The island diary
The next twelve events starting today or later, in date order. Find a reason to visit, then build a holiday around it.
Listings checked 16 Sep, 23:28.
Workshop · Newport
12 Oct 2026
“Life Drawing with Live Dance at Quay Arts Explore drawing, movement and performance in this…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Community · Newport
12 Oct 2026
“Monthly Retro Computing & Gaming Meetup – Quay Arts, Isle of Wight Join the Isle of Wight Vintage…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Music · Newchurch
14 Oct 2026
“Join us at The Garlic Farm Restaurant for our monthly Wight Proms Wednesdays Dining…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Nightlife · Newport
16 Oct 2026
“Halloween Cabaret Bingo at Quay Arts Celebrate Halloween with an evening of bingo, cabaret and spooky entertainment as…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Nightlife · Newport
17 Oct 2026
“Attention All Shipping: A Celebration of the Shipping Forecast Join Charlie Connelly for a hilarious and fascinating journey…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Family · St John's Road, Wroxall
17 Oct 2026 – 1 Nov 2026
“Join us for free guided tours in the school holidays. Our free tours take about…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Days Out · St John's Road, Wroxall
17 Oct 2026 – 1 Nov 2026
“Pumpkin Trail at the Isle of Wight Donkey Sanctuary Get into the Halloween spirit this October…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Nightlife · Newport
18 Oct 2026
“The Seagull with Sandra Oh at Quay Arts Award-winning actor Sandra Oh (Killing Eve) takes the title role…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Nightlife · Newport
20 Oct 2026
“Jane Eyre at Quay Arts Orphaned. Oppressed. Unbreakable. Experience Charlotte Brontë’s timeless gothic romance in a captivating new…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Indoor · Newport
20 Oct 2026
“Free Family Drawing Workshop with Steve and Ella Baxter Get creative together in this free, expressive family drawing…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Festival · Ryde
22 Oct 2026 – 26 Oct 2026
“Annual harp festival with concerts and teaching workshops.”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Nightlife · Newport
22 Oct 2026
“Sláine: The Horned God at Quay Arts Enter a world of ancient Celtic mythology, monsters, magic and gods…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
Check availabilityListings and authorised event photos: Visit Isle of Wight. Dates may describe an event season; use the source for individual sessions, tickets and cancellation notices. Ongoing events that began before today are not included in this upcoming list.
OUR FEATURED STAY11 Breakwater · Sandown
This dog-friendly seaside home puts Sandown beach close by, with room for six and a hot tub waiting at the end of your day.