Find Cheap Flights from Isle of Wight to Key West – Compare and Save

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Everything you should know

Direct flights
Not available
There are currently no direct flights between Isle of Wight and Key West. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to book
25 weeks
in advance
Our data shows that travellers who book at least 25 weeks in advance save around 49% compared to booking last minute.
Insights
Insights
When to travel
January
Cheapest • 21% price drop
March
Most popular
Good to know
+1
Good to know
+1
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We hope you enjoy your trip to Key West!
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Booking Insights

Price, demand, and travel trends for Isle of Wight to Key West flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights with more confidence.

What's the cheapest day of the week to fly from Isle of Wight to Key West?

Based on deals KAYAK users found in the last 12 months, Tuesday is the cheapest day of the week to fly from Isle of Wight to Key West. It's 19% cheaper than the average day, while Saturday is the most expensive, with prices 24% higher.

What is the cheapest month to fly from Isle of Wight to Key West?

•January is the cheapest month to fly from Isle of Wight to Key West at £225 return.
•November (£402) and December (£370) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 78% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Isle of Wight to Key West the cheapest?

Flights from Isle of Wight to Key West are cheapest 25 weeks before departure. Booking in this window typically costs about 49% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

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Key details for Isle of Wight to Key West flights

Low season

November
Beat the crowds with an average 23% drop in traveller numbers.
The most popular month to fly with an average 30% increase in traveller numbers.

When to book flights from Isle of Wight to Key West

Are your dates flexible? Find out the best times to travel from Isle of Wight to Key West based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price

Your Isle of Wight to Key West flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines, and booking tips.

  • How long is a flight from Isle of Wight to Key West?

    A direct flight from Isle of Wight to Key West takes 00m, covering 904 miles.

  • Do I need a passport to fly from Isle of Wight to Key West?

    No, a passport is not required for this domestic route, but you will need another form of identification, such as a driving licence.

  • How much should I expect to pay for a Isle of Wight to Key West flight?

    Return flights from Isle of Wight to Key West range from £219 to £391, with an average of £284 over the past 12 months. Anything below £219 counts as a good deal.

  • How expensive are last-minute Isle of Wight to Key West flights?

    Last-minute fares on this route (booked within two weeks of departure) run 23% above the £284 route average. Book 25 weeks before departure for the lowest fares.

  • Which car hire options are available at Key West Airport (EYW)?

    Key West Airport (EYW) hosts 5 major car hire companies, with daily rates starting from around £50 for economy cars. Top options include:

    • Dollar
    • Hertz
    • Budget
    • Enterprise Rent-A-Car
    • Alamo

  • Which airports can I use when flying from Isle of Wight to Key West?

    Flights from Isle of Wight to Key West usually depart from Norfolk (ORF) and arrive at Key West (EYW).

  • Which airports do connecting flights from Isle of Wight to Key West pass through?

    One-stop flights from Isle of Wight to Key West most commonly connect through:

    • Orlando (MCO) – 36% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) – 27% of one-stop connections
    • Tampa (TPA) – 16% of one-stop connections
    • Miami (MIA) – 9% of one-stop connections

  • Can I save money by using flexible dates for flights from Isle of Wight to Key West?

    Yes. Flexible dates can save you up to 35% on flights from Isle of Wight to Key West. Tuesday is the cheapest departure day at £231 return on average, while Saturday is the most expensive at £354, a difference of £122.

    KAYAK's flexible dates feature shows options up to three days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different stopover airport from Isle of Wight to Key West?

    Flying via Orlando (MCO) gives the shortest average 1-stop total travel time of 4h 32m, compared to 4h 38m via Charlotte Douglas (CLT) and 4h 51m via Miami (MIA).

  • What popular places can I visit in Key West?

    Some of the most popular sights in Key West are Duval Street and Mallory Square. These are among the most viewed places in Key West on KAYAK.

Your guide to booking Isle of Wight to Key West flights

Get tips on when to book, when to fly, and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure and avoid flying on Saturday. On this route, Tuesday flights average £231, about £122 less than Saturday fares (35% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 25 weeks before you fly. On this route, that window historically saves about 49% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Isle of Wight to Key West trip for January. Fares historically average £225 return in that month – typically £177 less than the most expensive month, which is November (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Key West Airport.

    • Parrot Key Hotel & Villas
    • Havana Cabana at Key West
    • Blue Flamingo Resort Key West

More options for your flight from Isle of Wight to Key West

Complete your trip to Key West with a hotel stay or car hire

Car hire in Key West
Hotels in Key West
Holidays in Key West