Isle of Wight entertainment

Number of results: 143

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1. 

   

   Isle of Wight Randonnee

   Type

   Type:

   Cycling

   Islandwide

   The Isle of Wight Randonnee is a non-competitive cycle ride established by the Wayfarers in 1985.

   Dates

   From:

   6 Sept 2026to6 Sept 2026
2. 

   

   Shanklin Theatre Tours

   Type

   Type:

   Tour

   Shanklin

   Would you like to explore behind the scenes of Shanklin Theatre? Are you fascinated by its rich history? Join us on a tour of the Theatre to discover facts and hear stories.

   The tour will start with a short history video before embarking on a…

   Dates

   From:

   14 Sept 2026to14 Sept 2026

   From:

   6 Oct 2026to6 Oct 2026

   From:

   11 Nov 2026to11 Nov 2026

   From:

   10 Dec 2026to10 Dec 2026
3. 

   

   ISLE OF WIGHT JAZZ WEEKEND - Friday Night @ Quay Arts

   Type

   Type:

   Music

   Newport

   Isle of Wight Jazz Weekend at Quay Arts Experience a fantastic evening of live jazz at Quay Arts as part of the Isle of Wight Jazz Weekend. One ticket gives you access to a full night of performances across two stages, with the freedom to move…

   Dates

   From:

   18 Sept 2026to18 Sept 2026
4. 

   

   Stories Underfoot: Mew in Newport

   Type

   Type:

   Theatre

   Newport

   Charlotte Mew: A Performed Walking Tour in Newport Step into the world of celebrated poet Charlotte Mew on this immersive walking tour through the streets of Newport, Isle of Wight. Combining live performance, local history and poetry, this unique…

   Dates

   From:

   18 Sept 2026to18 Sept 2026
5. 

   

   Isle of Wight Steampunk Festival

   Type

   Type:

   Festival

   Ryde

   Steampunk Festival fun on the Isle of Wight Join us to find out what all the excitement is about for the biggest and best Isle of Wight Steampunk Festival 2026 in Ryde. There will be two full days of splendidness between the 18 and 20 September!…

   Dates

   From:

   18 Sept 2026to20 Sept 2026
6. 

   

   Deck-A-Dance Boat Party with Solent Cruises

   Type

   Type:

   Music

   Cowes

   DJ boat party with Solent Cruises Step aboard Solent Cruises for a boat party on 18 September.

   Cruise and dance the night away  Party the night away with DJ Tony Martin on an evening cruise around the Solent. Enjoy a variety of hits from the…

   Dates

   From:

   18 Sept 2026to18 Sept 2026
7. 

   

   The Great Nurdle Exhibition

   Type

   Type:

   Indoor

   Newport

   Nurdles: Art with a Purpose Exhibition at Quay Arts Discover a thought-provoking exhibition exploring one of the ocean's most widespread yet often overlooked forms of plastic pollution. Featuring work by a range of artists, the exhibition shines…

   Dates

   From:

   19 Sept 2026to10 Oct 2026
8. 

   

   ISLE OF WIGHT JAZZ WEEKEND - Tom Ford Trio

   Type

   Type:

   Music

   Newport

   Tom Ford Trio Live at Quay Arts Experience an evening of contemporary jazz as acclaimed guitarist Tom Ford brings his dynamic trio to Quay Arts. Celebrating the release of his 2026 debut album, Tom blends jazz, surf rock and fusion with a…

   Dates

   From:

   19 Sept 2026to19 Sept 2026
9. 

   

   Royalty and Radicals

   Type

   Type:

   Tour

   East Cowes

   Royalty and Radicals Few people realise how deeply the Isle of Wight is woven into the story of Russia's last Imperial family. Cowes was a favourite of Tsar Nicholas II. Osborne House was Queen Victoria's home and a place the Romanovs knew well.…

   Dates

   From:

   23 Sept 2026to25 Sept 2026
10. 

    

    Isle of Wight Walking Festival

    Type

    Type:

    Walking

    Islandwide

    Isle of Wight Walking Festival Walk this way! The Isle of Wight Walking Festival, sponsored by Outdooractive, will return in  Autumn (3 - 11 October 2026).

    An event for keen hikers, relaxed wanderers, and curious explorers alike, the Isle of…

    Dates

    From:

    3 Oct 2026to11 Oct 2026
11. 

    

    Isle of Wight Literary Festival

    Type

    Type:

    Literature

    Cowes

    Isle of Wight Literary Festival in October A popular annual event in the Isle of Wight calendar, the Isle of Wight Literary Festival will take place from 8–11 October 2026 at Northwood House in Cowes. The festival will once again present a varied…

    Dates

    From:

    8 Oct 2026to11 Oct 2026
12. 

    

    Wight Proms Wednesdays Dining and Concert - Flamenco Guitarist Samuel Moore

    Type

    Type:

    Music

    Newchurch

    Join us at The Garlic Farm Restaurant for our monthly Wight Proms Wednesdays Dining and Concert.

    14th Oct 2026 - Samuel Moore (Flamenco Guitar) Winner of the Vienna International Music Competition (2025) and the Manhattan International Music…

    Dates

    From:

    14 Oct 2026to14 Oct 2026
13. 

    

    Harp on Wight International Festival

    Type

    Type:

    Festival

    Ryde

    Annual harp festival with concerts and teaching workshops.

    Dates

    From:

    22 Oct 2026to26 Oct 2026
14. 

    

    Fan TC Con

    Type

    Type:

    Special Events

    Newport

    Comic Convention on the Isle of Wight Get ready for an unforgettable day of fun, and excitement as Fan TC Con returns to the Isle of Wight in 2026! Join us on Saturday 24 October at 1Leisure Medina in Newport for a celebration of all things film,…

    Dates

    From:

    24 Oct 2026to24 Oct 2026
15. 

    

    Wight Proms Wednesdays Dining and Concert - Pianist Thomas Luke

    Type

    Type:

    Music

    Newchurch

    Join us at The Garlic Farm Restaurant for our monthly Wight Proms Wednesdays Dining and Concert.

    4th Nov 2026 - Thomas Luke (Piano) Pianist hailed as a "trailblazer" by Steinway and Sons

    For the evening concerts, The Garlic Farm restaurant will be…

    Dates

    From:

    4 Nov 2026to4 Nov 2026
16. 

    

    Blue Light Fight Night

    Type

    Type:

    Sporting Event

    Newport

    Blue Light Fight Night is back! We are excited to be resurrecting the hugely popular Blue Light Fight Night on Saturday 7th November at GG's in aid of Kissy Puppy – The Sophie Rolf Trust and The Wight Brainy Bunch.

    This years event will see…

    Dates

    From:

    7 Nov 2026to7 Nov 2026
17. 

    

    Wifi Wars

    Type

    Type:

    Comedy

    Newport

    WiFi Wars – the live comedy game show where you all play along! Log in with your smartphone or tablet and compete in a range of games, puzzles and quizzes to win the show, and prizes!

    Hosted by comedian Steve McNeil (team captain on UK TV's hit…

    Dates

    From:

    8 Nov 2026to8 Nov 2026
18. 

    

    Dickens Christmas House Party

    Type

    Type:

    Christmas

    Ventnor

    Dickens House Party returns! Taking place from Friday 13 to Sunday 15 November 2026, the weekend will again be hosted by Ian and Gerald Dickens, great-great-grandsons of Charles Dickens, and will feature Gerald Dickens's much-loved one-man…

    Dates

    From:

    13 Nov 2026to15 Nov 2026
19. 

    

    Illuminate Isle of Wight

    Type

    Type:

    Christmas

    Downend, Newport

    Illuminate Isle of Wight Illuminate will be lighting up Robin Hill Adventure Park from Friday 11 December through to Friday 1 January, bringing an unforgettable festive experience to the island.

    What to Expect Take a 60–80 minute walk through…

    Dates

    From:

    11 Dec 2026to1 Jan 2027
20. 

    

    Ventnor Lantern Parade & Carnival

    Type

    Type:

    Carnival

    Ventnor

    Lantern parade and carnival in Ventnor Ventnor Lantern Parade and Carnival brings a magical glow to the town as lanterns, decorated floats and costumed participants light up the streets in a spectacular procession.

    Please see website for more…

    Dates

    From:

    12 Dec 2026to12 Dec 2026

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