Key West Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to ฿4,531 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top hotels in Key West

Days Inn by Wyndham Dubuque

Days Inn by Wyndham Dubuque

2 out of 5
1111 Dodge St, Dubuque, IA
Fully refundableReserve now, pay when you stay
The price is ฿1,669 per night from 3 Aug to 4 Aug
฿1,669
฿1,869 total
3 Aug - 4 Aug
includes taxes & fees
7.2/10 Good! (1,027 reviews)
"Toilet would keep running Tub would not drain properly"

Reviewed on 26 Jul 2025

Days Inn by Wyndham Dubuque
Stoney Creek Inn Galena

Stoney Creek Inn Galena

2 out of 5
940 Galena Square Dr, Galena, IL
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (1,208 reviews)
"I loved the theme and decor"

Reviewed on 30 Jul 2025

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Stoney Creek Inn Galena
Hotel Julien Dubuque

Hotel Julien Dubuque

3.5 out of 5
200 Main Street, Dubuque, IA
Fully refundableReserve now, pay when you stay
The price is ฿4,423 per night from 3 Aug to 4 Aug
฿4,423
฿4,989 total
3 Aug - 4 Aug
includes taxes & fees
9/10 Wonderful! (1,545 reviews)
"Went for wedding. Service for wedding reception, dinner and dance was excellent. Room was clean, quiet and comfortable."

Reviewed on 31 Jul 2025

Hotel Julien Dubuque
See all 552 properties in Key West
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.

Popular places to visit

Eagle Point Park featuring a garden

Eagle Point Park

Have a picnic while overlooking one of America’s great rivers and three states on a visit to this park that is popular among residents and travelers.

Eagle Point Park

What to do in Key West

Downtown Galena Food and Drink Tour

Downtown Galena Food and Drink Tour

฿3,210
per adult
100% of travellers recommend
Downtown Galena Food and Drink Tour
See all activities in Key West

Frequently asked questions

How much does a Key West holiday package cost?
You can grab a holiday package to this popular destination on Expedia. But how much your holiday to Key West costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Key West?
You're likely to find lower prices and better availability in January, February and November. Take a look at our cheap Key West holiday packages and you could score some great off-season discounts.
How many days is enough for Key West?
Generally, a handful of days is enough to go to the main sights during your Key West holiday. But if you want to have some time to relax or go on day tours, consider extending your trip.
How to find the best Key West package deals?
Use Expedia's handy filters to help you find some fabulous Key West package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Key West package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your holiday package as soon as possible.
Is it cheaper to book a Key West holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still have the freedom to create a customised Key West holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Key West?
If you're considering an impromptu Key West adventure, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Key West?

  1. Choose when to get away: Check your calendar and get packing. Your preferred time of year and the activities on offer will also help you decide when to escape to Key West.
  2. Figure out your budget: Ensure you have enough money to pay for everything from food and transportation to activities and airfares. Your accommodation will probably be the largest expense during your trip to Key West.
  3. Decide how long to go for: Now that you're up to speed on Key West, you can work out the ideal length of your holiday. Create a draft itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalised Key West holiday package.

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