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Isle of Wight entertainment

On the Isle of Wight it’s impossible to run out of things to do!

When it comes to entertainment, the Island is a hive of activity with events happening every day in every town.

At night the towns and villages come to life as the pubs & bars and bistros & restaurants open up for night time trade.

As you walk through the high streets, you can hear music from local artists being enjoyed inside the various entertainment venues.

As well as being a great place for music (spearheaded by the fantastic Isle of Wight Festival), the Island has a name for itself as a bit of an arts hub.

We have some excellent theatre groups and smaller festivals which celebrate the best of the Isle of Wight’s creative talent.

Plays and films are shown in all kinds of quirky venues, from old converted post offices to 18th century stately homes.

And there is The Wight Proms, a festival of open-air picnic concerts celebrating the Isle of Wight's music, food, people & red squirrels. There has never been a music festival quite like this on the Isle of Wight.

If you’re feeling more conventional, we also have larger cinemas which screen national releases every day.

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Music & Tapas with Phantasia (Theorbo, Mandora & Violin)

Type

Type:

Music

NEWCHURCH

Join us at The Garlic Farm Restaurant for our monthly tapas & music evenings. We are very pleased to be hosting a series of visiting professional musicians for recitals throughout 2025 in collaboration with Wight Proms Wednesdays.
The restaurant…

Dates

From:

5 Nov 2025to5 Nov 2025
Santa Specials at Isle of Wight Steam Railway

Type

Type:

Christmas

HAVENSTREET

Join us for a traditional festive event for all the family.
Ride the train, explore the winter wonderland and visit Santa in his grotto.
Watch the live entertainment and ride the traditional fairground rides. Every child receives a…

Dates

From:

6 Dec 2025to7 Dec 2025

From:

13 Dec 2025to14 Dec 2025

From:

20 Dec 2025to24 Dec 2025
West Wight Chilly Hilly

Type

Type:

Sporting Event

Freshwater

West Wight Chilly Hilly is back in 2025 on Sunday 14th December!
What better way to begin winter festivities than with a 10 mile run in the spectacular West Wight countryside? Taking in cliff paths, beaches, wooded glades and spectacular…

Dates

From:

14 Dec 2025to14 Dec 2025

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Visit Isle of Wight - Official Tourism Board Information Website

The Needles Landmark Attraction
The Needles Landmark Attraction
Sandham Gardens
Sandham Gardens
Isle of Wight Pearl
Isle of Wight Pearl
Walking
From challenging coastal walks to beautiful short walking routes the Isle of Wight is perfect for relaxing walking holidays!

Luccombe Manor
Luccombe Manor
Luccombe Hall Hotel
Luccombe Hall Hotel
The Wight
The Wight
Ferry discounts with accommodation
Ferry discounts with accommodation

Isle of Wight Walking Festival
Isle of Wight Walking Festival
Isle of Wight Festival
The iconic Isle of Wight Festival attracts some of the biggest rock acts on the planet!
Royal Isle of Wight County Show
Royal Isle of Wight County Show
Cowes Week
There's nothing quite like Cowes Week; the oldest and largest annual sailing regatta in the World.

Dog friendly
Dog friendly
Eco-friendly & sustainable
Eco-friendly & sustainable
Group friendly ideas
Group friendly ideas
Family holidays
Family holidays

Isle of Wight ferries
Information on all the ferry options available to the Isle of Wight from mainland UK
Ferry discounts with accommodation
Ferry discounts with accommodation
Electric vehicle charging points
Electric vehicle charging points
Bike hire
Bike hire