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.
To build your own Itinerary, click to add an item to your Itinerary basket.
Number of results: 103
, currently showing 41 to 60.
Comedy
Shanklin
Mike Osman's Jethro - an evening of laughter Brace yourselves for an uproarious journey through time as Mike Osman, the brilliant comedian and close friend of the legendary Jethro, presents the: “JeThRo – What Happened Was Tour" at Shanklin Theatre…
Walking
ISLANDWIDE
Walk this way! The Isle of Wight Walking Festival, sponsored by Outdooractive, will return in Autumn 2025 (4th - 12th October).
An event for keen hikers, relaxed wanderers, and curious explorers alike, the Isle of Wight Walking Festival is a…
Festival
Nunwell, Brading
OKTOBERFEST 2025 AT WIGHT KNUCKLE BREWERY Join us on Saturday 4 October for 12-9pm for a day packed with:
Beer specials from our brewers, with the return of Witbier, Festbier and some brand new specials
Bavarian-inspired food by Heron
…
Dance / Dancing
Haven Street
Join us on the first Saturday of every month for a night of folk and country music, laughter and dancing.
Dust off those cowboy boots, grab your hat, and get ready to swing - well take care of the rest. 6.30PM-9.30PM
6th September - 4th…
Run / Rally
Islandwide
Run with your dog day on the Isle of Wight Dog lovers and runners are invited to lace up their trainers and grab the lead for the very first National #RunWithYourDogDay on 4 October 2025, a new annual event celebrating fitness, fun, and the special…
Music
Newport
Europe's leading Abba tribute, Abbamania, continue to entertain audiences with their outstanding vocals and musical performance's live on stage.
Now in their 26th year of touring plant earth, Abbamania's widely acclaimed tribute to Abba is a…
Health & Wellbeing
Ventnor
The Journey Series: Gong & Sound Baths Introducing a curated series of 4 Sound Journeys designed to let go, explore new inner landscapes, and return to yourself transformed.
The Departure: Moving Forward. This second session moves you into…
Music
Newchurch
Join us every first Sunday of the month for live jazz from local Island musicians.
We welcome Richard White on piano and vocals performing a selection of Golden Era classics and rarities.
Arts
Newport
Following on from our popular Kids Art sessions, Youth Art is a monthly workshop especially for 12-15yr olds. Artist and tutor Caroline Underwood (or a guest tutor) leads a different creative activity each workshop and provides guidance and…
Exhibition
Newport
2025 marks the fourth instalment of the Isle of Wight Young Artist Award brought to Quay Arts by Brave Island. Young people aged 14-25 years old are invited to submit their artwork to be displayed in the professional setting of our Clayden Gallery.…
Heritage & History
Newtown
Join our knowledgeable team for a guided walk around Newtown National Nature Reserve, where they'll share fascinating stories from Newtown's rich history and highlight the significance of this beautiful nature reserve.
Click the following link…
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 be held between the 9 and 12 October 2025 at Northwood House, Cowes. The festival will once again be providing…
Concert
Newport
Local artists performing on the Isle of Wight Join Vectis Radio for a night of entertainment from some great local artists, and help Vectis Radio raise some much needed funds.
Just £15 for a ticket gets you live performances from Ben Stubbs,…
Festival
Ryde
The beer festival set in ryde during the bus museum Wightrider event.
We have 7 pubs each putting on entertainment, games and special offers over the weekend from Friday 10th to Sunday 12th of October.
The Railway - St Johns Station, Ryde…
Music
Newport
Featuring the ballads, the beats, the ginger hair, the loop pedal magic and now a live band! Ed Sheeran Experience is a live show consisting of all the hits.
Jack Shepherd has been performing as Ed since 2014 and has even been credited by the man…
Comedy
Newport
Former County Press reporter Matthew Mckew returns to the Isle of Wight with his stand up comedy show, fresh from Edinburgh Fringe 2025.
Matthew serves us a "cheeky chappy" sense of humour, according A Youngish Perspective and is a "tour de…
Tour
Ryde
Experience the charm of a classic bus journey Wightrider offers a variety of vintage buses for you to enjoy on the 11th & 12th October. This event is perfect for all ages, from families looking for a fun day out to transport enthusiasts eager for a…
Festival
HAVENSTREET
Head to the Isle of Wight Steam Railway's Autumn beer festival for a celebration of beer and steam.
Choose from a huge selection of real ales, there are even a few ciders for those with a sweeter tooth.
You’ll have the opportunity to try…
Music
Newport
Here comes the perfect tribute to a Beatles legend!
Enjoy the UK's ultimate live music tribute to George Harrison, performing his best-loved hits from The Beatles, his solo career and The Traveling Wilburys.
After the Liverpudlian…
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.
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