Isle of Wight entertainment

Number of results: 128

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1. 

   

   Classic Isle presents Proms '26

   Type

   Type:

   Concert

   Newport

   Classic Isle presents Proms ‘26 Following the incredible success of Proms ’25, Classic Isle is delighted to welcome the esteemed Bournemouth Symphony Orchestra back to the Island for another unforgettable evening of music under the stars.

   Set…

   Dates

   From:

   11 July 2026to11 July 2026
2. 

   

   Round the Island Race

   Type

   Type:

   Sporting Event

   Cowes

   Isle of Wight sailing race The annual Round the Island Race, organised by the Island Sailing Club, is a one-day yacht race around the Isle of Wight. The race regularly attracts over 1,000 boats and thousands of sailors, making it one of the largest…

   Dates

   From:

   11 July 2026to11 July 2026
3. 

   

   Classic Isle presents A Night at the Movies

   Type

   Type:

   Concert

   Newport

   Classic Isle presents A Night at the Movies Following the incredible success of Proms ’25, Classic Isle is delighted to bring you not only Proms '26 but also a second evening of first-class entertainment from the Bournemouth Symphony Orchestra.

   …

   Dates

   From:

   12 July 2026to12 July 2026
4. 

   

   WYTWOODS Festival

   Type

   Type:

   Festival

   Newport

   WYTWOODS is an exciting new music festival arriving on the Isle of Wight this summer, bringing a fresh and immersive live music experience to the Island. Taking place at Robin Hill Park for two days of music, art, & wellness with multiple bespoke…

   Dates

   From:

   17 July 2026to18 July 2026
5. 

   

   Ventnor Fringe

   Type

   Type:

   Festival

   Ventnor

   Ventnor Fringe is a unique celebration of the arts, showcasing emerging and established talent across every creative discipline.

   Dates

   From:

   17 July 2026to26 July 2026
6. 

   

   80s & 90s Boat Party with Solent Cruises

   Type

   Type:

   Music

   Cowes

   Themed boat party with Solent Cruises Step aboard Solent Cruises for a 80s and 90s boat party on 17 July.

   Cruise and dance the night away  Set sail on a three-hour evening cruise around the Solent with huge 80s and 90s music from a live DJ.…

   Dates

   From:

   17 July 2026to17 July 2026
7. 

   

   Real Ale Train at Isle of Wight Steam Railway

   Type

   Type:

   Heritage & History

   Havenstreet

   Unique evening of real ale and steam trains Enjoy a traditional evening of steam travel and locally brewed ales at the Isle of Wight Steam Railway’s popular Real Ale Train event. Taking place at Havenstreet Station, this much-loved event combines…

   Dates

   From:

   18 July 2026to19 July 2026
8. 

   

   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:

   18 July 2026to31 Aug 2026

   From:

   17 Oct 2026to1 Nov 2026
9. 

   

   Isle of Wight Pride

   Type

   Type:

   LGBTQ+

   RYDE

   Isle of Wight Pride will take place in 2026 on Saturday 18th July in Ryde on the Isle of Wight. 

   For further information please click the website button above.

    

    

   Dates

   From:

   18 July 2026to18 July 2026
10. 

    

    Isle of Wight Sportive 2026

    Type

    Type:

    Cycling

    Sportive 2026 Welcome to our latest Sportive for 2026 which will be on the Isle of Wight.

    For us at European Cycle Events it's a new adventure , so please come and join us.

    Our Sportives are normally based in and around Surrey but this…

    Dates

    From:

    19 July 2026to19 July 2026
11. 

    

    Wight Proms Wednesdays Dining and Concert - Mike Christie

    Type

    Type:

    Music

    Newchurch

    Join us at The Garlic Farm Restaurant for our monthly Wight Proms Wednesdays Dining and Concert.

    4th March and 22nd July 2026 - Mike Christie (Voice) & Jonathan Hodgson (Piano) Wight Proms Festival founder & member of G4

    For the evening…

    Dates

    From:

    22 July 2026to22 July 2026
12. 

    

    Summer Warm-Up at Blackgang Chine

    Type

    Type:

    Family

    Ventnor

    Summer Warm-Up at Blackgang Chine Get ready to launch your summer holidays with a spectacular celebration at Summer Warm-Up on Wednesday 22 July 2026, an action-packed event at Blackgang Chine, the Isle of Wight’s iconic clifftop theme park. 

    …

    Dates

    From:

    22 July 2026to22 July 2026
13. 

    

    Skysteamer to Athens: Steampunk Storytelling Extravaganza - Ventnor Fringe

    Type

    Type:

    Performance

    Pier Street, Ventnor

    All aboard - the skysteamer is about to depart! Join C.J. Carter-Stephenson as he brings his steampunk novelette SKYSTEAMER TO ATHENS vividly to life.

    See a model airship soar over your head and meet a talking automaton puppet in this…

    Dates

    From:

    24 July 2026to24 July 2026
14. 

    

    The Steam Railway Proms at Isle of Wight Steam Railway

    Type

    Type:

    Music

    Havenstreet

    Unforgettable afternoon of music and steam trains Experience a spectacular celebration of music and at the Isle of Wight Steam Railway’s much-loved Steam Railway Proms. Returning to Havenstreet Station, this popular outdoor concert brings together…

    Dates

    From:

    25 July 2026to25 July 2026
15. 

    

    Sandown Children's Carnival

    Type

    Type:

    Carnival

    Sandown

    Children's Carnival in Sandown on the Isle of Wight Enjoy a fun-filled family day with Sandown Children's Carnival!  

    Carnival route To view the carnival route map, please visit the carnival website.

    Family entertainment There will be a…

    Dates

    From:

    25 July 2026to25 July 2026
16. 

    

    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:

    29 July 2026to26 Aug 2026
17. 

    

    Summer Fest at Blackgang Chine

    Type

    Type:

    Family

    Ventnor

    Summer Fest at Blackgang Chine  Every summer, Blackgang Chine transforms into Summer Fest, a spectacular blend of entertainment, rides, music, foam, fireworks and family fun that runs every Wednesday throughout the summer school holidays. 

    …

    Dates

    From:

    29 July 2026to26 Aug 2026
18. 

    

    Sailing Through Royal History Exhibition: The Royal Yacht Britannia

    Type

    Type:

    Heritage & History

    Cowes

    A Royal Yacht Britannia Experience in Cowes For the first time in nearly 30 years, The Royal Yacht Britannia returns to Cowes on the Isle of Wight through ‘Sailing Through Royal History’, an exhibition from The Royal Yacht Britannia Trust. The…

    Dates

    From:

    31 July 2026to29 Aug 2026
19. 

    

    Newport Main Carnival

    Type

    Type:

    Carnival

    Newport

    Newport Main Carnival on the Isle of Wight Carnival fever comes to the island's capital town, various locations around Newport.

    Carnival route To view the carnival route map, please visit the carnival website.

    Dates

    From:

    1 Aug 2026to1 Aug 2026
20. 

    

    Cowes Week

    Type

    Type:

    Sporting Event

    Cowes

    Since 1826 Cowes Week has played a key part in the British sporting summer calendar and is one of the UK's longest running and most successful sporting events.

    Dates

    From:

    1 Aug 2026to7 Aug 2026

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