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E: 30/01 WIN a 5-night family break to the Isle of Wight during May Half Term 2026
https://www.visitisleofwight.co.uk/offers/competitions/win-a-2026-holiday
Ready for a family adventure like no other? Here’s your chance to win a 5-night stay on the Isle of Wight during May Half Term 2026 worth over £3,300!
Ready for a family adventure like no other? Here’s your chance to win a 5-night stay on the Isle of Wight during May Half Term 2026 worth over £3,300!
Sun-soaked coastlines, stunning family accommodation, action-packed days out, and endless opportunities to make memories – this break has it all.
This competition is open until 12 noon on Friday 30 January 2026, so enter now for a chance to make May 2026 unforgettable!
What’s included?
Travel / getting around
- Return car ferry travel to and from the Isle of Wight with your choice of Wightlink Ferries, Red Funnel Ferries, or a return foot-passenger trip with Hovertravel.
- 7-day pass for unlimited travel across the Southern Vectis bus network – perfect for exploring our island.
Accommodation
- 5-night stay in the Adgestone Villa in Sandown, provided by The Island Holiday Company. A stunning family-friendly lodge with a heated pool, hot tub, and a large, enclosed garden where cows often wander past the boundary.
Experiences
- Have your own island-based private chef from Yhangry for one night of your stay, donated by The Island Holiday Company.
- Treat yourself to a relaxing experience with a Temple Spa gift set, donated by The Island Holiday Company.
- Coffee Roasting Experience - discover the art and science behind exceptional coffee with Island Tea & Coffee Co.
Family attraction tickets
- Wildheart Animal Sanctuary - a haven for rescued big cats, bears and other amazing animals, with a mission to protect and inspire.
- Robin Hill Adventure Park - 88 acres of rolling parkland, natural woodland and countryside gardens filled with attractions for exploration, adventure and entertainment.
- Blackgang Chine – The UK’s oldest theme park, located here on the Isle of Wight! It is a perfect fun-filled family day out with rides, attractions, and lands of imagination to explore.
Food and drink
- Food and drinks at Off the Rails, Yarmouth – enjoy a family meal amongst the unique setting along the old railway line in Yarmouth’s former train station, overlooking Yarmouth marshes.
- A family meal at The Seaview Hotel, Seaview – savour the taste of the Isle of Wight and enjoy award-winning food the whole family will love.
- £70 voucher to spend in the Isle of Wight Donkey Sanctuary café.
Spending money
- £250 cash to spend however you like.

Wins in 2023 - 35
Wins in 2022 - 43
Wins in 2021 - 62
Wins in 2020 - 68
Wins in 2019 - 5
Wins in 2022 - 43
Wins in 2021 - 62
Wins in 2020 - 68
Wins in 2019 - 5
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