Isle of Wight entertainment

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1. 

   

   Christmas Market at Monkey Haven

   Type

   Type:

   Christmas

   Newport

   Christmas market fun at Monkey Haven Visit Monkey Haven on 29 and 30 November 2025 for a fun-filled festive weekend with local craft stalls, pet photography portraits, delicious food, raffles and entertainment for the whole family!

   Raise the…

   Dates

   From:

   29 Nov 2025to30 Nov 2025
2. 

   

   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
3. 

   

   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
4. 

   

   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
5. 

   

   Kids Art

   Type

   Type:

   Childrens Events

   Newport

   Are you a budding young artist? Then join our monthly kids arts sessions led by professional artists with a different theme and activity each month. All materials are provided and you will be able to take home what you make. *Dress for mess*

   …

   Dates

   From:

   30 Nov 2025to30 Nov 2025

   From:

   14 Dec 2025to14 Dec 2025
6. 

   

   Isle of Wight Pearl Christmas Tree Festival

   Type

   Type:

   Christmas

   Brighstone

   This December, step into the festive season at our annual Christmas Tree Festival and explore a stunning display of creatively decorated and themed trees.

   Soak up the Christmas spirit with local shopping, unique pearl experiences, and festive…

   Dates

   From:

   1 Dec 2025to31 Dec 2025
7. 

   Christmas Wreath Workshop at Town Choice Cafe, Newport

   Type

   Type:

   Christmas

   Newport

   Christmas Wreath Workshop – Town Choice Café, Newport
   £25 per person | All materials, tea, coffee & cake included

   Get into the festive spirit with Island CraftWorks!
   Make your own Christmas wreath in this beginner-friendly workshop. No experience…

   Dates

   From:

   3 Dec 2025to3 Dec 2025
8. 

   Brighstone Christmas Tree Festival

   Type

   Type:

   Christmas

   Brighstone

   Experience the Magic of the Brighstone Christmas Tree Festival 2025

   Get ready for a truly enchanting holiday experience at the Brighstone Christmas Tree Festival 2025, a beloved Isle of Wight tradition that brings festive cheer to locals and…

   Dates

   From:

   4 Dec 2025to7 Dec 2025
9. 

   

   Manners & Masquerade - A Regency Romance set on the Isle of Wight

   Type

   Type:

   Theatre

   Niton

   Following the success of our previous productions, 'Smile: A Charlie Chaplin Musical' and 'Run Rabbit Run! - A musical journey back to World War II', our next production will be 'Manners & Masquerade.

   A Regency Romance set on the Isle of Wight'…

   Dates

   From:

   5 Dec 2025to7 Dec 2025
10. 

    

    I Love Wight Christmas Market

    Type

    Type:

    Christmas

    Newchurch

    Enjoy a weekend of Christmas fun with market stalls, music, mulled wine and artisan crafters and makers at The Garlic Farm on the weekend of 6th & 7th December 2025.

    Why not book in for lunch or breakfast at our restaurant while you're visiting?

    Dates

    From:

    6 Dec 2025to7 Dec 2025
11. 

    

    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
12. 

    

    Christmas Party Nights at The Royal Hotel

    Type

    Type:

    Christmas

    Ventnor

    Step into the timeless elegance of The Royal Hotel this festive season, where twinkling lights, luxurious décor, and a warm welcome await.

    Whether you're gathering colleagues to celebrate a successful year, planning a get-together with friends,…

    Dates

    From:

    6 Dec 2025to20 Dec 2025
13. 

    

    Christmas at Tapnell Farm Park

    Type

    Type:

    Christmas

    Yarmouth

    Magical Christmas Woodland Village at Tapnell Farm Park Tapnell Farm Park is bringing festive cheer to families this December with Christmas at Tapnell…A Magical Winter Woodland Village that will offer a barn full of hands-on activities, festive…

    Dates

    From:

    6 Dec 2025to7 Dec 2025

    From:

    13 Dec 2025to14 Dec 2025

    From:

    20 Dec 2025to23 Dec 2025
14. 

    

    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
15. 

    

    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
16. 

    

    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
17. 

    

    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
18. 

    

    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
19. 

    

    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
20. 

    

    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

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