Isle of Wight Holidays

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Top destinations in Isle of Wight

Things to do in Isle of Wight

The Isle of Wight offers a delightful escape for outdoor enthusiasts, featuring scenic hiking trails and recreational areas perfect for adventure. Key activities include the vibrant Wight Festival, enjoyable boat trips, and various camping opportunities. With numerous outdoor activities and adventures awaiting, visitors can immerse themselves in the island's stunning landscapes and rich natural beauty.

Shopping

Close to the seafront, you can explore unique gifts at the House of Chilli, renowned for its artisanal products. For a more traditional experience, visit local markets where you can find handcrafted souvenirs and delightful local delicacies, perfect for taking home.

Recreation

At the Royal London Yacht Club, indulge in a luxurious atmosphere while enjoying exclusive wellness programmes. The Waterside Swimming Pool offers family-friendly outdoor activities, perfect for relaxation and fitness. Seaclose Park provides a tranquil space for wellness and rejuvenation amidst beautiful natural surroundings.

Adventure

The Isle of Wight Coastal Footpath offers breathtaking hiking trails with stunning scenery and a true sense of adventure. Explore the Bembridge Trail for an invigorating outdoor experience amidst beautiful landscapes. For thrill-seekers, Butterfly Paragliding provides an exhilarating air sports experience, soaring over the island's picturesque views.

Nightlife

The Isle of Wight boasts a vibrant nightlife with something for everyone. Visit the lively Cowes for trendy bars like The Red Funnel, or enjoy live music at Ryde's The Piano Bar. For a relaxed vibe, head to Ventnor's The Spyglass Inn, known for its stunning sea views and cosy atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Isle of Wight

The Isle of Wight offers a splendid vacation for those seeking outdoor adventures and scenic beauty. With popular attractions like its beautiful beaches, nature reserves, and historic churches, visitors can immerse themselves in rich culture and thrilling outdoor experiences. Don't miss the renowned Isle of Wight Festival for a taste of local music and festivities. This charming island truly caters to all types of travellers looking for both relaxation and adventure.

  • Isle of Wight Owl and Falconry Centre: Experience the thrill of getting up close with magnificent birds of prey at this centre. Enjoy captivating displays and learn about the conservation of these incredible creatures. The unique setting provides a memorable atmosphere, perfect for wildlife enthusiasts.
  • Rylstone Gardens: Stroll through this charming private garden, characterised by its beautiful floral displays and serene environment. The friendly atmosphere makes it an ideal spot for relaxation and enjoying nature, offering a delightful escape from the bustling world.
  • St. Catherine's Oratory: Discover this historic monument, often referred to as the 'Pepper Pot', perched high on the cliffs. Marvel at the stunning views of the coastline and delve into the rich cultural heritage of the Isle of Wight.

Tips to save on your trip to Isle of Wight

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically January to February and November) for more affordable package holidays to Isle of Wight.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Top hotels in Isle of Wight

Royal Esplanade Hotel

Royal Esplanade Hotel

3.5 out of 5
16 The Esplanade Ryde England
Fully refundableReserve now, pay when you stay
8/10 Very Good! (1,000 reviews)
Good

Reviewed on 24 Dec, 2025

Royal Esplanade Hotel
The Brunswick

The Brunswick

3 out of 5
Queen's Road Shanklin England
8.6/10 Excellent! (191 reviews)
Clean room and helpful staff

Reviewed on 2 Jan, 2026

The Brunswick
Fountain Hotel Isle of Wight by Greene King Inns

Fountain Hotel Isle of Wight by Greene King Inns

3 out of 5
High Street Cowes England
Fully refundableReserve now, pay when you stay
The price is S$90 per night from 1 Feb to 2 Feb
S$90
1 Feb - 2 Feb
includes taxes & fees
7.8/10 Good! (294 reviews)
Fantastic staff, fantastic property!

Reviewed on 19 Jan, 2026

Fountain Hotel Isle of Wight by Greene King Inns
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does an Isle of Wight holiday package cost?
Our Isle of Wight holiday packages, which begin at just , are the best way to save big. Select your favourite hotels, flights and rental car to create a customized escape.
How do I get a cheap travel package to Isle of Wight?
Think of all the thrilling things you could do in Isle of Wight with a wad of extra cash in your pocket. Watch your savings stack up when you bundle your flights, hotels and other bookings into an Isle of Wight holiday package. You have plenty of choice when it comes to booking with Expedia too. In fact, you can choose from more than 550 airlines and 1,000,000 hotel options across the globe. Whether you're heading off with the entire family or travelling solo, planning a trip to Isle of Wight is better with a package.
How far in advance should I book my Isle of Wight holiday?
Earlier is always better. Air carriers generally release flight tickets nearly 12 months in advance, and this is an excellent opportunity to pick up some rock-bottom prices. Boss just told you to take some holiday time next month? Don't fret. Expedia are never short on fantastic bargains to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia Isle of Wight travel package include?
Rental cars, hotels and flights — we have them covered. With Expedia, you can create your Isle of Wight travel package just the way you want. All you have to do is decide just what you need. Once you've made your booking, you can add on extras like activities and experiences. The more you bundle, the bigger the savings!
What should I know before booking an Isle of Wight travel package?
We already have low prices. However, you'll snap up even more bargains if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and a huge range of choice.
Can I choose my airline with an Isle of Wight Expedia holiday package?
You can, and with more than 550 airlines to select from all over the world, you have loads of choice. Search the available options and find out which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Isle of Wight holiday package?
Whether it's your flight or hotel, yes, you can cancel or amend it. Locked in your Isle of Wight holiday package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings made more than 24 hours ago, you may be charged a fee by your hotel, airline or car rental company. For further information, take a look at our Customer Service Portal. We're here to help you each step of the way.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.