Isle of Wight entertainment

Number of results: 89

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1. 

   

   Tiptoe Through The Tombstones

   Type

   Type:

   Nightlife

   Cowes

   Tiptoe through the Tombstones at Trinity Theatre Step into the eerie world of Monument House in this darkly comic thriller by Norman Robbins.

   Some months after the ghastly events at Monument House, crusty old lawyer Mortimer Crayle and his…

   Dates

   From:

   1 Oct 2026to1 Oct 2026

   From:

   2 Oct 2026to2 Oct 2026

   From:

   3 Oct 2026to3 Oct 2026

   From:

   8 Oct 2026to8 Oct 2026

   From:

   9 Oct 2026to9 Oct 2026

   From:

   10 Oct 2026to10 Oct 2026
2. 

   

   Quay Memories

   Type

   Type:

   Free Event

   Newport

   Quay Memories Step into Newport’s industrial past in Quay Memories, an original site-specific performance exploring the history, culture and stories that have shaped Newport Quay.

   Taking place in the Anthony Minghella Theatre at Quay Arts,…

   Dates

   From:

   2 Oct 2026to2 Oct 2026
3. 

   

   Waverley Park Charity Beer and Cider Festival

   Type

   Type:

   Festival

   East Cowes

   Waverley Park Charity Beer & Cider Festival Enjoy three days of live music, entertainment, guest beers and ciders at The Waverley Bar & Restaurant in East Cowes, while helping to raise funds for a great local cause.

   The annual Waverley Park…

   Dates

   From:

   2 Oct 2026to4 Oct 2026
4. 

   

   Lines that Leap - FREE Art Drop-In

   Type

   Type:

   Indoor

   Newport

   Free Family Art Drop-In with Laura Hathaway Get creative together in this free family drop-in session with artist Laura Hathaway, where drawings are transformed into playful three-dimensional artworks.

   Work as a group to create a large…

   Dates

   From:

   3 Oct 2026to3 Oct 2026
5. 

   

   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
6. 

   

   Discover Wight - Archaeology Walks

   Type

   Type:

   Heritage & History

   Discover Wight - Archaeology Walks This summer and autumn, join Discover Wight in collaboration with the National Trust, to bring a series of expert-guided archaeology walks across some of the Isle of Wight’s most remarkable landscapes. Led by…

   Dates

   From:

   3 Oct 2026to3 Oct 2026
7. 

   

   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
8. 

   

   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
9. 

   

   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
10. 

    

    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
11. 

    

    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
12. 

    

    CatVideoFest 2026

    Type

    Type:

    Indoor

    Newport

    Cat Video Fest at Quay Arts Calling all cat lovers! Settle in for a joyful cinema experience packed with hilarious cat clips, comedy, chaos and plenty of feline charm.

    Whether you’re a lifelong cat person, simply curious to see what all the…

    Dates

    From:

    11 Oct 2026to11 Oct 2026

    From:

    11 Oct 2026to11 Oct 2026
13. 

    

    Kinusaiga Styled Textile Art - 'Landscapes'

    Type

    Type:

    Workshop

    Newport

    Kinusaiga Textile Art Workshop at Quay Arts Discover the traditional Japanese textile art of Kinusaiga in this two-day workshop, where colourful fabric scraps are transformed into detailed and textured artwork without the need for sewing.

    …

    Dates

    From:

    11 Oct 2026to11 Oct 2026

    From:

    18 Oct 2026to18 Oct 2026
14. 

    

    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
15. 

    

    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
16. 

    

    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
17. 

    

    Colour in Motion – Special Collaborative Creative Life Drawing Session

    Type

    Type:

    Workshop

    Newport

    Life Drawing with Live Dance at Quay Arts Explore drawing, movement and performance in this unique Life Drawing session, where visual art meets live dance in the atmospheric setting of the Minghella Theatre.

    Watch a live dancer move through…

    Dates

    From:

    12 Oct 2026to12 Oct 2026
18. 

    

    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
19. 

    

    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
20. 

    

    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

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