This weekend on the Isle of Wight

Art On Your Doorstep: Newport Self-Guided Art Walk

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

Round the Island Race 2026

Round the Island Race 2026 sends yachts from Cowes around the Isle of Wight in one of the world’s largest one-day sailing races.

06:30–18:00 · Cowes (various locations) · Paid · Booking required

Royal Isle of Wight County Show 2026

The Royal Isle of Wight County Show takes place at Northwood on Saturday 11 and Sunday 12 July 2026.

10:00–17:00 · Isle of Wight County Showground · £12.50 · Dogs welcome

Dancing Queens and Boyband Dreams

A two-evening tribute music event at Retro Staycations, Ryde, on 10 and 11 July 2026.

Gates 17:30; main tribute acts 20:00. · Retro Staycations at Hazelgrove Farm · £15.00 · Booking required

Medina Community Choir: Celebrating 20 Years, Cowes

Medina Community Choir brings its 20-year celebration to St Mary's Church in Cowes, with favourite songs from across the choir's history.

19:00–21:30 · St Mary's Church, Cowes · £12.00 · Booking required New

Hampshire Police Male Voice Choir at Christ Church Totland Bay

Hampshire Police Male Voice Choir perform at Christ Church Totland Bay on the second night of their Isle of Wight tour.

19:00–21:00 · Christ Church Totland Bay

Vocal Legends with Sandy Smith

Vocal Legends with Sandy Smith brings a night of big vocal hits to Apollo Theatre in Newport, covering Cher, Tina Turner, Whitney Houston, Adele and more.

19:30–21:45 · Apollo Theatre · Booking required

Salsa and Bachata Social with The Rueda Rebel

Three hours of salsa and bachata social dancing with The Rueda Rebel at Cafe de Ryde on Ryde Esplanade for £4 entry.

19:30–22:30 · Cafe de Ryde · £4.00

Classic Isle: Proms '26

Classic Isle: Proms '26 brings the Bournemouth Symphony Orchestra to Robin Hill in Newport for an open-air summer concert.

19:30–22:00 · Robin Hill · £30.00 · Booking required

Art On Your Doorstep: Newport Self-Guided Art Walk

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

Yoga, Sound Bath & Reiki at Wildheart - July Session

The July Wildheart Animal Sanctuary yoga, sound bath and Reiki session from Your Sound Guide.

08:30–10:00 · Wildheart Animal Sanctuary · £35.00 · Booking required

Royal Isle of Wight County Show 2026

The Royal Isle of Wight County Show takes place at Northwood on Saturday 11 and Sunday 12 July 2026.

09:30–16:00 · Isle of Wight County Showground · £12.50 · Dogs welcome

Hampshire Police Male Voice Choir at Isle of Wight County Show

Hampshire Police Male Voice Choir perform at 2pm during the Isle of Wight County Show at Northwood showground.

14:00–15:00 · Isle of Wight County Showground

Sunday Live: Risky Business

Sunday afternoon live music at The Waterfront, Totland Bay (Risky Business on the poster). Music from 3pm; check venue for food service times. Source: venue poster / eatbythesea.com.

15:00–18:00 · The Waterfront

Classic Isle: A Night at the Movies

Classic Isle: Night at the Movies brings John Williams and Hans Zimmer film music to Robin Hill with the Bournemouth Symphony Orchestra.

19:30–22:00 · Robin Hill · £30.00 · Booking required