Key West Vacations from $548

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Your Key West Vacation

The hassle-free way to experience this interesting city is with a customized Key West vacation package. Base yourself in the neighborhood of Downtown Dubuque, which is good for bars and pubs, culture and cafes or choose someplace else — our package deals are all about you. Diamond Jo Casino, National Mississippi River Museum and Aquarium and Q Casino are just some of the attractions you'll want to check out during your trip to Key West. Your dream Key West vacation is only clicks away. Search flights, accommodations and more on Expedia for a getaway that's tailored to suit your style.

The Latest Key West vacation packages

Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites Lancaster-Platteville

Sleep Inn & Suites Lancaster-Platteville

2.5 out of 5
Price was $634, price is now $548 per person
$548
per person
Aug 31 - Sep 6
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Dubuque (DBQ)
9.4/10 Exceptional! (335 reviews)
Nice place to stay

Reviewed on Jul 7, 2026

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What to do in Key West

Downtown Galena Food and Drink Tour

Downtown Galena Food and Drink Tour

$87
per adult
100% of travellers recommend
Downtown Galena Food and Drink Tour
See all activities in Key West

Key West Hotel Deals

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
$53 nightly
The price is $59 total per night from Jul 14 to Jul 15
$59 total
Jul 14 - Jul 15
Total with taxes and fees
7.4/10 Good! (1,108 reviews)
"The bed mattress are not comfortable at all. The bathrooms can be inaccessible to wheelchair users. The walk way to the rooms in the morning have all the cleaning ladies blocking off the sidewalk for wheelchair users."

Reviewed on Jul 11, 2026

Days Inn by Wyndham Dubuque
Irish Cottage Inn & Suites

Irish Cottage Inn & Suites

3.5 out of 5
9853 US-20 Galena IL
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $160 total per night from Jul 14 to Jul 15
$160 total
Jul 14 - Jul 15
Total with taxes and fees
9.4/10 Exceptional! (1,396 reviews)
"Very polite staff....Really Great Stay.☺️"

Reviewed on Jul 10, 2026

Irish Cottage Inn & Suites
Stoney Creek Inn Galena

Stoney Creek Inn Galena

2 out of 5
940 Galena Square Dr Galena IL
Fully refundable
$96 nightly
The price is $106 total per night from Jul 13 to Jul 14
$106 total
Jul 13 - Jul 14
Total with taxes and fees
9.2/10 Wonderful! (1,337 reviews)
"Everyone was so nice in the room was very clean."

Reviewed on Jul 10, 2026

Stoney Creek Inn Galena
See all 581 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.

Find the Best Key West Vacation Packages

Key West Essential Information

Language
English
Currency
U.S dollars
Top Sights
National Mississippi River Museum and Aquarium, Sundown Mountain and Crystal Lake Cave

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Frequently asked questions

How much does a Key West vacation package cost?
You can grab a vacation package to this popular destination from $548 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 can generally find lower rates and better availability in April, June and December. Explore our cheap Key West vacation packages and you could land some excellent off-season deals.
How many days is enough for Key West?
Typically, a handful of days is enough to tick off the major attractions during your Key West vacation. But if you want to have more time to chill out or take day tours, think about 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.
Does Expedia offer Book Now, Pay Later Key West vacation packages?
If you're like us, you love traveling the world but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Key West break over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.