Isle Of Wight Events Guide: September (Part Two)
- Dominic Kureen
- 13 hours ago
- 1 min read

Here are some Isle of Wight events to look out for during the final days of September!
🎶 Live Music & Festivals
Isle of Wight Jazz Weekend
When:Â 24-28 September 2025
Where:Â Various venues in Newport
A multi-venue celebration of jazz, with local and visiting acts. Perfect for music lovers wanting some soulful tunes.
Steampunk Festival, Ryde
When:Â 26-28 September 2025
Where:Â Ryde
Expect elaborate costumes, stalls, steampunk fashion, performances — full weekend of alternative vintage vibes.
Jack Up The 70’s with The Zoots
When:Â 27 September 2025
Where:Â Shanklin Theatre
Glam rock, disco, Motown — a night to dance to the sounds of the 70s.
Live Music at The Seaview Hotel
When:Â Late September (check specific dates)
Where:Â The Seaview Hotel
Casual evening set, drinks, sea views — a good way to unwind.
🌿 Outdoor & Community
Oompah Palooza – Oktoberfest Fun
When:Â 27 September 2025
Where:Â Whitecliff Bay Holiday Park
A little taste of Bavaria by the sea, with music, food and fun.
Flint Arrowhead Making / Guided Tours & Heritage Events
There are heritage events like Flint arrowhead making, and guided tours of places like Quarr Abbey, which are great for families or anyone interested in local history.
📅 On The Horizon
If you like walking, the autumn walking festival is coming up soon (early October) so this is a good time to start planning those routes.
Many of the music events are tied to venues in Newport, Ryde, Shanklin — if you’re travelling, check opening times in advance.
Discounts or special travel offers might be available during festival periods (e.g. Jazz Weekend) — worth checking with ferry or transport providers.