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Isle of Wight

4.3 stars(23 reviews)

Stunning coastlines and the erstwhile home of Queen Victoria

5 days From £529 per person
No Solo Supplement

No Solo Supplement subject to availability on selected departures. 

2021 Tour code: 21IWS

About the tour

Experience a wonderful five-day holiday to the striking Isle of Wight. With half the island designated an 'Area of Outstanding Natural Beauty', this tour takes in the very best of its scenic charms.


What’s included


Day 1 - Sandown

Meet in Portsmouth and board the catamaran for the short journey to Ryde on the Isle of Wight. From here, join the rail service down the scenic east coast to Sandown. This delightful Victorian seaside resort boasts sandy beaches and views over the English Channel. Upon arrival, transfer to your hotel for a four-night stay.

  • Dinner
View to Sandown
Day 2 - Osborne House

Your first visit is to St Mildred's Church in Whippingham, an ornate and beautiful church which has close links to the royal family. After some time here, continue to fascinating Osborne House, Queen Victoria's family holiday home. The house was designed by Prince Albert himself to mirror the beauty of an Italian palazzo after buying it in 1845. This was a place designed to be a hideaway from the pressures and stresses of court life, and it's beautiful and eccentric design features two belvedere towers and extensive grounds. The house continued to be a favourite retreat for Queen Victoria, even after Prince Albert's untimely death, and it is here that she died in 1901.

You are at leisure to explore the exquisite state rooms and private royal apartments, gaining a glimpse into Victorian life for the most privileged members of society. It is particularly interesting to note the difference between the elegant and opulent rooms in the wing known as 'the Pavilion' and the far more comfortable and homely setting of the royal apartments. Outside, explore the vast manicured gardens or perhaps make your way down to the pretty private beach, recently opened to the public.

  • Breakfast, Dinner
Osborne House
Day 3 - Tour of the Island

Enjoy a panoramic tour around the island today, taking in some of the Isle of Wight's best and most beloved attractions. Begin at the stunning cliffs of 'Needles Park', where you can admire the lighthouse and ocean vistas. The sight of the startlingly white needles is an iconic sight of the Isle of Wight, with distinctive stacks of chalk rising dramatically out of the azure sea.

Then, continue to Yarmouth to admire the views from its charming harbour. This port town is located on the opposite side of the Isle of Wight to Sandown, and there has been signs of settlement here that date back well over one thousand years. Over the centuries, raids from the French have affected the layout of the town, and it is said that the bells from the original church here now grace either Cherbourg or Boulogne. Later visit historic Carisbrooke Castle and its award-winning Edwardian garden before ending the day at the picturesque village of Godshill.

  • Breakfast, Dinner
The Needles
Day 4 - Isle of Wight Steam Railway

Discover the Isle of Wight's heritage railway this morning. Begin by taking the island's public train from Sandown to Smallbrook Junction, where you board the Isle of Wight Steam Railway for a return journey to Wootton. This beautiful line dates back to 1862, and promises an immersive and nostalgic experience, as you wind through unspoilt countryside, traversing through the heart of the island past scenic woodland, lush meadows, and picturesque towns. This truly is a wonderful way to explore the Isle of Wight, as the train takes you back in time to the 'Golden Age' of rail as it journeys the delightful rolling countryside, pulled by a charming steam locomotive Along the way, stop at Havenstreet for a visit to the interesting Carriage and Wagon Workshop.

  • Breakfast, Dinner
The Isle of Wight Steam Railway
Day 5 - Portsmouth & home

Take the train to Ryde and board the catamaran back to Portsmouth. Here you are free to depart.

  • Breakfast
Ryde Harbour

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

On many of our UK & Ireland tours, you may check in at the first hotel on your itinerary anytime after 14:00; your Tour Manager will be available between 16:00 and 18:00. However, if you are arriving later, you can meet your Tour Manager before dinner from 19:00.

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, Isle of Wight

Trouville Hotel, Isle of Wight

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Isle of Wight Steam Railway

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UK rail connections
Extend your UK & Ireland holiday


4.3 stars4.3 / 5 · 23 reviews

  1. 5 stars
  2. 4 stars
  3. 3 stars
  4. 2 stars
  5. 1 star

Graham Douglas

5 stars

Submitted 28/Jun

The Isle of Wight remains one of the UK’s unspoilt treasures and has remained so for many years. I first visited in the 1950’s. The only problem is Sandown sea front where there are a number of derelict buildings, but this is the fault of the local council rather than the island. Nevertheless it would be good if something was done about this sooner than later.

Collected by Trustpilot


3 stars

Submitted 27/Jun

Nice hotel with lovely seaview and good breakfasts. However, not really a 'rail' holiday as travelling was all by coach (due to engineering works). Breakfast, and dinner (at 6pm) was far too early so with the scheduling you might have a cream tea at 4pm and dinner at 6pm (of course, we understand that with Covid restrictions this effected the dining timings). Not a relaxing holiday but the tour guide, Clare, was very kind, friendly and helpful (especially as I had a mobility issue) and we were very grateful for her diligence.

Collected by Trustpilot

David Sansom

5 stars

Submitted 27/Jun

Very good experience, apart from isle of wight railway not in use.

Collected by Trustpilot

Stephen Williams

5 stars

Submitted 27/Jun

A well organised break with a friendly tour manager and good local coach driver. Good accommodation, very centrally located with sea views.

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Pam Richards

4 stars

Submitted 27/Jun

This was advertised as a five day trip but arriving late afternoon and leaving early morning so only giving three full days, having said that the itinerary for those three days packed in an awful lot and we enjoyed every minute and saw a lot of the island, it would have been nice to have had just a little more time in Sandown itself. The hotel was in a great location across the road from Sandown’s glorious beach, the food was good with a variety of choices for each course and the staff could not have been more helpful. Claire, our tour manager was great and looked after us all extremely well.

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Paul Hollingsbee

4 stars

Submitted 27/Jun

Overall very good, but traffic congestion is very bad, and unfortunate that the main Railway isn’t running

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Isle of Wight

Stunning coastlines and the erstwhile home of Queen Victoria


Lynne Broadley
Luke Simpson
Helen Laverack