Isle of Wight entertainment

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1. 

   

   Let's talk food with Keelan Live 2025

   Type

   Type:

   Tour

   East Cowes

   Discover my journey with food After five incredible years in the kitchen, I am stepping out from behind the stove and taking to the road. With a wealth of experience gathered from live demonstrations at food festivals, online cookery classes, and…

   Dates

   From:

   19 Oct 2025to19 Oct 2025
2. 

   

   The Bees Needles - Festival of Island Creatives

   Type

   Type:

   Arts

   Cowes

   Festival of creativity on the Isle of Wight The Bees Needles is a festival of island creativity. The best artisans the Isle of Wight has to offer plus many businesses who sell the raw materials and items artists and crafters require to create their…

   Dates

   From:

   19 Oct 2025to19 Oct 2025
3. 

   

   Harp on Wight International Festival

   Type

   Type:

   Festival

   RYDE

   Annual harp festival with concerts and teaching workshops.

   Dates

   From:

   23 Oct 2025to27 Oct 2025
4. 

   

   Fairport Convention

   Type

   Type:

   Music

   Newport

   Fairport Convention have been entertaining music lovers for over half a century, with 2025 being their 58th anniversary! During that time the band that launched British folk-rock has seen many changes, but one thing has remained the same -…

   Dates

   From:

   25 Oct 2025to25 Oct 2025
5. 

   

   Halloween Themed Family Supper with Magical Entertainment

   Type

   Type:

   Halloween

   NEWCHURCH

   Come and have a spooky supper with us and be entertained by the brilliant Huxley Magic.

   Table bookings from 6pm.

   Book here: https://www.thegarlicfarm.co.uk/pages/the-restaurant

   Dates

   From:

   29 Oct 2025to29 Oct 2025
6. 

   

   Ronnie, Reggie and Me - Fred Dinenage

   Type

   Type:

   Talks

   SHANKLIN

   The definitive insight into the real lives of Britain's most notorious gangsters, from their trusted official biographer. For decades they were feared as the ultimate criminal gang lords of the London underworld, but their reign of terror came…

   Dates

   From:

   30 Oct 2025to30 Oct 2025
7. 

   

   Fearlessly Taylor

   Type

   Type:

   Music

   Newport

   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 legendary career, with show-stopping replica costumes,…

   Dates

   From:

   30 Oct 2025to30 Oct 2025
8. 

   

   Christmas Fair at Isle of Wight Bus & Coach Museum

   Type

   Type:

   Christmas

   RYDE

   Get into the festive spirit at the Isle of Wight Bus & Coach Museum's magical Christmas Fair on Saturday 1 November.

   Wander through the charming seasonal stalls filled with gifts and festive treats. Feel the joy and excitement as your little…

   Dates

   From:

   1 Nov 2025to1 Nov 2025
9. 

   

   Princess Live!

   Type

   Type:

   Family

   Newport

   Princess Live! is the ultimate hour long princess pop party, featuring your favourite fairytale royalty in this all singing all dancing hour long concert show.

   The Princesses are tired of their royal duties. So they decided to come together and…

   Dates

   From:

   2 Nov 2025to2 Nov 2025
10. 

    

    Music & Tapas with Phantasia (Theorbo, Mandora & Violin)

    Type

    Type:

    Music

    NEWCHURCH

    Join us at The Garlic Farm Restaurant for our monthly tapas & music evenings. We are very pleased to be hosting a series of visiting professional musicians for recitals throughout 2025 in collaboration with Wight Proms Wednesdays.

    The restaurant…

    Dates

    From:

    5 Nov 2025to5 Nov 2025
11. 

    

    A Tribute to Sting and The Police staring The Rozzers

    Type

    Type:

    Music

    Newport

    Fronted by Sting look and sound-a-like Owen James and his band 'The Rozzers', 'A Tribute to Sting & The Police' is the most authentic Sting tribute in Europe. The band have performed all over the world for several years and now embark on their…

    Dates

    From:

    15 Nov 2025to15 Nov 2025
12. 

    

    Festive Fun at Osborne

    Type

    Type:

    Christmas

    East Cowes

    Christmas activities and festive fun at Osborne Visit Osborne this Christmas season for a barrel of laughs and festive fun!

    Enjoy festive activities including storytelling and music.

    Dates

    From:

    29 Nov 2025to21 Dec 2025
13. 

    

    An Evening with Football Legend Neil 'Razor' Ruddock - Isle of Wight

    Type

    Type:

    Talks

    Newport

    Don't miss the chance to see football legend Neil Ruddock in an exclusive live interview and audience Q&A, hosted by the renowned Sports and Entertainment presenter Kenzie Benali, having presented live at some of the biggest competitions in global…

    Dates

    From:

    29 Nov 2025to29 Nov 2025
14. 

    

    Christmas Party Nights at The Royal Hotel

    Type

    Type:

    Christmas

    Ventnor

    Join us for a delicious Christmas dinner in our 2 AA Rosette Geranium Restaurant, where you'll enjoy a festive party ambiance and a lively dance floor with all your favourite songs from Island DJ Tony Martin.

    The Royal Hotel, adorned in all its…

    Dates

    From:

    29 Nov 2025to20 Dec 2025
15. 

    

    Fawlty Towers Comedy Dining Event

    Type

    Type:

    Comedy

    Shanklin

    New Fawlty Towers show The Fawlty Towers Gang are back with an hilarious new show. Join us at Luccombe Hall Hotel on 29th November for an unforgettable Fawlty Towers Comedy Dining Experience!

    Food, drinks and entertainment Enjoy a…

    Dates

    From:

    29 Nov 2025to29 Nov 2025
16. 

    

    Santa Specials at Isle of Wight Steam Railway

    Type

    Type:

    Christmas

    HAVENSTREET

    Join us for a traditional festive event for all the family.

    Ride the train, explore the winter wonderland and visit Santa in his grotto.

    Watch the live entertainment and ride the traditional fairground rides. Every child receives a…

    Dates

    From:

    6 Dec 2025to7 Dec 2025

    From:

    13 Dec 2025to14 Dec 2025

    From:

    20 Dec 2025to24 Dec 2025
17. 

    

    Murder Mystery Christmas Dining Event

    Type

    Type:

    Competition / Game

    Shanklin

    A Night of Mystery, Murder & Mayhem! Step into a world of suspense and deception as your evening of murder and intrigue begins at 6:45 pm in The Bishops Bar, where a glass of fizz awaits. As you mingle with fellow guests, keep your wits about you,…

    Dates

    From:

    6 Dec 2025to6 Dec 2025
18. 

    

    Xmas Party Night Vol 1

    Type

    Type:

    Christmas

    Shanklin

    Celebrate your Christmas with a jam packed party at the Shanklin Hotel featuring UK no1 Kylie Tribute and Party Anthems Sax, Vocalist Celena.

    Doors open 19:00 hrs. Limited free parking. Sit down meal option. Rooms available for night £30.00.pp…

    Dates

    From:

    6 Dec 2025to6 Dec 2025
19. 

    

    Steeleye Span

    Type

    Type:

    Music

    Newport

    Together for fifty six years now, Steeleye Span changed the face of folk music forever by taking it into the world of gold discs and international tours. Now they return with Conflict, their first full studio album in over five years. All…

    Dates

    From:

    6 Dec 2025to6 Dec 2025
20. 

    

    Xmas Party Night Vol 2

    Type

    Type:

    Christmas

    Shanklin

    Celebrate your Christmas with a jam packed party at the Shanklin Hotel featuring UK no1 Abba Tribute and party DJ Dave Hollidge

    Doors open 19:00 hrs. Limited free parking. Sit down meal option. Rooms available for night £30.00.pp per night…

    Dates

    From:

    13 Dec 2025to13 Dec 2025

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