Isle of Wight entertainment

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1. 

   

   Live Jazz Sundays

   Type

   Type:

   Music

   Newchurch

   Join us every first Sunday of the month for live jazz from local Island musicians.

   We welcome Richard White on piano and vocals performing a selection of Golden Era classics and rarities.

   Dates

   From:

   7 Dec 2025to7 Dec 2025
2. 

   

   NT Live - The Fifth Step (12)

   Type

   Type:

   Film

   Newport

   The Fifth Step by David Ireland, directed by Finn den Hertog.

   Olivier Award-winner Jack Lowden (Slow Horses, Dunkirk) is joined by Emmy and BAFTA-winner Martin Freeman (The Hobbit, The Responder) in the critically acclaimed and subversively funny…

   Dates

   From:

   7 Dec 2025to7 Dec 2025
3. 

   

   Youth Art

   Type

   Type:

   Arts

   Newport

   Following on from our popular Kids Art sessions, Youth Art is a monthly workshop especially for 12-15yr olds. Artist and tutor Caroline Underwood (or a guest tutor) leads a different creative activity each workshop and provides guidance and…

   Dates

   From:

   7 Dec 2025to7 Dec 2025
4. 

   

   The Journey Series Gong & Sound Baths - The Return

   Type

   Type:

   Health & Wellbeing

   Ventnor

   The Journey Series: Gong & Sound Baths Introducing a curated series of 4 Sound Journeys designed to let go, explore new inner landscapes, and return to yourself transformed.

   The Return: Renewed and gently transformed.  This session anchors…

   Dates

   From:

   7 Dec 2025to7 Dec 2025
5. 

   

   Southern Vectis Christmas Lights Tour

   Type

   Type:

   Christmas

   Newport

   Christmas Lights Tour on the Isle of Wight The popular Christmas Lights Tour is back this December and we cannot wait to welcome you on board! Get wrapped up ready for a unique festive experience for all the family aboard an open top bus.

   …

   Dates

   From:

   8 Dec 2025to24 Dec 2025
6. 

   

   Midwinter Revels

   Type

   Type:

   Music

   Newport

   Following on from A Christmas Carol: In Concert and A Brief History of Christmas, Green Matthews present their festive show. Spanning several centuries, Green Matthews' Midwinter Revels is a celebration of Yuletide Past guaranteed to warm the…

   Dates

   From:

   9 Dec 2025to9 Dec 2025
7. 

   

   Vectis Brass Christmas Concert

   Type

   Type:

   Concert

   Shanklin

   Come and enjoy a Christmas concert by Vectis Brass, with seasonal refreshments and a raffle.

   A warm come guaranteed!

   Dates

   From:

   11 Dec 2025to11 Dec 2025
8. 

   

   Wild Oak Farm Christmas Market

   Type

   Type:

   Markets

   Wootton Bridge

   Fancy something to do this December?

   Wild Oak Farm's Christmas Market will be held in the barn from the 12th - 14th of December 10am-5pm we will have local Stall holders, Santa's grotto with Mr & Mrs Claus, mulled wine, kids craft corner as…

   Dates

   From:

   12 Dec 2025to14 Dec 2025
9. 

   

   Abbey Brass - Christmas Concert

   Type

   Type:

   Music

   Newport

   Discover Christmas classics old and new performed by the Abbey Brass Band.

   Café Bar open for dining from 6pm - 9pm.

   To book a table for dining, please call 01983 722124.

   For further information regarding this event please visit the Quay Arts…

   Dates

   From:

   12 Dec 2025to12 Dec 2025
10. 

    

    Live Music from Black Daniels

    Type

    Type:

    Music

    Sandown

    Black Daniels live at Goddards Brewery 7:30-9:30pm!
    Join Damien (guitar & vocals) and Simon (harmonica) for an evening of music that spans every corner of the musical map - from blues to pop, country & western to jazz, rock & roll, and everything…

    Dates

    From:

    12 Dec 2025to12 Dec 2025
11. 

    

    Christmas Drive-in Cinema

    Type

    Type:

    Christmas

    Newport

    Wessex Cancer Support Christmas Drive-in Cinema 12 December @ 6:30 pm - 14 December @ 10:00 pm.
    Drive into Christmas and support local people affected by cancer with our weekend of festive films!

    Enjoy a trip to the movies from the comfort of your…

    Dates

    From:

    12 Dec 2025to14 Dec 2025
12. 

    

    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
13. 

    

    Soundings Contemporary Dance Masterclass

    Type

    Type:

    Arts

    Newport

    Dancers and those interested in movement are invited Join contemporary dance artist and choreographer Maya Carroll for a one-day movement masterclass exploring themes from Emma Critchley's Soundings exhibition, showing at Quay Arts from Sat 11 Oct…

    Dates

    From:

    13 Dec 2025to13 Dec 2025
14. 

    

    Santa Specials at Isle of Wight Steam Railway

    Type

    Type:

    Christmas

    Havenstreet

    Christmas event at the Isle of Wight Steam Railway Join us for a traditional festive event for all the family at the Isle of Wight Steam Railway.

    Christmas magic with Santa Specials Let the festive spirit come to life as you take a 10 mile…

    Dates

    From:

    13 Dec 2025to14 Dec 2025

    From:

    20 Dec 2025to24 Dec 2025
15. 

    

    Yarmouth Christmas Craft Market

    Type

    Type:

    Christmas

    Yarmouth

    Join us for our first weekend market! 2pm to 8pm Saturday and 10am to 2pm Sunday.

    You'll find a fantastic group of Island artisans, a warm festive atmosphere and delicious goodies in the cafe!

    Carols in the Square begins at 6pm so why not…

    Dates

    From:

    13 Dec 2025to13 Dec 2025

    From:

    14 Dec 2025to14 Dec 2025
16. 

    

    Tritone Singers Christmas Concert

    Type

    Type:

    Concert

    Ryde

    The Tritone Singers' Christmas Concert at 7pm on Saturday 13th December 2025 is directed by Richard Wilkins and returning to the popular and welcoming venue of Garfield Road Methodist Church, Ryde.

    We will be singing some well-known and many…

    Dates

    From:

    13 Dec 2025to13 Dec 2025
17. 

    

    Shanklin Theatre Family Tour

    Type

    Type:

    Family

    Shanklin

    Our 90-minutes tour is an ideal way to introduce children to the theatre. Play-acting, games and dressing up make this tour an inspiring experience full of interactive activities. You will visit the public areas of the Theatre as well as backstage…

    Dates

    From:

    13 Dec 2025to13 Dec 2025
18. 

    

    Santa at The Gate

    Type

    Type:

    Christmas

    Freshwater

    Yo Ho Ho - it's back - Freshwater Independent Lifeboats "Santa at the Gate". Sunday 14th December 11-3pm.

    A small free gift for the children, free mince pies for all (thank you Medina Foods) . There is of course a Grand raffle for Santas…

    Dates

    From:

    14 Dec 2025to14 Dec 2025
19. 

    

    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:

    14 Dec 2025to14 Dec 2025
20. 

    

    West Wight Chilly Hilly

    Type

    Type:

    Sporting Event

    Freshwater

    West Wight Chilly Hilly is back in 2025 on Sunday 14th December! 

    What better way to begin winter festivities than with a 10 mile run in the spectacular West Wight countryside? Taking in cliff paths, beaches, wooded glades and spectacular…

    Dates

    From:

    14 Dec 2025to14 Dec 2025

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