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Isle of Wight

4.2 stars(17 reviews)

Stunning coastlines and the erstwhile home of Queen Victoria

5 days From £529 per person
Flexible Booking

Book your 2021 holiday before 31st May and you can transfer your holiday for free - no questions asked. T&C's apply

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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
Door to door luggage from £50
Extend your UK & Ireland holiday


4.2 stars4.2 / 5 · 17 reviews

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

Mr Matthew Kay

5 stars

Submitted 16 Oct 2020

It was great to be able to tour the Isle of Wight during a pandemic. Lots of precautions were taken (sanitisers, face masks, etc.). We did manage to visit all places in the schedule come rain or shine; and credit to our tour manager Ivan for seeing all went to plan.

Collected by Rail Discoveries

Mrs Susan Brooks

5 stars

Submitted 15 Oct 2020

The travel arrangements were all perfect and so was the hotel.

Collected by Rail Discoveries

Mr M Smith

5 stars

Submitted 23 Sep 2020

good hotel fine rather windy sosouind of waves kept you awake so had to close window

Collected by Rail Discoveries

Ms C Breach

4 stars

Submitted 21 Aug 2019

Overall the holiday was very good - one problem was the room was too hot.

Collected by Rail Discoveries

Mrs N Fifield

4 stars

Submitted 17 Sep 2018

Our tour manager was on the job throughout the tour. Interesting sites planned and adequate free time.

Collected by Rail Discoveries

Mrs S Clarke

4 stars

Submitted 04 Jul 2018

Good programme & value formoney

Collected by Rail Discoveries

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Europe & UK Escorted Holiday by Rail 2020 & 2021

Europe & UK Escorted Holiday by Rail 2020 & 2021

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Isle of Wight

Stunning coastlines and the erstwhile home of Queen Victoria


Luke Simpson
Lynne Broadley
Helen Laverack