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 1 Nov, 12:40.
Christmas · Downend, Newport
11 Dec 2026 – 1 Jan 2027
“Illuminate Isle of Wight Illuminate will be lighting up Robin Hill Adventure Park from Friday 11 December through…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Christmas · Newport
12 Dec 2026
“Gaudete! A Festive Christmas Concert with GreenMatthews at Quay Arts Celebrate the festive season with Gaudete!, a lively…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Carnival · Ventnor
12 Dec 2026
“Lantern parade and carnival in Ventnor Ventnor Lantern Parade and Carnival brings a magical glow to the town…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Health & Wellbeing · Freshwater
13 Dec 2026
“The Chilly Hilly – Isle of Wight Winter Running Event Take on a winter running challenge with The…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Pop Up Event · VENTNOR
19 Dec 2026
“Winter Joy: A Festive Yoga & Sound Experience Welcome in the festive season with a warming blend of…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Pop Up Event · Newport
20 Dec 2026
“Festive Frequencies: Gong & Sound Bath at Quay Arts Take time out from the festive bustle with…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Christmas · Sandown
23 Dec 2026 – 27 Dec 2026
“Festive stay at The Wight Stay at The Wight during Christmas and New Year celebrations for lots…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Health & Wellbeing · Chale
1 May 2027 – 2 May 2027
“Isle of Wight Running Challenge Take on an unforgettable running adventure and discover some of the Isle of…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Festival · Cowes
11 Jun 2027 – 13 Jun 2027
“Festival experience on the Isle of Wight The Isle of Wight is set to welcome one of the…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Festival · Newport
17 Jun 2027 – 20 Jun 2027
“The award winning Isle of Wight Festival is steeped in history and famed for mixing iconic legendary artists…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Show / Display · Northwood
10 Jul 2027 – 11 Jul 2027
“Historic county show on the Isle of Wight The Royal Isle of Wight County Show returns on Saturday…”
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.