: My World of Antiques’.