Isle of Wight Vacations & Trips from ￥167,192

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    Save up to ￥45,448 when you book a flight and hotel together*

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The Latest Isle of Wight Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Price was ￥187,204, price is now ￥167,192 per person
￥167,192
per person
May 3 - May 7
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Southampton (SOU)
7.4/10 Good! (1,002 reviews)
Great staff on reception. Very convenient location. Room was clean and well equipped.

Reviewed on Jan 18, 2026

Isle of Wight Hotel Deals

Royal Esplanade Hotel

Royal Esplanade Hotel

3.5 out of 5
16 The Esplanade Ryde England
8/10 Very Good! (1,000 reviews)
The room was extremely clean the staff were very friendly and welcoming. And didn’t mind me asking lots off questions about local bus service etc

Reviewed on Jan 31, 2026

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Royal Esplanade Hotel
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 ￥9,259 per night from Feb 22 to Feb 23
￥9,259
￥11,111 total
Feb 22 - Feb 23
includes taxes & fees
7.8/10 Good! (299 reviews)
Staff was very courteous and welcoming :)

Reviewed on Feb 9, 2026

Fountain Hotel Isle of Wight by Greene King Inns
Ryde Castle Hotel by Greene King Inns

Ryde Castle Hotel by Greene King Inns

3 out of 5
The Esplanade Ryde England
Fully refundableReserve now, pay when you stay
The price is ￥11,216 per night from Feb 25 to Feb 26
￥11,216
￥13,459 total
Feb 25 - Feb 26
includes taxes & fees
8.6/10 Excellent! (368 reviews)
Clean room, huge comfortable bed, big bath and shower. Staff were great too, especially the bar staff

Reviewed on Feb 3, 2026

Ryde Castle Hotel by Greene King Inns
See all 1,599 properties in Isle of Wight
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 vacation package cost?
Our Isle of Wight vacation packages, which begin at just ￥167,192, are the best way to save big. Select your favorite 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 vacation 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 traveling solo, planning a trip to Isle of Wight is better with a package.
How far in advance should I book my Isle of Wight vacation?
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 vacation 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 vacation 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 vacation package?
Whether it's your flight or hotel, yes, you can cancel or amend it. Locked in your Isle of Wight vacation 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.