Isle of Wight Vacation Packages

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Top Isle of Wight Vacation Deals

Price found within the past 48 hours. Click for updated prices.
St Michaels Inn

St Michaels Inn

2.5 out of 5
Price was CA $1,047, price is now CA $927 per person
CA $927
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
8.2/10 Very good! (1,003 reviews)
Did like convenience to Easter Shore shops and events and other islands. However, there was no view whatsoever but a dark outdoor hall, the toilet was built for a child, and the shower was tepid at best.

Reviewed on Jun 21, 2026

The Tidewater Inn

The Tidewater Inn

3 out of 5
Price was CA $1,129, price is now CA $1,098 per person
CA $1,098
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
8.8/10 Excellent! (889 reviews)
Gorgeous well appointed hotel. Perfect location and tons to explore while in the area. Highly recommended

Reviewed on Jun 20, 2026

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Isle of Wight Hotel Deals

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
8.8/10 Excellent! (2,463 reviews)
"It is a very beautiful hotel and very clean. The staff is very pleasant. The only think they should have is a jacuzzy."

Reviewed on Jun 23, 2026

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Princess Royale Oceanfront Resort
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave Ocean City MD
The price is CA $381 per night from Jun 30 to Jul 1
CA $381
CA $427 total
Jun 30 - Jul 1
includes taxes & fees
9/10 Wonderful! (3,659 reviews)
"My family and I stay at the Grand every year. We love it. The hotel has everything you need."

Reviewed on Jun 24, 2026

Grand Hotel Ocean City Oceanfront
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway Ocean City MD
Fully refundableReserve now, pay when you stay
The price is CA $198 per night from Jun 28 to Jun 29
CA $198
CA $243 total
Jun 28 - Jun 29
includes taxes & fees
8.8/10 Excellent! (2,062 reviews)
"Good hotel. Near everything. If you are looking for a full breakfast, this is not it."

Reviewed on Jun 23, 2026

Fenwick Inn
See all 10,250 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.
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Frequently asked questions

Can I cancel my flight booking to Isle of Wight due to COVID-19?
Click through to our Customer Service Portal for important info about changing or canceling flights due to COVID-19. Also, read over the terms and conditions of your preferred airline before booking your journey to Isle of Wight.
What's the best way to find cheap flights to Isle of Wight that have flexible change policies?
We know that travel arrangements can change in the blink of an eye, so locking in a flexible ticket with Expedia is a wise idea. Simply check the "No change fee" box underneath the "Flexible change policies" filter. Your low-priced, flexible flight to Isle of Wight is just a few clicks away.
What are some of the general tips for travelers to Isle of Wight during the COVID-19 outbreak?
If it's your first time traveling during COVID-19, you'll notice a few more standards and rules in place. Follow these tips and make your trip to Isle of Wight go off without a hitch:
  • Research what, if any, rules or restrictions apply to both your destination and origin. You may not be able to travel depending on local circumstances, so remember to check before you book.
  • When you go through airport screening, keep your face mask on. You will be required to briefly lower it to verify your identity. Anyone refusing to wear a face mask may face civil penalties and may also be escorted from the terminal.
  • Instead of handing a TSA agent your boarding pass, position it directly on the scanner yourself. When that's done, hold it up for inspection.
  • One container of liquid hand sanitizer is now allowed in your carry-on luggage. It must not be larger than 12 oz (350 ml), and you'll need to take it out of your bag for X-ray screening.
  • To reduce handling during the screening process, put items such as your phone, coins and keys into your carry-on rather than the bins.
  • Separate any food you have for X-ray scanning. Placing it in a clear plastic bag and into a bin reduces the need for a TSA agent to touch and inspect your belongings.

Which airlines fly to Isle of Wight?
Southwest Airlines is a widely known airline servicing Isle of Wight. Lock in an airfare to Baltimore Washington Intl. Thurgood Marshall Airport (BWI) and you'll have 5336 Southwest Airlines flights a month to select from.
How can I find cheap tickets to Isle of Wight?
In the last seven days, was the lowest price for a flight to Isle of Wight. If you want to save even more, book well in advance and be flexible with your dates. Search for your airfare to Isle of Wight, then see prices for similar time frames by clicking on our "flexible dates" link.
How much is a flight to Isle of Wight?
The price of a round-trip journey to Isle of Wight in the last seven days fluctuated between and . If you were traveling one way out of (), you could have picked up a deal from just .
What are the most popular airports to fly into in Isle of Wight?
Fly into Baltimore Washington Intl. Thurgood Marshall Airport (BWI) and sample all that Isle of Wight has to offer. As the region's primary entry point, roughly 7430 flights touch down here each month.
When is the cheapest time to fly to Isle of Wight?
Departing on a Tuesday, followed by a Monday, is usually the best way to get the cheapest fare. Avoid the weekends if you can, because Saturday is typically the most expensive day of the week. Spend the dollars you saved having a blast in Isle of Wight instead!
How much is a plane ticket to Isle of Wight?
In the last seven days, plane tickets to Isle of Wight cost between and . Prices tend to rise over time, so land yourself a terrific deal today.
Which airlines with flights to Isle of Wight employ COVID-19 cleanliness policies?
As passengers and cabin crew begin traveling again, most airlines have introduced social distancing and other vital measures to help limit the spread of COVID-19. Below are some of them:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Spirit Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.