Isle of Wight entertainment

Number of results: 139

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1. 

   

   Cowes Fringe

   Type

   Type:

   Festival

   Cowes

   Cowes Fringe is a vibrant celebration of music, theatre, and comedy that lights up the town of Cowes on the Isle of Wight annually in May. The festival fills local venues with an electrifying mix of performances, showcasing both local and national…

   Dates

   From:

   22 May 2026to24 May 2026
2. 

   

   MOUNTBATTEN QUIZ - On The Road

   Type

   Type:

   Competition / Game

   Chillerton

   Mountbatten Quiz is on the road again, bringing you the best in quiz entertainment....well we think it is.

   May 22nd 7 for 7.30pm @ the Gallybagger

   £3 per person 6 to a team

   Dates

   From:

   22 May 2026to22 May 2026
3. 

   

   Wild West Week at Blackgang Chine

   Type

   Type:

   Family

   Ventnor

   Wild West Week at Blackgang Chine  Step into a world of sheriffs, outlaws and high-energy entertainment at Wild West Week, one of Blackgang Chine’s most popular seasonal events. Held over seven action-packed days during May half-term, this…

   Dates

   From:

   23 May 2026to30 May 2026
4. 

   

   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:

   23 May 2026to31 May 2026

   From:

   18 July 2026to31 Aug 2026

   From:

   17 Oct 2026to1 Nov 2026
5. 

   

   Vintage Tractor & Steam Weekender at Goddards

   Type

   Type:

   Show / Display

   Branstone, Sandown

   Vintage Tractor & Steam Weekender Goddards Brewery | Sat 23rd & Sun 24th May | 11am–5pm

   Get ready for a fantastic Bank Holiday weekend as the Vectis Vintage Tractor & Engine Club takes over the brewery!

   ✨ See vintage tractors, stationary…

   Dates

   From:

   23 May 2026to24 May 2026
6. 

   

   FREE Family Stamp Your Mark Drop-In

   Type

   Type:

   Free Event

   Newport

   Free Family Art Drop-In with Studio Wren Make your own geometric stamp character and map.

   Come and create your own geometric stamp avatar and collaborate on building a 2D map for the characters to explore and interact within. With a little…

   Dates

   From:

   23 May 2026to23 May 2026
7. 

   

   May half term at the Isle of Wight Donkey Sanctuary

   Type

   Type:

   Family

   St John's Road, Wroxall

   May half term A lovely time to visit the Isle of Wight Donkey Sanctuary for some affordable fun. Enjoy a relaxed stroll around the site or walk across the fields from Godshill to reach the sanctuary in just 20–30 minutes.

   Free Activities in…

   Dates

   From:

   23 May 2026to31 May 2026
8. 

   

   Live Music from Angelina featuring Tom Hendy

   Type

   Type:

   Music

   Sandown

   Experience the unforgettable voice of Angelina Grimshaw, live at Goddards Brewery. Featuring Tom Hendy on piano, this intimate evening blends classic jazz and blues with a gentle country twang.

   Angelina's vocals have a rare, transporting…

   Dates

   From:

   23 May 2026to23 May 2026
9. 

   

   Concert by Romerike Vocal Ensemble

   Type

   Type:

   Concert

   Fishbourne

   Concert by Norwegian Choir 'Romerike Vocal Ensemble' Conducted by Vegar Sandholt.

   Dates

   From:

   24 May 2026to24 May 2026
10. 

    

    Recitals at Ryde Methodist Church

    Type

    Type:

    Arts

    Ryde

    Sunday Afternoon Recitals 60 or 90 minute duration with free admission with refershments, donations appreciated.

    February 22nd (16.00) - Organ Recital - Michael Stevenson (organ) - works include: Bach, Albinoni, Howells and Frank

    March…

    Dates

    From:

    24 May 2026to24 May 2026
11. 

    

    Live Music from The Ohmz

    Type

    Type:

    Music

    Branstone, Sandown

    This Bank Holiday Monday (May 25th, 3–5pm), we're welcoming The Ohmz to Goddards Brewery for an afternoon of laid-back reggae and upbeat ska. Known for their infectious grooves, rich horn section, and feel-good energy, they blend reggae, ska, and a…

    Dates

    From:

    25 May 2026to25 May 2026
12. 

    

    NSRA (Hot Rod) Takeover at Goddards Brewery

    Type

    Type:

    Show / Display

    Sandown

    NSRA Takeover Join us at Goddards Brewery as we welcome the National Street Rod Association for an afternoon and evening of hot rods, live music, great beer, and bold food. From 3:30pm, a stunning line-up of classic American hot rods will roll in,…

    Dates

    From:

    26 May 2026to26 May 2026
13. 

    

    Roman Games & Board Game Making – Museum of Island History

    Type

    Type:

    Family

    High street, Newport

    Roman-themed board game workshop Discover the Island's past at the Museum of Island History with a fun Roman‑themed family activity.

    Try your hand at traditional Roman games, then get creative by designing your own Roman‑inspired board game to…

    Dates

    From:

    26 May 2026to26 May 2026

    From:

    28 May 2026to28 May 2026
14. 

    

    Roman Garden & Laurel Crown Craft – Newport Roman Villa

    Type

    Type:

    Family

    Newport

    Enjoy a fun family adventure this May half term at Newport Roman Villa. Step back into Roman times as you explore the garden and find out how plants were used for food, medicine and beauty.

    Little ones can get creative too by making their own…

    Dates

    From:

    27 May 2026to27 May 2026
15. 

    

    Family Supper with Magical Entertainment

    Type

    Type:

    Family

    Newchurch

    Family Supper Join us in The Garlic Farm Restaurant for an evening of delicious food and family entertainment from our wonderful, hilarious and talented local magician 'Huxley Magic'.

    Doors open at 6pm, with close up magic from 7pm and show…

    Dates

    From:

    27 May 2026to27 May 2026

    From:

    29 July 2026to26 Aug 2026
16. 

    

    Beer & Stories

    Type

    Type:

    Talks

    Sandown

    Beer & Stories returns The last Thursday of the month, with the May event taking place on: Thursday 28th May 6–8pm Talk starts at 7pm Free entry

    This month we welcome Bob Simpson, speaking on the history of brewing in Ventnor. From its early…

    Dates

    From:

    28 May 2026to28 May 2026
17. 

    

    The Scarlet Pimpernel

    Type

    Type:

    Theatre

    Shanklin

    Shoreline Productions presents… The Scarlet Pimpernel Batman…Superman…Wonder Woman….They would not exist without the unique original superhero, the one and only Scarlet Pimpernel! Based on the novel by Baroness Orczy, this stunning, swashbuckling…

    Dates

    From:

    28 May 2026to28 May 2026

    From:

    29 May 2026to29 May 2026

    From:

    30 May 2026to30 May 2026

    From:

    31 May 2026to31 May 2026
18. 

    

    Fearlessly Taylor

    Type

    Type:

    Childrens Events

    Newport

    Brand New for 2026 – Featuring the Life of a Showgirl Era! Step into the spotlight with Fearlessly Taylor as they present an exhilarating tribute to the one and only Taylor Swift. Get ready to be swept away on a whirlwind journey through Taylor's…

    Dates

    From:

    28 May 2026to28 May 2026
19. 

    

    FREE Family Island Beasts Drop-In

    Type

    Type:

    Free Event

    Newport

    Free Family Art Drop-In with Studio Wren Make your own colourful folklore monster

    Inspired by the legends and folklore tales of creatures and critters that have inhabited the island you are invited to bring to life colourful collaged monsters.…

    Dates

    From:

    28 May 2026to28 May 2026
20. 

    

    Art in Nature Workshop for children

    Type

    Type:

    Childrens Events

    Brading, Isle of Wight

    Art in Nature for Children The Growing Season With artist Lucia Para

    Join us for a fun, welcoming art workshop led by artist Lucia Para, where children can explore creativity through nature. Inspired by the growing season, we'll observe the…

    Dates

    From:

    29 May 2026to29 May 2026

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