Isle of Wight Festival of Running - 1 June
A day of Isle of Wight Festival of Running activity based around Freshwater and the west Wight's coastal and countryside routes.
West Wight Sports and Community Centre · Freshwater · Community
Archive
Past event listings from 2026, kept separate from the current programme while remaining reachable for visitors and search engines.
2026
A day of Isle of Wight Festival of Running activity based around Freshwater and the west Wight's coastal and countryside routes.
West Wight Sports and Community Centre · Freshwater · Community
2026
The Scarlet Pimpernel concludes at Shanklin Theatre with Shoreline Productions' adventurous musical of revolution and romance.
Sunday afternoon live music at The Waterfront, Totland Bay (Paolo on the poster). Music from 3pm; check venue for food service times. Source: venue poster / eatbythesea.com.
The final listed performance of The Scarlet Pimpernel brings Shoreline Productions' musical adventure to Shanklin Theatre on Sunday afternoon.
Three Rivers Music Festival closes at Durrants Farm with a final day of live music, DJs, community, camping, and rural festival atmosphere.
The Isle of Wight Festival of Running 2026 opens on 31 May at West Wight Sports and Community Centre in Freshwater, starting a week of community runs and trail racing across the West Wight.
West Wight Sports and Community Centre · Freshwater · Community
Raw Samba brings 60-plus musicians and Samba Solent dancers to the Isle of Wight Steam Railway at Havenstreet on Sunday 31 May 2026, with free station entry and children's activities on the day.
Isle of Wight Steam Railway · Havenstreet · Family , Heritage & history
The Jive Aces, Britain's Got Talent swing and jive band, return to Bembridge Coast Hotel on Saturday 30 May 2026 for a high-energy evening show starting at 9:30pm.
Shoreline Productions bring their full-scale musical The Scarlet Pimpernel to Shanklin Theatre on Saturday 30 May, with a 7.30pm curtain and tickets at £23.
The Saturday evening performance of The Scarlet Pimpernel brings Shoreline Productions' musical adventure to Shanklin Theatre.
England's record appearance holder Peter Shilton CBE takes to the stage at Medina Theatre in Newport on 30 May 2026 for a live interview and Q&A, marking forty years since the Hand of God.
The Saturday matinee of The Scarlet Pimpernel brings Shoreline Productions' musical adventure to Shanklin Theatre in the afternoon.
A playful Brading church fundraiser where teddy bears and other soft toys take on parachute jumps and zip lines.
Ryde-based charity Aspire Creative Hub curates the Community Stage at Three Rivers Music Festival on Saturday 30th May, spotlighting grassroots Isle of Wight acts from 11am to 2:30pm at Durrants Farm.
Three Rivers Music Festival continues at Durrants Farm with bands, DJs, camping, local traders, family activities, and woodland dance stages.
The Bohemians bring ska-blues and rockin’ reggae to The Three Bishops in Brighstone.
Billy Bibby, founding member and lead guitarist of Catfish and the Bottlemen, plays The Balcony in full as a stripped-back acoustic set at Strings Bar & Venue, Newport.
The Jive Aces bring their Feelin' Happy Tour to Medina Theatre in Newport on 29 May, with jazz vocalist Noelle Vaughn in support, for an evening of swing, jive, and rhythm and blues.
Shoreline Productions return to Shanklin Theatre with a full-scale musical production of The Scarlet Pimpernel on Friday 29 May, starting at 7.30pm, tickets £23.
The Scarlet Pimpernel returns to Shanklin Theatre for a Friday evening musical packed with romance, rescues and revolutionary danger.
A Cowes book launch and talk for Fault Lines, a collection of 25 unsettling stories by five Isle of Wight writers.
Three Rivers Music Festival runs at Durrants Farm in Porchfield on Friday 29 May 2026, with a full day of live music from noon to 11pm and adult tickets priced at £80.
Children are invited to dress as pirates and join the parade at Bembridge Lifeboat Station on the morning of Friday 29 May, with a prize awarded to every child who takes part.
Shoreline Productions stages The Scarlet Pimpernel at Shanklin Theatre on Thursday 28 May, with curtain up at 7.30pm, tickets at £23 and booking required.
Shoreline Productions brings The Scarlet Pimpernel to Shanklin Theatre for an evening musical performance of disguises, rescues and romance.
A practical two-hour demonstration on show-ring turnout for horses and ponies, run by the Isle of Wight Pony Club with Pip Smith at the County Showground, Northwood. Tickets £8, booking required.
Isle of Wight County Showground · Northwood · Community , Family
Children's activities at Bembridge Lifeboat Station's Offshore Boathouse from 10am to noon on 28 May, part of the RNLI's Yellow Welly Week, with no booking needed.
An early-evening open mic session at The White Lion Arreton with acoustic guitar and PA provided.
A fundraising ladies evening fashion show at Yarmouth Sailing Club for RNLI Yarmouth Lifeboat.
A Yellow Welly Week lifeboat launch and recovery evening at Bembridge Lifeboat Station, with doors open from 6.30pm and refreshments after the launch.
The NSRA Hot Rod Fun Run brings custom hot rods, classic street cars and cruisers to Havenstreet on Tuesday 26 May.
Isle of Wight Steam Railway · Havenstreet · Community , Family
Bank Holiday Monday jam night at The White Horse Inn in Whitwell, with full backline and PA provided, kitchen open until 20:30 and music from 19:30.
A Shorwell bank holiday duck race at The Crown Inn, with live music, glitter tattoos, pub food and fundraising for St Peter's Church.
The Crown Inn, Shorwell · Shorwell · Community , Food & drink
Bembridge Lifeboat joins Bembridge Street Fair during Yellow Welly Week, with the RNLI presence in the village from 11am to 4pm.
SBW Raptors Open Day brings free bird of prey displays, meet-and-greets and family activities to Calbourne Water Mill.
A Bank Holiday Monday car boot sale at Chale Recreation Ground, with seller set-up from 7:30am and buyer gates from about 9am.
Bank Holiday Monday at Havenstreet brings vintage amusements, Jason Maverick circus shows, treasure hunt, arts and crafts, play park and steam trains.
Isle of Wight Steam Railway · Havenstreet · Heritage & history , Arts & crafts
The Cavern Club Story comes to East Cowes Town Hall for Cowes Fringe, telling the story of Liverpool's famous music venue with live musicians and visuals.
Cult Figure celebrates Kenneth Williams' centenary at Northwood House, with Colin Elmer reprising the comedy icon in Cowes Fringe's Sunday theatre programme.
Flats & Sharps bring contemporary acoustic music from their Always There EP to the intimate Monkton Arts venue in Ryde.
A 50th anniversary marching band tattoo at Cowes Enterprise College, bringing youth marching bands and drill display teams to Cowes for an evening show.
Sunday afternoon live music at The Waterfront, Totland Bay — line-up to be confirmed on the venue poster. Source: venue poster / eatbythesea.com.
Premium Wine & Chocolate Pairing brings Helena Nicklin and Chantal Coady OBE to Bar 46 for a Sunday Cowes Fringe tasting.
Theatretrain Isle of Wight's 2.30pm Cowes Fringe performance brings young musical-theatre talent to East Cowes Town Hall.
Karen Robb leads a Sewing Bee Competition Workshop at Northwood House for Cowes Fringe, with participants asked to bring their own sewing machine.
Theatretrain Isle of Wight performs Sing & Dance the Musicals at East Cowes Town Hall, showcasing young Island performers in a lunchtime Cowes Fringe show.
Cowes Fringe closes with music, theatre, comedy, and performance across venues in Cowes against the town's maritime backdrop.
Vintage amusements, Jason Maverick circus shows, treasure hunt, arts and crafts, play park and steam trains at Havenstreet on Sunday 24 May.
Isle of Wight Steam Railway · Havenstreet · Heritage & history , Arts & crafts
Robin Hill hosts Bingo Bango II with interactive bingo, comedy, party anthems, and Say You'll Be Spice performing Spice Girls hits.
Sir Derek Jacobi appears in conversation with Richard Clifford at East Cowes Town Hall for a Cowes Fringe gala evening supporting Mountbatten Isle of Wight.
Horse Box Theatre brings Ubu, King of the Isle of Wight to Northwood House for a wild Cowes Fringe satire inspired by Alfred Jarry's Ubu Roi.
Fine Chocolate & Spirits Pairing brings Helena Nicklin and Chantal Coady OBE to Bar 46 for a Cowes Fringe tasting experience.
Raise a glass to the best weekend of the spring! The North East Ale Trail is the ultimate pub crawl through 14 of the island's most charming venues. From historic inns to trendy bars, discover an incredible selection of real ales and local craft brews while exploring the picturesque North East coast. It's a celebration of community, hops, and great vibes. No tickets required—just grab your trail map and start your journey! Whether you're an ale aficionado or just love a great atmosphere, this is the trail you've been waiting for. Cheers to the North East!
Cowes Fringe continues with a town-wide programme of music, theatre, comedy, DJ sets, and local and national performers.
Stitches & Stories invites children to make fabric squares for a Cowes maritime quilt at East Cowes Town Hall during Cowes Fringe.
East Cowes Town Hall · East Cowes · Arts & crafts , Community
The Chillerton & Gatcombe Scarecrow Festival fills the villages with gallybaggers, trail maps, tea-room stops and half-term family wandering.
Chillerton & Gatcombe (various locations) · Chillerton & Gatcombe · Community , Arts & crafts
Green Haze bring a high-energy Green Day tribute show to Strings Bar & Venue, with punk-rock hits and authentic stage energy.
James Graham's Quiz comes to Apollo Theatre in Newport, turning the Who Wants to Be A Millionaire? coughing scandal into a sharp courtroom-meets-game-show drama.
Rabbit Rabbit brings Triple Cream's Chas & Dave tribute to East Cowes Town Hall for a Cowes Fringe Friday night of Rockney singalong favourites.
Cowes Fringe opens with music, theatre, comedy, and performance across local venues in the sailing town.
A Friday evening car boot sale at Calbourne Recreation Centre, with sellers from mid-afternoon, buyers from 4.30pm and donations supporting two island charities.
An Island Artisans spring market at Yarmouth Town Hall, featuring local makers and artists across art, homewares, accessories and apothecary.
Sky Sports legend Jeff Stelling shares football stories, career anecdotes, and audience Q&A in an evening hosted by Bianca Westwood.
An intimate Strings Bar & Venue show with Mark Morriss, frontman of The Bluetones, performing solo material and indie favourites.
A £2 quiz night at The Stag in Newport, raising money for Skipper's Sanctuary and its long-term care of unreleasable wild birds.
Ryde museum open day — Mon 18 May 2026, 10am–4pm. Browse the collection and seasonal displays; standard museum entry.
Isle of Wight Bus & Coach Museum · Ryde · Heritage & history , Community
A Shanklin Theatre celebration of Irish music, stories, and Celtic charm with live fiddle, accordion, and classic singalong favourites.
I Fagiolini and The English Cornett & Sackbut Ensemble close Fairest Isle Festival with Monteverdi's 1610 Vespers at All Saints Ryde.
Sunday afternoon live music at The Waterfront, Totland Bay (2 BIT on the poster). Music from 3pm; check venue for food service times. Source: venue poster / eatbythesea.com.
Easy royal-history stroll covering Victoria's notable guests — Sun 17 May 2026, 2:30–4:30pm. Donations welcomed; register via Walking Festival.
Daytime over-30s clubbing at Strings Bar & Venue, Newport — Sun 17 May 2026, 2–7pm. Nostalgia and dancefloor classics via Hush Silent Disco; ticketed.
Sunday daytime session at The Hut overlooking Colwell Bay — Sun 17 May 2026, noon–5pm. Food, drinks and DJs; family-friendly vibe — reserve via SevenRooms.
Live music in the courtyard with local musicians and choirs; free entry and free parking. Source: Visit Isle of Wight.
Goddards Brewery continues its Rydabus Weekend stop with vintage bus links, brewery tours, and food and drink offers for programme holders.
Village-wide yard-trail shopping day — Sun 17 May 2026, 11am–3pm. Hop between households selling homeware, plants, clothes and treasures above Ventnor.
Guided LGBTQ+ storytelling walk inspired by Virginia Woolf — illustrated Freshwater route with hidden histories (Sun 17 May 2026, 10:30–11:30). Tickets £10 via Eventbrite.
Albion Hotel, Freshwater Bay · Freshwater · Walking , Heritage & history
High-octane Festival of Transport with vintage vehicles plus steam trains (Sun 17 May). Free festival entry; usual fares if you board the train.
Circular west Wight walk from Off the Rails, Yarmouth — Sun 17 May 2026, 10am start (~11–13 miles, ~4.5–6 hrs). Free, ticketed on Eventbrite; led by Earl Carpenter.
Car-culture takeover at the County Showground — Sun 17 May 2026 (10am–4:30pm listing on Eventbrite). Tiered tickets about £0–£33; full weekend programming may vary — confirm on the official ticket page.
A Dinosaur Isle museum tour followed by a Fairest Isle Festival recital featuring rare baroque instruments and folk-influenced music.
The spring Isle of Wight Walking Festival concludes with guided walks showcasing footpaths, coastal views, local heritage, and island wildlife.
Isle of Wight (various locations) · Newport · Heritage & history
A lively Fairest Isle Festival concert at The Sugar Store in Cowes, moving through Latin American rhythms, sunlight, and shadow.
A seven-piece tribute show at Shanklin Theatre performing the full Bob Marley catalogue, led by Michael Anton Phillips and backed by musicians who have performed with The Original Wailers and Aswad.
The Isle of Wight Symphony Orchestra presents Romantic Masterworks at Medina Theatre, featuring violinist Charlie Lovell-Jones and works by Berlioz, Finzi, Bruch, and Sibelius.
Evening beach club atmosphere at The Hut, Colwell Bay — Sat 16 May 2026 from 6:30pm into the night. Booking via SevenRooms; adults-focused lineup.
A participatory sonic tasting experiment at The Sugar Store in Cowes exploring how sound, prediction, and live violin can affect flavour.
Silent Moves at Brading Roman Villa — immersive headphones and a silent groove session (£15; booking via museum reception or online). Source: Visit Isle of Wight.
Historian-led explore of Bembridge Fort on Culver Down — Fri 16 May 2026, 11am–1:30pm. Voluntary donation tickets on Eventbrite.
Bembridge Fort (Culver Down) · Bembridge · Heritage & history
Punk-history stroll around Ryde celebrating Grade 2 lyrics/locations — Fri 16 May 2026, 11am–noon. Free but register via Walking Festival.
Ryde · Ryde · Music , Heritage & history
Goddards Brewery joins Rydabus Weekend as a stop for vintage bus visitors, with brewery tours and food and drink offers for programme holders.
Abbey church → hide (red squirrels) → medieval ruins loop — Fri 16 May 2026, 11am–noon. Donations welcomed; coordinate via Walking Festival.
National Trust downland trek to the Longstone megalith — Fri 16 May 2026, 10:30am–12:30pm. Paid NT/Walking Festival booking.
Mottistone Gardens (National Trust) · Brighstone · Heritage & history
A relaxed family-friendly Fairest Isle Festival workshop at Aspire Ryde exploring baroque and folk lullabies with historical instruments.
Aspire Ryde · Ryde · Family , Community
Heritage bus weekend across the Island (16–17 May 2026): free rides on classic buses, optional souvenir programme (£12.70–£14.20), links with Steam Railway events — details from the Bus Museum.
Isle of Wight (various locations) · Newport · Walking , Community
Cider, sausages and steam at the Isle of Wight Steam Railway — Sat 16 May 2026, 10am–5pm. Food, drink and vintage railway atmosphere; ticketed — check site for fares and bundles.
Isle of Wight Steam Railway · Havenstreet · Heritage & history
Victorian women's history walking seminar — Fri 16 May 2026, 10am–1pm. Mature themes; paid — book via Walking Festival site.
Isle of Wight (various locations) · Newport · Heritage & history , Community
The spring Isle of Wight Walking Festival continues with guided walks for families, casual walkers, and experienced hikers across the island.
Isle of Wight (various locations) · Newport · Heritage & history
Grand car boot sale at Havenstreet station (Sat 16 May, sellers from 8:30am). A nostalgic morning hunt for bargains beside the steam railway.
Isle of Wight Steam Railway · Havenstreet · Heritage & history
A peaceful late-evening sung service of Compline at St John's Church, with plainchant and polyphony as part of Fairest Isle Festival.
Soprano Ruby Hughes joins period string players and theorbo for an evening of Dowland, Purcell, and early English song in Newport.
A Fairest Isle Festival afternoon at Brading Roman Villa combining a heritage talk, museum tour, short baroque recital, cake, and coffee.
Archaeology hike from Carisbrooke into Bowcombe Valley Roman landscapes — Thu 15 May 2026, 10:30am–12:30pm. Paid Eventbrite ticket required.
Full-day downland epic linking St Catherine's Oratory, a secluded cove lunch stop and St Catherine's Lighthouse — Thu 15 May 2026. Free but ticketed via festival.
Literary walking tour connecting Dickens novels with Bonchurch lanes — Thu 15 May 2026, 10am–12:30pm. Paid heritage walk via Walking Festival bookings.
Eleven-day island-wide celebration (15–25 May 2026): ~200 artists open studios, pop-ups and galleries — paint, sculpture, print, photography, textiles, jewellery and ceramics. Wander, meet makers and plan routes from the Quay Arts showcase.
Costumed Ryde heritage wander — Thu 15 May 2026, 10am–noon. Paid guided theatre walk; reserve through Walking Festival.
Preview every participating artist in one gallery — Open Studios Showcase at Quay Arts, Newport (15–25 May 2026). Free entry during usual gallery hours; ideal route-planning stop before studio hops later in May.
The spring Isle of Wight Walking Festival continues with guided walks across the island's coast, countryside, heritage routes, and nature trails.
Isle of Wight (various locations) · Newport · Heritage & history
Documentary screening plus energy discussion at Department, Ryde — Wed 14 May 2026 (doors from 6pm; film from 6:30pm). Check Department menu for tickets/pricing.
Department · Ryde · Community
Epic east-coast walk linking Sandown, Culver Down, Bembridge & St Helens — Wed 14 May 2026, 1–6pm. Donation-based ticket via Walking Festival.
Four-day real ale & cider festival at The Sportsman's Rest, Porchfield — Thu–Sun 14–17 May 2026 from late morning into the evenings. Free entry; buy tokens for drinks — plus BBQ, garden space and live music.
Archaeology-themed cliff-and-beach walk from Freshwater Bay — Wed 14 May 2026, 10:30am–12:30pm. Paid heritage outing via Walking Festival bookings.
Ryde heritage highlights loop — Bus Museum, Monkton Arts, Appley Tower — Wed 14 May 2026, 10:30am–12:30pm. Donations welcomed; register via festival.
Ryde museum open day — Wed 14 May 2026, 10am–4pm. Vintage buses, interactives and island stories; standard admission.
Isle of Wight Bus & Coach Museum · Ryde · Heritage & history , Community
Bonchurch graveyard storytelling walk — Wed 14 May 2026, 10–11:30am. Gentle-paced heritage route; paid — book via Walking Festival.
The spring Isle of Wight Walking Festival continues with guided walks across the island's coast, countryside, heritage routes, and nature trails.
Isle of Wight (various locations) · Newport · Heritage & history , Family
Ranger-led fort tour at Fort Victoria Country Park — Tue 13 May 2026, 2–3pm (Walking Festival). Paid walk — confirm price/booking via festival listings.
West Wight coastal hike Totland Pier ↔ Yarmouth Pier via Freshwater Causeway — Tue 13 May 2026 (~8 miles). Donation tickets via Eventbrite.
Walking Festival self-guided nature loop around Brading Roman Villa — Tue 13 May 2026, 10am–4pm. Free entry but Eventbrite booking required.
Ryde museum open day — Tue 13 May 2026, 10am–4pm. Explore restored buses and island transport heritage; standard museum admission applies.
Isle of Wight Bus & Coach Museum · Ryde · Heritage & history , Community
Walking tour at Quarr Abbey. As part of the Isle of Wight Walking Festival, enjoy a tour of the Quarr Abbey Ruins (about 1.5 hours). Source: Visit Isle of Wight.
Sunday afternoon live music at The Waterfront, Totland Bay (Coverflow on the poster). Music from 3pm; check venue for food service times. Source: venue poster / eatbythesea.com.
Sunday afternoon live music at The Waterfront, Totland Bay (Chelsea Rose on the poster). Music from 3pm; check venue for food service times. Source: venue poster / eatbythesea.com.