Isle of Wight entertainment

Number of results: 119

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1. 

   

   Live Music from Ollie & Sam

   Type

   Type:

   Music

   Sandown

   FREE ENTRY & FREE PARKING

   Live music from Ollie & Sam 8pm

   Food served until 9pm, choose from our Mexican themed specials or our usual evening menu. Call 01983 611011 to book your table.

   Dates

   From:

   3 May 2025to3 May 2025
2. 

   

   Real Ale Festival at Isle of Wight Steam Railway

   Type

   Type:

   Festival

   Havenstreet

   Kick start your May Bank Holiday with a visit to the Steam Railway and the famous Real Ale Festival.

   Enjoy a pint of your favourite best brew, or maybe try something new. With beers sourced from brewers all over the country, including many…

   Dates

   From:

   3 May 2025to5 May 2025
3. 

   

   Isle of Wight Ultra Challenge

   Type

   Type:

   Walking

   CHALE

   Great challenges need great settings – and few are better than the Island’s stunning coastal path.

   Up to 2,000 adventurers will take on the Isle of Wight in May 2025 – all out to push themselves further. It’s along the spectacular southern…

   Dates

   From:

   3 May 2025to4 May 2025
4. 

   

   Sound and Vision A Tribute to David Bowie

   Type

   Type:

   Music

   Newport

   Fasten your seatbelts – the Starman is here!!

   'Sound & Vision – A tribute to David Bowie' was launched on what would have been Bowie's 75th birthday in 2022.

   While his career spanned five decades, he maintained his relevance to both his…

   Dates

   From:

   3 May 2025to3 May 2025
5. 

   

   The Wayfarer Cycle Touring Club Isle of Wight Randonnee

   Type

   Type:

   Sporting Event

   ISLANDWIDE

   he Wayfarer Cycle Touring Club Isle of Wight Randonnee is a non-competitive cycle ride established by the Wayfarers in 1985.

   Dates

   From:

   4 May 2025to4 May 2025
6. 

   

   Music with The Woodford Singers

   Type

   Type:

   Concert

   Newport

   Join The Woodford Singers, acclaimed ladies choir from Essex, for this special Sunday service followed by a short concert. Performing beautiful classical & contemporary choral music. Musical Director: Kathleen Savage
   Accompanist: Cathy…

   Dates

   From:

   4 May 2025to4 May 2025
7. 

   

   Trees of Life Series Gong & Sound Baths - Crab Apple

   Type

   Type:

   Health & Wellbeing

   Ventnor

   Trees of Life Series Gong & Sound Baths

   Introducing a curated series of 4 Sound Journeys focusing on the natural gifts of British trees .

   Celebrate Crab Apple's gift of: Trust, guidance and love!

   What is a sound bath?

   A sound…

   Dates

   From:

   4 May 2025to4 May 2025
8. 

   

   Live Music from Django Cafe Duo

   Type

   Type:

   Music

   Sandown

   IT'S CINCO DE MAYO! To celebrate we have live music from Django Cafe Duo (J.C & Hugo) 2-5pm. Enjoy a relaxing Bank Holiday Monday afternoon with melodic sounds and a Mexican themed specials menu and drinks.

   FREE ENTRY & FREE PARKING

   We…

   Dates

   From:

   5 May 2025to5 May 2025
9. 

   

   Concert performed by The Woodford Singers

   Type

   Type:

   Concert

   Ryde

   Join The Woodford Singers, an award-winning ladies choir from Essex, for this special concert. Performing classical and contemporary choral music by composers Chilcott, Whitacre and Quartel.

   Free entry and all donations to the Abbey.

   Dates

   From:

   5 May 2025to5 May 2025
10. 

    

    Music & Tapas with The Aurora Duo (Harp & Flute)

    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:

    7 May 2025to7 May 2025
11. 

    

    Isle of Wight Walking Festival

    Type

    Type:

    Walking

    ISLANDWIDE

    Walk this way! The Isle of Wight Walking Festival will return in Spring 2025 (10th - 18th May) and Autumn 2025 (4th - 12th October).

    An event for keen hikers, relaxed wanderers, and curious explorers alike, the Isle of Wight Walking Festival is…

    Dates

    From:

    10 May 2025to18 May 2025

    From:

    4 Oct 2025to12 Oct 2025
12. 

    

    Emilio Santoro as Elvis

    Type

    Type:

    Music

    Newport

    Emilio has been crowned as the 2024 Ultimate Elvis Tribute at Elvis' home of Gracelands in the USA! This means Emilio is now officially the number one Elvis tribute in the world!

    Emilio Santoro brings his award-winning Elvis Presley theatre…

    Dates

    From:

    10 May 2025to10 May 2025
13. 

    

    Abbey Brass in Concert

    Type

    Type:

    Concert

    Newport

    Abbey Brass present music for all tastes including music from the movies, musicals, pop and classical repertoire. Admission is free with a retiring collection.

    Dates

    From:

    10 May 2025to10 May 2025
14. 

    

    Wolverton Folk & Blues Fair

    Type

    Type:

    Festival

    Newport

    A day long Festival of Folk & Blues set in the stunning grounds of Wolverton Manor in Shorwell.

    From the successful launch in 2011, the family friendly festival raises funds to support teenage and young adult Cancer care and for the local…

    Dates

    From:

    10 May 2025to10 May 2025
15. 

    

    Mamma Mia Bottomless brunch Singalong

    Type

    Type:

    Music

    Newport

    Singalong to all the best ABBA hits from Mamma Mia. 2 Hours of singalong with the fabulous Diva-Licious Duo. 90 minutes bottomless Prosecco and 60 minutes delicious Greek Meze food.

    A fantastic afternoon of music, Prosecco and food.

    Dates

    From:

    10 May 2025to10 May 2025
16. 

    

    Walk the Wight

    Type

    Type:

    Walking

    VARIOUS

    Walk the Wight, the Island's best fundraiser, is back for 2025!

    This year has 3 different routes for you to choose from, with the main 26 mile event seeing you trek from Bembridge Airport all the way to The Needles!

    Other, shorter, routes…

    Dates

    From:

    11 May 2025to11 May 2025
17. 

    

    Discovering Ventnor with The Royal Hotel

    Type

    Type:

    Guided Walk

    VENTNOR

    Discovering Ventnor

    Discover the rich history of Ventnor and Bonchurch, from their connections to Queen Victoria and Charles Dickens to the unique microclimates that made them renowned for their health benefits.

    An Immersive Walking…

    Dates

    From:

    12 May 2025to12 May 2025

    From:

    16 May 2025to16 May 2025
18. 

    

    Mountbatten Quiz Night

    Type

    Type:

    Competition / Game

    Newport

    Mountbatten quiz night.

    Starts at 7pm, prompt, well as prompt as we can be.

    No subjects barred, so we'll have pictures, sounds, puzzles, and all the usual. The objective of the night, FUN FUN FUN, and make a bit of money for the hospice…

    Dates

    From:

    15 May 2025to15 May 2025

    From:

    12 June 2025to12 June 2025

    From:

    17 July 2025to17 July 2025

    From:

    21 Aug 2025to21 Aug 2025

    From:

    18 Sept 2025to18 Sept 2025

    From:

    16 Oct 2025to16 Oct 2025

    From:

    20 Nov 2025to20 Nov 2025

    From:

    18 Dec 2025to18 Dec 2025
19. 

    

    The Critic - Cowes Film Club

    Type

    Type:

    Film

    Cowes

    The Critic is an enjoyable and engaging watch and will be shown at Trinity Theatre. 

    The film is about Jimmy Erskine, The Critic, who is the most feared and famous theatre critic in 1930s London.

    If you like quality British cinema with…

    Dates

    From:

    15 May 2025to15 May 2025
20. 

    

    Isle of Wight Open Studios

    Type

    Type:

    Arts

    Islandwide

    Isle of Wight Open Studios continues to grow as a cornerstone of the Isle of Wight’s cultural calendar and following the success of this year’s much-loved IW Open Studios - which saw over 120 artists participating – along with artists valuable…

    Dates

    From:

    16 May 2025to26 May 2025

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