Our island’s official tourism website

Welcome to the Itinerary Planner. Use this tool to build your own journey or choose from an exciting range of specially selected tours.
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Number of results: 84
, currently showing 41 to 60.
Literature
Cowes
Isle of Wight Literary Festival in October A popular annual event in the Isle of Wight calendar, the Isle of Wight Literary Festival will take place from 8–11 October 2026 at Northwood House in Cowes. The festival will once again present a varied…
Concert
Ventnor
The Serenata Guitar Trio are making their debut appearance on the Isle of Wight performing an evening of Classical Guitar, featuring music by Vivaldi, Boccherini, Giuliani, plus music from South America and The Movies.
John Mills: Legendary…
Heritage & History
Havenstreet, Ryde
Beer & Steam returns to Havenstreet on Saturday 10 and Sunday 11 October 2026, bringing together two great British traditions for a relaxed autumn weekend in the heart of the Isle of Wight countryside.
Tour
Park Road, Ryde
Experience the charm of a classic bus journey Wightrider offers a variety of vintage buses for you to enjoy on the 10 October to 11 October. This event is perfect for all ages, from families looking for a fun day out to transport enthusiasts eager…
Music
Newport
Brooke Law Live at Quay Arts Centre Experience an evening of powerful live music as acclaimed singer-songwriter Brooke Law brings her distinctive blend of rock, blues and Americana to Quay Arts.
Celebrating her debut album, Brooke Law's…
Indoor
Newport
Cat Video Fest at Quay Arts Calling all cat lovers! Settle in for a joyful cinema experience packed with hilarious cat clips, comedy, chaos and plenty of feline charm.
Whether you’re a lifelong cat person, simply curious to see what all the…
Workshop
Newport
Kinusaiga Textile Art Workshop at Quay Arts Discover the traditional Japanese textile art of Kinusaiga in this two-day workshop, where colourful fabric scraps are transformed into detailed and textured artwork without the need for sewing.
…
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.
Music
Wroxall
Join us at the Isle of Wight Sanctuary for live music in the courtyard with local musicians and choirs.
Health & Wellbeing
Ventnor
Hidden Gems: The Longstone Sound Journey Connect with the power of nature in this immersive Sound Journey at Ventnor Botanic Garden, inspired by the Longstone and the ancient connection between the sun and moon.
Relax and unwind as Symphonic…
Workshop
Newport
Life Drawing with Live Dance at Quay Arts Explore drawing, movement and performance in this unique Life Drawing session, where visual art meets live dance in the atmospheric setting of the Minghella Theatre.
Watch a live dancer move through…
Community
Newport
Monthly Retro Computing & Gaming Meetup – Quay Arts, Isle of Wight Join the Isle of Wight Vintage Computer Club for a free monthly retro computing and gaming meetup at Quay Arts. Experience classic computers, vintage consoles, CRT displays, and…
Music
Newchurch
Join us at The Garlic Farm Restaurant for our monthly Wight Proms Wednesdays Dining and Concert.
14th Oct 2026 - Samuel Moore (Flamenco Guitar) Winner of the Vienna International Music Competition (2025) and the Manhattan International Music…
Nightlife
Newport
Halloween Cabaret Bingo at Quay Arts Celebrate Halloween with an evening of bingo, cabaret and spooky entertainment as Cherry Liquor, Lucy Caboosi and Brenda Rant bring their Halloween Cabaret Bingo to Quay Arts.
Expect a lively mix of themed…
Halloween
Havenstreet, Ryde
Get ready for a spooktacular October half term on our island as the Isle of Wight Steam Railway transforms Havenstreet into a world of witches, wizards, pumpkins and Halloween surprises.
Nightlife
Newport
Attention All Shipping: A Celebration of the Shipping Forecast Join Charlie Connelly for a hilarious and fascinating journey through the history, language and cultural impact of the much-loved Shipping Forecast.
As the forecast enters its…
Days Out
St John's Road, Wroxall
Pumpkin Trail at the Isle of Wight Donkey Sanctuary Get into the Halloween spirit this October half term with a day of pumpkin-themed family fun at the Isle of Wight Donkey Sanctuary.
Open daily from 10am to 4.30pm, the sanctuary is home to…
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…
Nightlife
Newport
The Seagull with Sandra Oh at Quay Arts Award-winning actor Sandra Oh (Killing Eve) takes the title role in this sharp and contemporary reimagining of Molière’s classic dark comedy, filmed live on stage at the National Theatre.
Alice is a…
Nightlife
Newport
Jane Eyre at Quay Arts Orphaned. Oppressed. Unbreakable.
Experience Charlotte Brontë’s timeless gothic romance in a captivating new stage adaptation by Conn Artists Theatre Company.
Follow Jane Eyre’s journey from a cruel and difficult…
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