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Isle Of Wight Events Guide (September: Part Two)

  • Writer: Dominic  Kureen
    Dominic Kureen
  • 1 day ago
  • 1 min read
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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: 24-28 September 2025

Where: Various venues in Newport

A multi-venue celebration of jazz, with local and visiting acts. Perfect for music lovers wanting some soulful tunes.


When: 26-28 September 2025

Where: Ryde

Expect elaborate costumes, stalls, steampunk fashion, performances — full weekend of alternative vintage vibes.


Jack Up The 70’s with The Zoots

When: 27 September 2025

Where: Shanklin Theatre

Glam rock, disco, Motown — a night to dance to the sounds of the 70s.


Live Music at The Seaview Hotel

When: Late September (check specific dates)

Where: The Seaview Hotel

Casual evening set, drinks, sea views — a good way to unwind.


🌿 Outdoor & Community


Oompah Palooza – Oktoberfest Fun

When: 27 September 2025

Where: 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.

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