Key West Vacations

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Find the Best Key West Vacation Packages

Key West Hotel Deals

Stoney Creek Inn Galena

Stoney Creek Inn Galena

2 out of 5
940 Galena Square Dr, Galena, IL
The price is ₩135,741 per night from Aug 24 to Aug 25
₩135,741
₩150,657 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (1,210 reviews)
"Great location and amenities"

Reviewed on Aug 7, 2025

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 ₩148,194 per night from Sep 3 to Sep 4
₩148,194
₩167,457 total
Sep 3 - Sep 4
includes taxes & fees
9/10 Wonderful! (1,564 reviews)
"We would have enjoyed our stay more had our room been more quiet. The room was adjacent to another room with just a door. The neighbors were loud and annoying. It is not a good idea to put a senior couple in a room with a bunch of kids next door. Also not enough coffee and no complimentary water! ..."

Reviewed on Aug 12, 2025

Hotel Julien Dubuque
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 ₩70,569 per night from Aug 17 to Aug 18
₩70,569
₩79,037 total
Aug 17 - Aug 18
includes taxes & fees
7.2/10 Good! (1,016 reviews)
"The bathroom could have been cleaner!"

Reviewed on Aug 10, 2025

Days Inn by Wyndham Dubuque
See all 553 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.

Discover the most popular places to visit in Key West

Crystal Lake Cave which includes caves

Crystal Lake Cave

The subterranean world can be an exotic and spellbinding environment. Visit this exquisite cave that has been carved by nature over millions of years.

Crystal Lake Cave

Q Casino

Why not roll the dice with a visit to Q Casino during your visit to Dubuque? Make time to visit the area's casinos, or simply enjoy its top-notch restaurants.

Q Casino

Frequently asked questions

How much does a Key West vacation package cost?
You can grab a vacation package to this popular destination on Expedia. But how much your vacation 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 vacation 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 vacation. 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 vacation package as soon as possible.
Is it cheaper to book a Key West vacation as a package?
Expedia vacation 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 customized Key West vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation 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 accommodations 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 vacation. 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 personalized Key West vacation package.

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