The 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: 95
, currently showing 1 to 20.
Guided Walk
HAVENSTREET
As part of the Steam Railway's 50th anniversary celebrations, we're offering the opportunity to walk the Island's disused railways. Our November walk follows the course of the Freshwater, Yarmouth and Newport Railway. This line opened in 1899 but…
Christmas
HAVENSTREET
One of the only attractions open on the Isle of Wight on Boxing Day.
After the indulgence of Christmas Day enjoy a relaxing train journey through the stunning Isle of Wight countryside. Settle back in a cosy carriage as you take in the ten mile…
Christmas
EAST COWES
Join the festively-fun adventure quest which will allow you and your family to explore and discover fun facts and festiva folklore along the trail! Clues will be dotted around the grounds of Osborne.
Book tickets online now.
Special Events
VENTNOR
The Island's Biggest, Award-Winning Scare Event Returns this October!
Terror Island, with three epic scare mazes is the ultimate night out this October!
Running on five select dates from 22nd - 31st, the event will really give you…
Family
HAVENSTREET
One of the only attractions open on the Isle of Wight on New Year’s Day.
After the indulgence of the festive season enjoy a relaxing train journey through the stunning Isle of Wight countryside. Settle back in a cosy carriage as you take in the…
Childrens Events
NEWPORT
Join us this half term for some Halloween fun at the Haven! Our primate rescue centre will be getting into the spirit of Halloween from the 16th-31st October and we'd love for you to join us! There will be lots going on, including a kids ghost hunt…
Sporting Event
WEST COWES
There's nothing quite like Cowes Week; the oldest and largest annual sailing regatta in the World.
Heritage & History
HAVENSTREET
NEW for 2021: A running event with a difference. Can you complete the 5km run between Wootton and Havenstreet faster than our steam train? Whether you're a seasoned runner, a parkrun plodder, or an active family, this promises to be an event to…
Sporting Event
WEST COWES
This year Round the Island Race will be celebrating its 90th anniversary on the 3rd July 2021. It's sailing’s answer to the London Marathon as over 1,500 boats, crewed by some of the biggest names in sailing as well as keen amateur sailors, skim…
Music
SHANKLIN
Cum On Feel The Noize…. IT’S CHRISTMAAAAASSS!
So you thought there was nothing happening at the end of November on the Isle of Wight? Well, think again! Here’s something really exciting to look forward to as the nights draw in and…
Heritage & History
HAVENSTREET
It's wickedly, wonderful fun this half term as witches, wizards and other ghouls take over the Isle of Wight Steam Railway. It wouldn't be Halloween without a little magic and we have a real life magician conjuring up a few tricks. Meet the…
Walking
ISLANDWIDE
Walk this way! After a brief hiatus in 2020, the Isle of Wight Walking Festival returns with a new date for 2021. So, lace up your walking boots, dig out your woollies and join us between the 9th and 22nd October for the first autumnal Walking…
Family
HAVENSTREET
Dare you ride the train of fright? This All Hallows Eve make your way to Havenstreet for a spooky evening under the cover of darkness. Dress up in your best cunning costume, whether it's a witch, wizard, zombie or dracula and lurk along the…
Fete / Fair
SANDOWN
Set against a beautiful backdrop of rolling green hills and farmland, the Garlic Festival is located just outside of Newchurch at the heart of the stunning Isle of Wight. Our show is food and entertainment at its very best.
Theatre
SHANKLIN
Join the popular Island Savoyards as they make their "post-pandemic" return to the stage with this deviously delicious hit Broadway show. Little Shop Of Horrors has devoured the hearts of theatre goers for over 30 years. Howard Ashman and Alan…
Family
Newchurch, Sandown
Thursday 21st October and Wednesday 27th October Join us for our popular Family Supper with Magical Entertainment at The Garlic Farm Restaurant Enjoy a family friendly menu with magic shows from our favourite local magician. Booking Essential. …
Music
SHANKLIN
Jack Up Events presents Jaki Graham Greatest Hits Live!
With her repertoire of unforgettable and timeless classics, Jaki Graham is one of the UK’s finest Soul and R&B singers.
Jaki achieved international success with a string of hits from…
Guided Walk
Newchurch, Sandown
Nestled at the foot of the Chalk Downs, the fields, woodlands and ponds of The Garlic Farm are a haven for Nature. Autumn is a wonderful season on the farm, with birds forming flocks and on migration, butterflies and dragonflies still on the wing,…
Comedy
SHANKLIN
** Re-Scheduled Date**
He’s back. The keenly awaited brand-new tour show is here. Packing more energy than a Duracell factory, Russell’s RS Turbo laugh engine will motor through love, family and life - once again proving that the fast and the…
Music
Newport
Drum and Bass MC turned singer-songwriter Billy Rowan, aka The Undercover Hippy, is definitely not your average singer songwriter. Described by Tom Robinson (BBC6Music) as being "like the love-child of Steel Pulse, Kate Tempest and The Sleaford…
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The Needles Landmark Attraction
Isle of Wight Pearl
Sandham Gardens
Isle of Wight Steam Railway
Luccombe Manor
Luccombe Hall Hotel
Dog Friendly Accommodation
Ferries & Accommodation
Isle of Wight Walking Festival
Ghost Tours at Carisbrooke Castle
Terror Island at Blackgang Chine
Wizard Week at Isle of Wight Steam Railway
Dog friendly
Competitions
Over half of the Isle of Wight is designated as an Area of Outstanding Natural Beauty
Family Holidays
Information on all the ferry options available to the Isle of Wight from mainland UK
Slow Travel Guide
Bike Hire
Walking
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