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Isle of Wight

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20252026
6 days From £749 per person
4.3 stars(109 reviews)
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Discover the enduring charm of the Isle of Wight, filled with royal heritage and scenic landscapes, and enjoy a nostalgic steam railway

No Single Supplement

No Single Supplement subject to availability on selected departures. 

Mobility Rating 2

2026 Tour code: 26IWS

About the tour

Enjoy a six-day holiday to the charming Isle of Wight where half the island is designated an Area of Outstanding Natural Beauty. Based in Sandown, savour sweeping coastal views and easy access to the island's most iconic sights.

Step back in time at Carisbrooke Castle and explore the elegant Osborne House, Queen Victoria's beloved retreat, and marvel at the iconic Needles - the chalk cliffs that define the island's rugged coastline.

Complete your adventure with a nostalgic ride on the Isle of Wight Steam Railway, showcasing some of the island's most stunning countryside.

Unforgettable Experiences

Journeying on the historic Isle of Wight Steam Railway
Journeying on the historic Isle of Wight Steam Railway
Travel back in time aboard the Isle of Wight Steam Railway, where restored Victorian and Edwardian carriages and countryside charm come together for a nostalgic journey through the island’s timeless landscapes.
Visiting Queen Victoria’s beloved Osborne House and Gardens
Visiting Queen Victoria’s beloved Osborne House and Gardens
Step into royal history at Osborne House, Prince Albert’s Italianate masterpiece and Queen Victoria’s cherished retreat, where grand interiors and sweeping gardens reveal an intimate glimpse of Victorian life.
Discovering the iconic Needles and historic lighthouse
Discovering the iconic Needles and historic lighthouse
Take in the unspoilt beauty of the Needles, where towering chalk stacks rise from the sea beside a historic lighthouse, one of southern England’s most spectacular natural wonders.
Uncovering the storied past of Carisbrooke Castle
Uncovering the storied past of Carisbrooke Castle
With roots in the Norman era, Carisbrooke Castle has served as a fortress, royal summer residence and prison, most famously holding Charles I, embodying centuries of island history within its storied walls and scenic grounds.
Exploring Godshill and the harbour town of Yarmouth
Exploring Godshill and the harbour town of Yarmouth
Discover the timeless charm of Godshill, with its thatched cottages and inviting tea rooms, before exploring Yarmouth, a harbour town rich in coastal character and brimming with island tradition.

What’s included

Itinerary

Day 1 – Sailing to the Isle of Wight and Sandown’s golden coast

Your holiday begins in Portsmouth, where you meet the Tour Manager and fellow travellers before boarding the catamaran to Ryde.

After a short journey over the Solent, we arrive on the picturesque Isle of Wight. From Ryde, we join the local rail service down the scenic east coast to Sandown, our base for five nights. Due to its location, the Isle of Wight benefits from one of the mildest climates in the UK and the traditional seaside resort of Sandown has long attracted visitors due to its long sandy beaches and great views over the English Channel, including from our hotel.

After checking in to our hotel on the seafront in Sandown, there's time to freshen up or take a leisurely stroll before our first dinner as a group this evening.

Includes
  • Dinner
Day 2 – A royal experience at Osborne House

After breakfast, we head out by coach to St Mildred's Church in Whippingham, an ornate church with close links to the royal family. The current structure was partly designed by Prince Albert and the five striking pinnacles of the exterior are said to resemble castles of the Rhine. Inside, the Battenberg Chapel is a shrine to Prince Henry of Battenberg, the husband of Queen Victoria's daughter Beatrice.

After time to look around, we continue to Osborne House, Queen Victoria's beloved family retreat. Inspired by Italian Renaissance palaces, the house was a joint vision of Victoria and Albert. Here, we have plenty of time to explore the elegant state rooms and more intimate family quarters. Outside, you can wander the manicured gardens, explore the world of Victorian children at Swiss Cottage or make your way down to Victoria's private beach. There's the opportunity to enjoy lunch in the elegant Terrace Restaurant and Orangery before we make our way back to the hotel.

The remainder of the afternoon is at leisure, giving you time to relax before dinner this evening.

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

Today after breakfast, we tour the isle's most renowned attractions, travelling to the western reaches of the Isle of Wight to view the iconic Needles. From the cliffs, we admire these striking stacks of chalk rising out of the sea. On the furthest 'needle' is a circular lighthouse, built in 1859 and still operational today.

Heading to nearby Yarmouth, we soak up the atmosphere of this charming harbour town. Brimming with history, there is time to explore the cobbled streets, quaint shops, cafés and main square, overlooked by the town's church. From here, we head inland to historic Carisbrooke Castle. Famous for serving as a royal prison to Charles I during the English Civil War, today it's the location of the Edwardian-style Princess Beatrice Garden.

Our final visit is to picturesque Godshill, a quintessentially English village with historic architecture. There's time to discover its thatched buildings, medieval church and even its own model village, with scale models of Shanklin and Godshill as they were in the 1920s. Returning to Sandown, we enjoy dinner at our hotel this evening.

Includes
  • Breakfast, Dinner
Day 4 – A day at leisure on the Isle of Wight

A free day to enjoy the Isle of Wight at your own pace awaits after breakfast. Whether you choose to stay local or venture further afield, there's no shortage of ways to make the most of your day.

You might like to begin with a relaxing stroll along Sandown's seafront, where the esplanade offers classic seaside charm and views across the Channel. For a taste of local life, nearby Shanklin is easy to reach. This pretty resort town is known for its old village, complete with thatched cottages, independent shops and inviting cafés. Just beyond, Shanklin Chine offers a peaceful walk through a leafy gorge, with waterfalls and woodland paths leading down to the beach. Alternatively, nature lovers might enjoy exploring the island's scenic walking trails or heading to the east coast's quieter corners, such as Bembridge or the marshes near Yaverland, where you may spot wading birds and coastal wildlife.

However you choose to spend your day, the Isle of Wight's easy pace and coastal beauty make it a joy to explore. Dinner is served at the hotel this evening.

Includes
  • Breakfast, Dinner
Day 5 – Riding the Isle of Wight Steam Railway

This morning, we head out for an enjoyable journey on the Isle of Wight's heritage railway. Travelling by local rail to Smallbrook Junction, we board the Isle of Wight Steam Railway for a return journey to Wootton. This line dates from 1862 and winds through unspoilt countryside, traversing the heart of the island past scenic woodland, lush meadows and picturesque towns. Hauled by a charming steam locomotive, this is a wonderful way to explore the Isle of Wight as we relive the golden age of rail travel. Along the way, there's a stop at Havenstreet where you can visit the interesting Carriage and Wagon Workshop.

Returning to our hotel, the afternoon is at leisure. The Revetment is a two-mile seawall walk from Sandown to Shanklin and a great way to admire the vistas of the bay. Alternatively, take in the traditional seaside atmosphere on Sandown Pier or find a peaceful spot along the miles of golden sand to spend the afternoon relaxing on the beach.

This evening, we gather at the hotel for our final dinner as a group.

Includes
  • Breakfast, Dinner
Day 6 - Homeward bound

The Isle of Wight has provided many memories during this holiday. We discovered Osborne House, a favourite of Queen Victoria, while Carisbrooke Castle helped reveal the island's history and its picturesque charm was showcased during explorations of Godshill and Yarmouth. We saw the Isle of Wight's impressive natural beauty at the Needles and during the nostalgic journey on a heritage railway, and our base in seaside Sandown showed why the island has been such an enduring draw for generations of visitors.

Your exploration of the Isle of Wight comes to an end after breakfast today as we begin our journey home.

Leaving Sandown, we travel by local rail to Ryde, catching the catamaran back to Portsmouth. Back on the mainland, we say farewell to the Tour Manager and fellow travellers and make our way home - or continue exploring independently.

Includes
  • 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.

Discoveries collection

Our Discoveries range offers everything you need at a great price so you can travel with confidence. It provides comfortable, locally run accommodation*, standard rail or economy flights and expert-led group tours. You'll be in groups with an average of 30-35 travellers and a maximum of 40. *where available

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.

Hotel

Trouville Hotel, Sandown

Trouville Hotel, Sandown

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Train

Isle of Wight Steam Railway

Reviews

4.3 stars4.3 / 5 · 109 reviews

  1. 5 stars
    (51)
  2. 4 stars
    (43)
  3. 3 stars
    (11)
  4. 2 stars
    (2)
  5. 1 star
    (2)

J Hill

5 stars

Submitted 17/Jun

Everything was excellent food room and trips.

Collected by Trustpilot

Valerie Gagnon

5 stars

Submitted 17/Jun

Enjoyed all of the excursions on the isle of white

Collected by Trustpilot

Andrea

5 stars

Submitted 14/Jun

Very enjoyable few days on the Isle of Wight in the company of very nice people. The excursions were excellent and we didn’t feel herded around at all. The food at the hotel was excellent and the staff courteous and helpful. Our tour guide was always on hand when you wanted her and was calm and kind. Altogether a very happy experience.

from Great Rail Journeys
Hi Andrea, Thank you for your review. I'm really glad you found your tour guide to be helpful and that the food and excursions lived up to your expectations. Best wishes, Richard
1 comment

Collected by Trustpilot

Mrs Pauline Jepson

5 stars

Submitted 16/May

a well organised tour on a very pretty island with good company and excellent tour leader

Collected by Trustpilot

ian

5 stars

Submitted 14/May

Well organised, well paced, informative, good hotel restaurant and bar.

Collected by Trustpilot

customer

5 stars

Submitted 10/May

A good time of year to go. No queues. Osborne House was very interesting, the staff there were very communicative. Carisbrook Castle was very interesting. Pete, the coach drive was a fund of local knowledge and Katie, our tour manager was very good. Although Sandown was rather rundown, the hotel was comfortable, the staff were very helpful, the food was good. The hotel lift was small, but this didn’t personally inconvenience us. We had a sea view. There were some issues with the railway not running on our arrival, but this was managed sensibly. A very enjoyable break, helped by glorious weather.

Collected by Trustpilot

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