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Isle of Wight

Discover the enduring charm of the Isle of Wight, filled with royal heritage and scenic landscapes, and enjoy a nostalgic steam railway

From £799 per person


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.

The itinerary for your journey
Unforgettable Experiences

What’s included

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.

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.

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.

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.

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.

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.

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 Dates
12 May 2026Please call
24 June 2026Please call
23 July 2026From £799
28 August 2026From £849
20 September 2026From £849

All prices are per person and assume full occupancy of the room.
Please always refer to the website for up-to-date prices and availability.

Trains
Isle of Wight Steam Railway
Isle of Wight Steam Railway

The beautiful Isle of Wight Steam Railway runs for 5.5 miles between Smallbrook Junction to Wootton. Originally opened in 1862, this line became an important feature on the island and remained open until 1966. The line was re-opened for use in 1971 and has remained a proud part of the Isle of Wight ever since. Most of the locomotives are steam, with the oldest engine dating back to 1876, and all have been lovingly restored to excellent working condition. There is also a small selection of diesel engines, which are mainly used to haul service trains. The carriages have also been restored, providing a nostalgic experience as the route winds through the unspoilt countryside of the Isle of Wight.

Hotels
Trouville Hotel, Sandown
Trouville Hotel, Sandown

The 3-Star Trouville Hotel is located on the esplanade at Sandown, overlooking the golden beach, providing guests with superb views of Sandown Bay. An on-site restaurant serves traditional cuisine with a contemporary twist, while the bar provides light snacks and drinks. Guests can relax in the games room or enjoy an evening in the ballroom - the island's largest. Comfortable guest rooms are bright, with most benefiting from sea views, and come equipped with free Wi-Fi, flatscreen TV, desk and tea & coffee-making facilities.

Upgrades

We offer a selection of upgrades and 'add-ons' designed to help you make the most of your holiday - and make it even easier!

This page was printed from www.greatrail.com/tours/isle-of-wight/#26IWS on 14 March 2026.
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