Next 30 days on the Isle of Wight

English Heritage Great British Summer activities run at Carisbrooke Castle from 18 July into early September 2026.

Official event continues to 6 September. · Carisbrooke · Paid

English Heritage's Great British Summer runs at Osborne House in East Cowes daily from 18 July to 6 September, with fairground activities, circus skills, puppet antics and a children's stamp passport trail.

Official event continues to 6 September. · Osborne House · Paid

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

Scallywags Fun Club opens five weeks of summer holiday sessions at Oakfield in Ryde for ages 3 to 18, with HAF free places for eligible families.

Ongoing · Scallywags Fun Club · Booking required

English Heritage Great British Summer activities run at Carisbrooke Castle from 18 July into early September 2026.

Official event continues to 6 September. · Carisbrooke · Paid

English Heritage's Great British Summer runs at Osborne House in East Cowes daily from 18 July to 6 September, with fairground activities, circus skills, puppet antics and a children's stamp passport trail.

Official event continues to 6 September. · Osborne House · Paid

Tuesday evening fish and chip events at the Isle of Wight Steam Railway through July and August 2026.

17:00–20:00 · Isle of Wight Steam Railway · £16.95 · Booking required

Dom Pope hosts a lively multimedia quiz at Department in Ryde, raising money for Ryde Carnival with teams of up to six.

19:00–22:30 · Department · Paid

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

Scallywags Fun Club opens five weeks of summer holiday sessions at Oakfield in Ryde for ages 3 to 18, with HAF free places for eligible families.

Ongoing · Scallywags Fun Club · Booking required

English Heritage Great British Summer activities run at Carisbrooke Castle from 18 July into early September 2026.

Official event continues to 6 September. · Carisbrooke · Paid

English Heritage's Great British Summer runs at Osborne House in East Cowes daily from 18 July to 6 September, with fairground activities, circus skills, puppet antics and a children's stamp passport trail.

Official event continues to 6 September. · Osborne House · Paid

Final August Cowes funday from Little Rockets with gymnastics, trampoline and full-day holiday coaching at TS Osborne.

10:00–15:00 · Cowes Sea Cadets (TS Osborne) · £28.00 · Booking required

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

Scallywags Fun Club opens five weeks of summer holiday sessions at Oakfield in Ryde for ages 3 to 18, with HAF free places for eligible families.

Ongoing · Scallywags Fun Club · Booking required

English Heritage Great British Summer activities run at Carisbrooke Castle from 18 July into early September 2026.

Official event continues to 6 September. · Carisbrooke · Paid

English Heritage's Great British Summer runs at Osborne House in East Cowes daily from 18 July to 6 September, with fairground activities, circus skills, puppet antics and a children's stamp passport trail.

Official event continues to 6 September. · Osborne House · Paid

Late-August gymnastics and trampoline funday at The Bay Sports Complex in Sandown with Little Rockets, early booking £28.

10:00–15:00 · The Bay Sports Complex · £28.00 · Booking required

A free open-air screening of Pixar’s Hoppers at Puckpool Park, with food and drinks available and advance ticket registration required.

20:30–22:30 · Puckpool Park · Free · Booking required

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

Scallywags Fun Club opens five weeks of summer holiday sessions at Oakfield in Ryde for ages 3 to 18, with HAF free places for eligible families.

Ongoing · Scallywags Fun Club · Booking required

The Isle of Wight Steam Railway Island Steam Fair runs from Friday 28 to Monday 31 August 2026.

Daily public opening times not found. · Isle of Wight Steam Railway · £26.00 · Booking required

English Heritage Great British Summer activities run at Carisbrooke Castle from 18 July into early September 2026.

Official event continues to 6 September. · Carisbrooke · Paid

English Heritage's Great British Summer runs at Osborne House in East Cowes daily from 18 July to 6 September, with fairground activities, circus skills, puppet antics and a children's stamp passport trail.

Official event continues to 6 September. · Osborne House · Paid

A free outdoor screening of family adventure The Goonies at Puckpool Park, starting at 8.30pm with advance registration required.

20:30–22:30 · Puckpool Park · Free · Booking required

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

The Isle of Wight Steam Railway Island Steam Fair runs from Friday 28 to Monday 31 August 2026.

Daily public opening times not found. · Isle of Wight Steam Railway · £26.00 · Booking required

A free live music weekend on Ryde seafront on Saturday 29 and Sunday 30 August 2026.

Daily 10:00-19:00 · Ryde · Free

English Heritage Great British Summer activities run at Carisbrooke Castle from 18 July into early September 2026.

Official event continues to 6 September. · Carisbrooke · Paid

English Heritage's Great British Summer runs at Osborne House in East Cowes daily from 18 July to 6 September, with fairground activities, circus skills, puppet antics and a children's stamp passport trail.

Official event continues to 6 September. · Osborne House · Paid

Tour Royal Solent Yacht Club in Yarmouth, discover its year-round sailing and social activities, and enjoy western Solent views during this public open day.

11:00–14:00 · Royal Solent Yacht Club

A free open-air screening of horror comedy Scary Movie 6 at Puckpool Park, with an 8.30pm start and advance registration required.

20:30–22:30 · Puckpool Park · Free · Booking required

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

The Isle of Wight Steam Railway Island Steam Fair runs from Friday 28 to Monday 31 August 2026.

Daily public opening times not found. · Isle of Wight Steam Railway · £26.00 · Booking required

A free live music weekend on Ryde seafront on Saturday 29 and Sunday 30 August 2026.

Daily 10:00-19:00 · Ryde · Free

English Heritage Great British Summer activities run at Carisbrooke Castle from 18 July into early September 2026.

Official event continues to 6 September. · Carisbrooke · Paid

English Heritage's Great British Summer runs at Osborne House in East Cowes daily from 18 July to 6 September, with fairground activities, circus skills, puppet antics and a children's stamp passport trail.

Official event continues to 6 September. · Osborne House · Paid

Antiques, collectables and craft stalls on Calbourne Recreation Ground with hall refreshments and donation entry.

10:00–15:00 · Calbourne Recreation Centre · Donations welcome

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

15:00–18:00 · The Waterfront

The 1979 British drama Quadrophenia closes Pictures in the Park, with free outdoor cinema and special scooter parking at Puckpool Park.

20:30–22:30 · Puckpool Park · Free · Booking required

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

The Isle of Wight Steam Railway Island Steam Fair runs from Friday 28 to Monday 31 August 2026.

Daily public opening times not found. · Isle of Wight Steam Railway · £26.00 · Booking required

English Heritage Great British Summer activities run at Carisbrooke Castle from 18 July into early September 2026.

Official event continues to 6 September. · Carisbrooke · Paid

English Heritage's Great British Summer runs at Osborne House in East Cowes daily from 18 July to 6 September, with fairground activities, circus skills, puppet antics and a children's stamp passport trail.

Official event continues to 6 September. · Osborne House · Paid

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

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

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

Voodoo Room bring Hendrix, Clapton and Cream classics to Medina Theatre in Newport for a guitar-led night of blues-rock.

19:30–21:45 · Medina Theatre · £26.00 · Booking required

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

Sing-Along-A Musicals Live! brings West End and Broadway favourites to Medina Theatre in Newport for a group-friendly theatre night.

19:30–21:45 · Medina Theatre · £28.00 · Booking required

Punk poet, singer-songwriter and multi-instrumentalist Attila the Stockbroker performs at the Anthony Minghella Theatre, Quay Arts.

19:30–21:30 · Quay Arts · £15.00 · Booking required

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

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

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

15:00–18:00 · The Waterfront

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

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

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

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

A charity quiz and buffet at Bargeman’s Rest in Newport, raising money for Heartbeat with prizes for teams of up to six.

18:30–22:00 · Bargeman's Rest · Paid · Booking required

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

Vote Pedro bring mariachi brass, big harmonies and playful versions of pop, rock and chart favourites to Department in Ryde.

20:00–23:00 · Department · Paid · Booking required

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

The Forbidden Realm of Conspiracies: Uncovered brings a 16+ conspiracy-themed stage night to Medina Theatre in Newport.

19:30–21:30 · Medina Theatre · £26.00 · Booking required

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

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

15:00–18:00 · The Waterfront

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

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

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

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

Lindisfarne play Medina Theatre in Newport on Thursday 17 September 2026, with tickets listed at £36.

19:30–21:45 · Medina Theatre · £36.00 · Booking required

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

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

Stay late at Wildheart Animal Sanctuary for animal talks, family entertainment, live music, food and a 50th-birthday drone show.

17:00–20:30 · Wildheart Animal Sanctuary · £16.50 · Booking required

A candlelit Luther Vandross tribute brings smooth soul, live vocals and band-led arrangements to Medina Theatre in Newport.

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

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

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

15:00–18:00 · The Waterfront

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

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