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Isle of Wight

You are viewing the 2024 itinerary. Select your departure year
5 days From £599 £549 per person

Discover the scenic charms of the Isle of Wight, filled with royal heritage, scenic landscapes, and a nostalgic steam railway.

Operated by our sister company Rail Discoveries
Save £50pp

Save £50pp on selected British Isles 2024 last-minute holidays, when you book by 31st July 2024.

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Mobility Rating 2

2024 Tour code: 24IWS

About the tour

Experience a wonderful five-day holiday to the lovely Isle of Wight. With half of the island designated an 'Area if Outstanding Natural Beauty', this tour takes in the best of its scenic charms. From the iconic Needles to the historic Carisbrooke Castle, discover the diverse beauty on offer. Stay in the seaside town of Sandown, discover the regal Osborne House, and step back in time aboard the Isle of Wight Steam Railway, admiring the picturesque countryside.

Unforgettable Experiences

Isle of Wight Steam Railway
Isle of Wight Steam Railway
Journey on the historic Isle of Wight Steam Railway, travelling through the scenic heart of the island.
Osborne House and Gardens
Osborne House and Gardens
Visit Osborne House and Gardens, Queen Victoria’s former holiday home, for an insight into royal Victorian life.
'needles' and lighthouse
'needles' and lighthouse
See the iconic ‘needles’ and lighthouse, a wonderful spot to admire the coastal scenery.
Carisbrooke Castle
Carisbrooke Castle
Discover a fascinating piece of history as you explore Carisbrooke Castle.
Visit the lovely village of Godshill and the harbour town of Yarmouth.

What’s included


Day 1 – Sailing to the golden coast of Sandown

This afternoon, you meet your Tour Manager and the rest of your group in Portsmouth. Beginning your adventure, you board the catamaran for the short journey to Ryde on the Isle of Wight. From here, you join the rail service down the scenic east coast to Sandown. This delightful Victorian seaside resort has lovely sandy beaches and great views over the English Channel. After checking into your hotel, there's time to freshen up before dinner this evening.

  • Dinner
Day 2 – A royal experience at Osborne House

Your first visit today is to St Mildred's Church in Whippingham, an ornate church with close links to the royal family. After time to look around, your group continues to Osborne House, Queen Victoria's family holiday home. The house was designed by Prince Albert himself to mirror an Italian palazzo and was a favourite retreat for Queen Victoria. Explore the exquisite state rooms and private royal apartments at leisure. As you wander the rooms, you'll notice a difference between the opulent rooms in the wing known as 'the Pavilion' and the more comfortable and homely setting of the apartments. Outside, you can stroll through the manicured gardens and make your way to the pretty beach that's now open to the public. For lunch, you could dine in the elegant Terrace Restaurant and Orangery or enjoy soup and snacks at the café in the Petty Officers' Quarters.

  • Breakfast, Dinner
Day 3 – Discovering the Isle of Wight’s greatest treasures

Today, you experience a panoramic island tour, taking in some of the Isle of Wight's best attractions. Beginning at the cliffs overlooking the area's white 'needles', these striking formations are an iconic sight of the Isle of Wight, with distinctive stacks of chalk rising out of the sea. Your group then heads to Yarmouth to admire the views from its charming harbour. Bursting with history, explore the cobbled streets lined with quaint shops and cafés, and the main square, overlooked by the town's church. Later, the coach takes you to visit historic Carisbrooke Castle. This English Heritage site is famous for serving as a royal prison to Charles I during the civil war, and today it's the location of the Edwardian-style Princess Beatrice Garden. You end the day at picturesque Godshill, a quintessentially English village with historic architecture. There's time at leisure to discover its thatched buildings, Medieval church and even its own model village, with scale models of Shanklin and Godshill villages as they were in the 1920s.

Please Note - For departure 12/08/2024 you will visit the Ventnor Botanical Gardens in the morning due to a large event happening at the Carisbrooke Castle.

  • Breakfast, Dinner
Day 4 – The delightful Isle of Wight Steam Railway

After breakfast this morning, you discover the Isle of Wight's heritage railway. After travelling by rail to Smallbrook Junction, your group boards the Isle of Wight Steam Railway for a return journey to Wootton. This beautiful line dates back to 1862 and winds through unspoilt countryside, traversing the heart of the island past scenic woodland, lush meadows, and picture-book towns. This is a wonderful way to explore the Isle of Wight; the train takes you back to the 'Golden Age' of rail as it journeys through rolling countryside, pulled by a charming steam locomotive. Along the way, there's a stop at Havenstreet where you can visit the interesting Carriage and Wagon Workshop.

Returning to your hotel, the afternoon is at leisure. The Revetment is a seawall walk from Sandown to Shanklin and a great way to admire the vistas of the bay. Alternatively, you could stroll along Sandown Pier taking in the traditional seaside atmosphere or find a peaceful spot along the miles of golden sand and spend the afternoon relaxing on the beach. You rejoin your group at the hotel for your last dinner together.

  • Breakfast, Dinner
Day 5 – Homeward bound

It's time to begin the journey home this morning. Leaving Sandown behind, your group travels by rail to Ryde, where you catch the catamaran back to Portsmouth. Once you've said goodbye to your fellow travellers, you can make your way home, or continue exploring on your own.

  • Breakfast

Additional information

Please note

Please note that while every departure of this tour features the same excursions, they may not necessarily be in the order listed above.

Departure times

Provisional departure and return times, where available, can be found together with our dates and prices by clicking on the 'Prices & Availability' button. We write to all booked customers approximately 10 weeks prior to the start of their tour to advise the exact departure and return time for their particular group.

Mobility information

Due to the nature of our tours they are generally unsuitable for those with restricted mobility. If you’d like to discuss any particular holiday with us in this respect, then please don’t hesitate to call us.


Trouville Hotel, Sandown

Trouville Hotel, Sandown

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Isle of Wight Steam Railway

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