Isle of Wight entertainment

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1. 

   

   Isle of Wight Dance Weekender

   Type

   Type:

   Festival

   Newport

   Isle of Wight are you ready? The Isle of Wight Dance Weekender lands on 9 May and 10 May 2026 bringing two days of high-energy dance music with House, Garage and throwback pop with full-on festival fun to the heart of Robin Hill Adventure Park.

   …

   Dates

   From:

   9 May 2026to10 May 2026
2. 

   

   P!ssed Up Panto

   Type

   Type:

   Theatre

   Newport

   The Ultimate Adult Panto is back for it's 5th Anniversary Tour – and this year it's the turn of Cinderella to get the P*ssed Up Panto® treatment! P*ssed Up Panto® has been causing hilarious havoc around the UK since 2021 with their productions of…

   Dates

   From:

   9 May 2026to9 May 2026
3. 

   

   Walk the Wight

   Type

   Type:

   Walking

   VARIOUS

   Walk the Wight, the Island's best fundraiser, is back for 2026! Join thousands on Sunday 10 May 2026 for the Island’s most iconic event – Walk the Wight with Mountbatten! Entry is just £15, including your event pack, walker number, progress card,…

   Dates

   From:

   10 May 2026to10 May 2026
4. 

   

   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:

   10 May 2026to10 May 2026

   From:

   14 June 2026to14 June 2026

   From:

   12 July 2026to12 July 2026

   From:

   9 Aug 2026to9 Aug 2026

   From:

   13 Sept 2026to13 Sept 2026

   From:

   11 Oct 2026to11 Oct 2026

   From:

   8 Nov 2026to8 Nov 2026

   From:

   13 Dec 2026to13 Dec 2026
5. 

   

   Long Stitch Leather Journal with Kae Carlstedt-Duke

   Type

   Type:

   Workshop

   Public Footpath N120, Newport

   Workshop for creating a leather-bound journal. Long stitch binding is characterised by books with a leather cover and the long stitches visible along the book spine. This method of binding dates back to the medieval period and was particularly…

   Dates

   From:

   10 May 2026to10 May 2026
6. 

   

   The Unfurling Series Gong & Sound Baths - Regeneration

   Type

   Type:

   Health & Wellbeing

   Ventnor

   A curated, nature-inspired and progressive Gong & Sound Bath, designed for the Botanical Gardens.

   Regeneration - Rested and deeply restored. This session invites integration and renewal, allowing the body and mind to settle into balance. Sound…

   Dates

   From:

   10 May 2026to10 May 2026
7. 

   

   Walking Wine Down

   Type

   Type:

   Music

   Ryde

   The perfect "finish line" for Walking Festival walkers Unwind with quality wine and upbeat Django-style swing at this a midweek highlight for those staying on our island for the festival week.

   A chilled evening of live Gypsy Swing Jazz with…

   Dates

   From:

   14 May 2026to14 May 2026
8. 

   

   Isle of Wight Open Studios

   Type

   Type:

   Arts

   Islandwide

   Open studios on the Isle of Wight Isle of Wight Open Studios continues to grow as a cornerstone of the Isle of Wight’s cultural calendar. From 15 - 25 May 2026, this vibrant 11 day celebration of art will once again open doors across the island,…

   Dates

   From:

   15 May 2026to25 May 2026
9. 

   

   Summer Solent Silent Disco with Solent Cruises

   Type

   Type:

   Music

   Cowes

   Silent disco boat party  Step aboard Solent Cruises for an unforgettable silent disco boat party on Friday 15 May 2026. 

   Cruise and dance the night away   Set sail on a three-hour evening cruise around the Solent, dancing to the biggest hits…

   Dates

   From:

   15 May 2026to15 May 2026
10. 

    

    Ignite: Fire & Sound - Movement & Sound Journey

    Type

    Type:

    Health & Wellbeing

    Ventnor

    Release tension. Restore flow. Reconnect to your body. Join Dani (Firebird Release) and Mel (Echo Me Sound Therapy) in the beautiful surroundings of Ventnor Botanic Gardens for a deeply supportive session combining movement, breath, and sound.

    …

    Dates

    From:

    16 May 2026to16 May 2026
11. 

    

    Live Music from The 3 Bears

    Type

    Type:

    Music

    Sandown

    The Three Bears Join us at Goddards Brewery on Saturday 16 May from 7:30pm to 9:30pm for a lively evening of live music with The Three Bears. Fronted by Isle of Wight singer-songwriter Greg Barnes, this popular trio brings together warm vocals,…

    Dates

    From:

    16 May 2026to16 May 2026
12. 

    

    Rydabus

    Type

    Type:

    General event

    Ryde

    Two-day Weekend of Vintage Buses & Coaches rides around Wootton, Ryde, Seaview, Sandown, Shanklin, Brading and Wroxall.

    Free to visit the museum and riding the buses. Programmes for the event are on sale for £10 each giving all the details of…

    Dates

    From:

    16 May 2026to17 May 2026
13. 

    

    Rydabus Weekend 2026 - Goddards Brewery

    Type

    Type:

    Special Events

    Sandown

    Rydabus Weekend at Goddards Brewery Taking place across the island on 16th & 17th May, Rydabus Weekend 2026 is a popular celebration of vintage bus travel, organised by the Isle of Wight Bus & Coach Museum.

    As part of the event, visitors can…

    Dates

    From:

    16 May 2026to17 May 2026
14. 

    

    Taste of the Island Weekend - Free Tasters in our Farm Shop

    Type

    Type:

    Food

    Newchurch

    Enjoy tasters in our Farm Shop from our wonderful local and artisan producers. Join us from 11am - 3pm on Saturday and Sunday to taste the very best of local flavours. Enjoy delicious samples from:

    The Isle of Wight Cheese Company Isle of…

    Dates

    From:

    16 May 2026to17 May 2026
15. 

    

    Youth Art @ Quay Arts

    Type

    Type:

    Arts

    Newport

    Youth Art is a monthly workshop especially for 12-15yr olds. Whether you want to learn new skills, try out new materials, or simply enjoy making art, these workshops offer a fun and supportive space to explore your creativity.

    Each…

    Dates

    From:

    17 May 2026to17 May 2026
16. 

    

    Community music in the Courtyard at the Isle of Wight Donkey Sanctuary

    Type

    Type:

    Music

    Wroxall

    Join us at the Isle of Wight Sanctuary for live music in the courtyard with local musicians and choirs.

    Dates

    From:

    17 May 2026to17 May 2026

    From:

    7 June 2026to7 June 2026

    From:

    26 July 2026to26 July 2026

    From:

    30 Aug 2026to30 Aug 2026

    From:

    11 Oct 2026to11 Oct 2026
17. 

    

    Echoes of The Angels Mini Retreat - Reiki & Sound Bath

    Type

    Type:

    Health & Wellbeing

    Medina Road, Cowes

    ECHOES OF ANGELS Embark on a Journey of Healing

    Connect with the energy of your Guardian Angels. Join Emma, a certified Reiki Master from the Isle of Wight and Mel, a sound therapy expert, for a transformative retreat that blends ancient…

    Dates

    From:

    17 May 2026to17 May 2026
18. 

    

    Woolf in Freshwater

    Type

    Type:

    Performance

    Freshwater

    Join Virginia Woolf on a walk around Freshwater. Woolf finds herself transported to the Isle of Wight in 2026. Remembering childhood holidays with her aunt, the celebrated Victorian photographer Julia Margaret Cameron who lived at Dimbola Lodge,…

    Dates

    From:

    17 May 2026to17 May 2026
19. 

    

    Kids Art

    Type

    Type:

    Workshop

    Newport

    Kids Art session with tutor Lucia Para. Are you a budding young artist? Then book your place on our monthly kids art sessions led by professional artist, illustrator and educator Lucia Para.

    There is a different theme and making / drawing…

    Dates

    From:

    17 May 2026to17 May 2026
20. 

    

    John Robb - Punk Rock Ruined My Life

    Type

    Type:

    Talks

    Newport

    Edge Street Live in conjunction with Triple A Records presents John Robb - Punk Rock Ruined My Life John Robb is a many-faceted creature. Not just a well known face from TV but also a best selling author, musician, journalist, presenter and…

    Dates

    From:

    18 May 2026to18 May 2026

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