Isle of Wight entertainment

Number of results: 68

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1. 

   

   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:

   6 Oct 2026to6 Oct 2026

   From:

   11 Nov 2026to11 Nov 2026

   From:

   10 Dec 2026to10 Dec 2026
2. 

   

   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
3. 

   

   Serenata Guitar Trio

   Type

   Type:

   Concert

   Ventnor

   The Serenata Guitar Trio are making their debut appearance on the Isle of Wight performing an evening of Classical Guitar, featuring music by Vivaldi, Boccherini, Giuliani, plus music from South America and The Movies.

   John Mills: Legendary…

   Dates

   From:

   9 Oct 2026to9 Oct 2026
4. 

   

   Wightrider

   Type

   Type:

   Tour

   Park Road, Ryde

   Experience the charm of a classic bus journey Wightrider offers a variety of vintage buses for you to enjoy on the 10 October to 11 October. This event is perfect for all ages, from families looking for a fun day out to transport enthusiasts eager…

   Dates

   From:

   10 Oct 2026to11 Oct 2026
5. 

   

   Brooke Law

   Type

   Type:

   Music

   Newport

   Brooke Law Live at Quay Arts Centre Experience an evening of powerful live music as acclaimed singer-songwriter Brooke Law brings her distinctive blend of rock, blues and Americana to Quay Arts.

   Celebrating her debut album, Brooke Law's…

   Dates

   From:

   10 Oct 2026to10 Oct 2026
6. 

   

   Black Cat Blues Club - Live Music

   Type

   Type:

   Music

   COWES

   The popular blues open mic where a full back line is provided - open to all ages and abilities. Come and play some blues!

   From 4pm to 7pm every 2nd Sunday in the month.

    

   Dates

   From:

   11 Oct 2026to11 Oct 2026

   From:

   8 Nov 2026to8 Nov 2026

   From:

   13 Dec 2026to13 Dec 2026
7. 

   

   Community music in the Courtyard at the Isle of Wight Donkey Sanctuary

   Type

   Type:

   Music

   Wroxall

   Join us at the Isle of Wight Sanctuary for live music in the courtyard with local musicians and choirs.

   Dates

   From:

   11 Oct 2026to11 Oct 2026
8. 

   

   Hidden Gems: Island Series Sound Bath - The Longstone

   Type

   Type:

   Health & Wellbeing

   Ventnor

   Hidden Gems: The Longstone Sound Journey Connect with the power of nature in this immersive Sound Journey at Ventnor Botanic Garden, inspired by the Longstone and the ancient connection between the sun and moon.

   Relax and unwind as Symphonic…

   Dates

   From:

   11 Oct 2026to11 Oct 2026
9. 

   

   IOW Vintage Computer Club

   Type

   Type:

   Community

   Newport

   Monthly Retro Computing & Gaming Meetup – Quay Arts, Isle of Wight Join the Isle of Wight Vintage Computer Club for a free monthly retro computing and gaming meetup at Quay Arts. Experience classic computers, vintage consoles, CRT displays, and…

   Dates

   From:

   12 Oct 2026to12 Oct 2026
10. 

    

    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
11. 

    

    It's just a bunch of Hocus Bingo!

    Type

    Type:

    Nightlife

    Newport

    Halloween Cabaret Bingo at Quay Arts Celebrate Halloween with an evening of bingo, cabaret and spooky entertainment as Cherry Liquor, Lucy Caboosi and Brenda Rant bring their Halloween Cabaret Bingo to Quay Arts.

    Expect a lively mix of themed…

    Dates

    From:

    16 Oct 2026to16 Oct 2026
12. 

    

    Halloween Fun at the Isle of Wight Donkey Sanctuary

    Type

    Type:

    Days Out

    St John's Road, Wroxall

    Pumpkin Trail at the Isle of Wight Donkey Sanctuary Get into the Halloween spirit this October half term with a day of pumpkin-themed family fun at the Isle of Wight Donkey Sanctuary.

    Open daily from 10am to 4.30pm, the sanctuary is home to…

    Dates

    From:

    17 Oct 2026to1 Nov 2026
13. 

    

    Free guided tour at the Isle of Wight Donkey Sanctuary

    Type

    Type:

    Family

    St John's Road, Wroxall

    Join us for free guided tours in the school holidays.
    Our free tours take about 40 minutes and end with behind the scenes access and a chat with one of our expert donkey team!
    Booking online in advance advised, but limited places are available…

    Dates

    From:

    17 Oct 2026to1 Nov 2026
14. 

    

    Harp on Wight International Festival

    Type

    Type:

    Festival

    Ryde

    Annual harp festival with concerts and teaching workshops.

    Dates

    From:

    22 Oct 2026to26 Oct 2026
15. 

    

    Fiesta of the Dead at Blackgang Chine

    Type

    Type:

    Nightlife

    Ventnor

     Fiesta of the Dead at Blackgang Chine Celebrate Halloween with a colourful twist at Blackgang Chine's Fiesta of the Dead. Inspired by Mexico's Día de los Muertos, this vibrant after-dark celebration transforms the theme park into a luminous world…

    Dates

    From:

    23 Oct 2026to24 Oct 2026

    From:

    27 Oct 2026to29 Oct 2026
16. 

    

    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
17. 

    

    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
18. 

    

    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
19. 

    

    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
20. 

    

    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

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