7 Night Isle of Wight Discovery Tour

7 nights accommodation

One itinerary available

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A 7-night Isle of Wight Discovery Tour lines up a selection of the island’s highlights. Journey along the southwest coast for views of the postcard-worthy Needles and admire exotic plants from around the world at Ventnor Botanic Gardens. You’ll visit charming English villages and spend time at ancient Carisbrooke Castle and Osborne House – Queen Victoria’s favourite summer residence. And to top it all, there’s a ride aboard the Isle of Wight Steam Railway.


Walking grades and options

Trip suitability

Our Discovery holidays give you the opportunity to immerse yourself in the culture of the local area through active sightseeing.

On each Discovery day, you will be walking throughout the course of the day as you explore the venues and locations we visit. You'll also be hopping on and off the coach throughout - you should expect to spend the majority of the day on your feet. Most of this walking will be at attractions but some may be across country tracks or footpaths so be sure to bring sturdy shoes. There will also be stairs to climb in the majority of the venues you visit, though other more accessible options may be available. At some venues, there may also be uneven surfaces, such as cobbles or rocky paths. 


What You’ll Love

  • Riding the Isle of Wight Steam Railway
  • Visiting Osborne House, the favourite holiday haunt of Queen Victoria
  • Discovering the history of Carisbrooke Castle
  • Exploring Ventnor Botanic Gardens
  • Admiring the famous Needles
  • Staying in our seafront country house on Freshwater Bay

What's Included

  • Ride on the Isle of Wight Steam Railway
  • Comfortable en-suite accommodation in our country house 
  • Cream tea on arrival day 
  • Cooked or continental breakfast every morning 
  • Daily packed lunches 
  • Three-course evening meals, plus tea & coffee 
  • Guided sightseeing with an experienced HF Holidays Leader 
  • All transport to and from sites of interest  
  • Easy-to-follow routes, maps, and information in our Discovery Point if you want to explore independently 

    Please note - Entrance fees are not included. See Essential Info tab for details.

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Itinerary

All our carefully-curated itineraries are designed by our experts. While we make every effort to adhere to the described itinerary, we may take alternative routes or adapt the running order for weather and/or operational reasons.

Discovery Tour

Check-in at the hotel is available from 16:00. If you are a member you can arrive at the house from 14:00. Enjoy a complimentary cream tea at 16:30 and meet other guests.

We begin with a visit to Alum Bay, with its coloured sands and iconic views of the Needles, before enjoying a scenic drive along the island’s Military Road. Running parallel with the island’s southern coast from Freshwater to Chale, it offers unbeatable views of the spectacular coastal scenery. Making a turn inland, the road takes us to Shanklin where we’ll explore the old village and you may choose to walk down through Shanklin Chine, the stunning tree lined gorge that leads to the esplanade below. We end the day at Ventnor with a chance to visit its sub-tropical Botanic Gardens which are split out into zones of the world, so you can travel from New Zealand to the Mediterranean to Japan in a few paces!

Discover the seaside town of Ryde today, with its elegant Victorian and Georgian architecture. Stroll along the seafront enjoying the sandy beaches, or perhaps wander around town taking in the eclectic mix of shops. We spend the afternoon visiting Carisbrooke Castle, located in the centre of the island. Learn about its history and relax in the stunning Edwardian-style Princess Beatrice Garden. There’s time to climb the ramparts and meet the donkeys in the pumphouse who help pump water up from the well.

Discover more about Freshwater Bay House and the local area for ideas on how to make the most of your free day.

Spend time learning about the fascinating history of modern Quarr Abbey before heading to Ryde, for the opportunity to travel on both the Island Line and the Isle of Wight Steam Railway. We then take the scenic route to Bembridge to visit its lifeboat station, before rounding off the afternoon with the option of visiting the fascinating Brading Roman Villa or Sandown and Dinosaur Isle. Please note, due to coach access restrictions, if you wish to visit the Villa, there is a 500m uphill walk to the Villa, and 500m walk back downhill to our coach. Alternatively, our coach can take you to explore Sandown with the option of visiting Dinosaur Isle.  

Be charmed by the pretty village of Brighstone, before exploring the peaceful gardens at Mottistone which surround an Elizabethan manor. Located in a sheltered valley, these enchanting gardens enjoy their own micro-climate, meaning the flowering season of familiar favourites is extended and plants usually associated with the Mediterranean region thrive. In the afternoon, it’s time to head for the popular village of Godshill with its delightful medieval church, charming thatched cottages and a winding main street lined with traditional tearooms and craft shops, as well as the nostalgic Model Village.

Today’s focus is on the island’s royal connections. We first head to Cowes, home to the oldest and biggest sailing regatta in the world and the Royal Yacht Squadron based at the Castle. There’ll be time to stroll along the Parade to Egypt Point, where Queen Victoria herself enjoyed panoramic views of the Solent. Or you may wish to explore the historic town with its independent shops and maritime connections. The afternoon is spent at the island’s premier visitor attraction – Osborne House – Queen Victoria’s family home. Enjoy its opulent interiors, such as the Indian-style Durbar Room, and extensive grounds including walled gardens and its own private beach.

Enjoy a leisurely breakfast before making your way home.

Accommodation

More Information

Packing list - Discovery Tours

The UK has a famously unpredictable climate so it's best to be prepared for weather that’s sunny one minute and raining the next.  To make it easier, here’s a list of items you should consider packing.  

Essentials 

  • Suitable, sturdy footwear with a good grip. You’ll be on your feet for much of the day
  • Waterproof jacket
  • Waterproof overtrousers 
  • Sunhat
  • Rucksack 
  • Water bottle (at least 1 litre capacity) 
  • Sunscreen 
  • Mobile phone
  • UV sunglasses 

Recommended 

  • First aid kit, including plasters
  • Sit mat  
  • Waterproof pouch for valuables 
  • Rubbish bag (remember to always leave no trace) 
  • Wallet/purse 

Optional extras

  • Walking poles,
  • Flask for hot drinks 
  • Durable lunch box 
  • Waterproof rucksack liner 

Carbon Footprint

We see it as our responsibility to minimise our emissions, not just for this year but every year to come. Our work with sustainability experts, ecollective, has enabled us to measure our carbon footprint and create a strategy to reduce the carbon intensity of our product by 5% each year. Our ambition is to be net zero by 2040 – earlier if we can.

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Code: FRW07-HCR05

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Dates & availability

7 Night Isle of Wight Discovery Tour

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Experienced volunteer HF Leaders guide every walk at our UK country houses, offering up to three daily options. Making it easy to find a holiday to suit your ability, and with the flexibility to switch grades each walking day.

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If the flights we have organised are cancelled or changed, we’ll do everything we can to find alternative transport, with minimal disruption to your holiday

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HF Holidays

A British heritage brand with 111 years of experience

Offering a choice of over 260 itineraries in nearly 40 countries

Run as a co-operative with 40,000-plus members

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