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5. Carisbrooke Castle. Sitting high and proud at the heart of the Isle of Wight, Carisbrooke Castle has been an artillery fortress, king's prison and a royal summer residence. Today it's the quintessential romantic castle, with plenty to see and enjoy in the fresh open air.
- Fabulous Isle of Wight Itinerary For First Time visitors
- Day 1 – Settling in & Relaxing Beach Days
- Day 2 – Time Spent in Nature
- Day 3 – Picturesque Views & Famous Landmarks
- Day 4 – A Right Royal Day Out
- Where to Stay For Your Isle of Wight Itinerary
While this Isle of Wight itinerary is jam-packed, it also reserves plenty of time for relaxing beach days and time spent in nature. Please note that your own transport will be helpful for this particular itinerary, which is based on our time spent exploring the Isle of Wight.
You’ll likely spend your first day getting to the Isle of Wight and settling in, so take your time to do that. Come the afternoon, you might like to spend your time on one of the island’s many gorgeous beaches. Our picks would be Ryde Beach or Compton Beach for your first day.
Ventnor Botanic Garden
Today will be a long but relaxing day. Let’s start at Ventnor Botanic Garden. This stunning garden is home to hundreds of exotic, rare and sub-tropical plants. You can even see some of the largest Giant Amazonian Waterlilies in the world within the garden’s ‘Tropical House’. If you love plants and gardens, then you’ll love exploring this place. It’s a great way to start your day! You could have lunch here or head straight to the town of Ventnor for lunch instead.
Ventnor Beach, Pier & Esplanade
Either way, you should definitely spend the afternoon at Ventnor Beach. This sandy shingle beach is small but charming and the pier and esplanade areas are well looked after. So whether you want to while away a few hours on the beach or have a wander along the Esplanade, this will be a relaxing afternoon.
Ventnor Town
While you’re here, you should definitely check out The Ventnorian also known as Crave. This independent ice cream parlour makes inventive ice cream on its premises. They’re also frequently changing their flavours, so there’s something new to try with each visit. There’s often a queue, but their ice cream is well worth it! Scott and I each had a two-scoop cone. My scoops were Vegan Bounty and Malted Teaser. Scott’s were Milky Bar and Kinder Bueno. We loved this ice cream so much! Crave usually...
Isle of Wight Coastal Path
Why not start today with an exhilarating coastal walk? If you follow the Tennyson Trail from the Tennyson Down car park(owned by the National Trust), then you’ll be able to walk for just a couple of miles or so and find yourself at a free (and superb) viewpoint for The Needles. Once you’ve finished taking in the view from here, you can continue your walk towards The Needles Landmark Attraction “theme park”, where you’ll see stunning views across The Solent and Alum Bay en route. You’ll also g...
Carisbrooke Castle
Once you’ve finished your walk and had a spot of lunch, you might like to visit Carisbrooke Castle, which is managed by the English Heritage. Carisbrooke Castle is a historic motte-and-bailey castle, which once housed Charles I as a prisoner. You’ll find it in the approximate centre of the island, so it’s probably on your way back to wherever you’re staying during your trip. While the castle itself is interesting to visit – it even has an Isle of Wight museum on-site – you can also enjoy stun...
Osborne
Osborne, a Royal residence in East Cowes, is one of the Isle of Wight’s most infamous attractions – and it’s every bit as beautiful as you might imagine. It was once owned by Queen Victoria who used the estate as her summer palace. If you happen to visit on a sunny day, you’ll feel like you’ve stepped into continental Europe such as Spain or Italy. Every inch of this palace is stunning – both inside and out. The Osborne estate is also fabulous to explore if you love flora and fauna. There’s e...
While there are lots of fabulous places to stay on the Isle of Wight, we’d recommend staying in Ryde on the northeastern coast. This charming seaside town is conveniently located for both East Cowes (where the ferry to Southampton goes from) and Ryde itself (where the ferry to Portsmouth goes from). There are plenty of shops and restaurants in the ...
Isle of Wight Aqua Park. The Isle of Wight’s only outdoor floating Aqua Park is at Tapnell Farm and is great fun for families, adults and children (aged 7+). Monkey Haven. Swing on by to Monkey Haven and visit the Island's award-winning primate rescue centre that makes animals happy - and people happy. The Needles Landmark Attraction.
- St Catherine’s Oratory. A lookout that stands on one of the highest points of the island, known locally as the Pepperpot. Why go? It’s the only remaining medieval lighthouse in England and looks a bit like a stone rocket (although those buttresses at the bottom were added much later).
- Set sail on the open seas. A leisurely tour of the island from the water. Why go? Given its direct connections to Southampton, it’s no surprise the northern seaport town of Cowes has acquired a thriving boating community.
- Adgestone Vineyard. One of the UK’s oldest working vineyards. Why go? The award-winning sparkling wines made at Adgestone Vineyard have helped the Isle of Wight become one the UK’s best wine-growing regions.
- Isle of Wight Steam Railway. Lovingly restored vintage locomotives running along a five-mile route. Why go? See how people and goods travelled round the island in the old days on the Isle of Wight Steam Railway.
Discover the Isle of Wight…. Located just off of the south coast of England, the Isle of Wight is only 2 hours door-to-door from London via ferry or hovercraft, making it the perfect year-round destination to explore with family and friends. If you want to discover things to do, accommodation to suit all tastes and budgets, walking and ...
The Isle of Wight is a popular place for a holiday, and plays host to some of the most famous and popular attractions in the UK, including the UK's oldest theme park at Blackgang Chine! We even have a range of great animal attractions, where you can get up close and personal with penguins, meerkats and many others.
The Isle of Wight is also renowned for its vibrant arts and cultural scene, with numerous festivals, galleries, and performances to indulge in including the famous Isle of Wight Festival and a bustling summer carnival calendar. Families can enjoy exciting attractions such as Blackgang Chine, Dinosaur Isle, Tapnell Farm, Isle of Wight Steam ...
