Key West Vacations from $701

Book a Hotel + Flight or Car together to unlock savings

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.
Cobblestone Inn & Suites – Manchester

Cobblestone Inn & Suites – Manchester

3.5 out of 5
Price was $743, price is now $701 per person
$701
per person
Dec 10 - Dec 14
found 12 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Dubuque (DBQ)
9/10 Wonderful! (306 reviews)
The room and common areas were clean and in good condition. The staff was friendly, attentive and flexible to meet our travel needs. Thanks.

Reviewed on Oct 28, 2025

Hampton Inn Dubuque

Hampton Inn Dubuque

2.5 out of 5
Price was $859, price is now $780 per person
$780
per person
Dec 10 - Dec 14
found 12 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Dubuque (DBQ)
8.6/10 Excellent! (1,007 reviews)
All of the above, breakfast could use an upgrade

Reviewed on Nov 9, 2025

Rivers Edge

Rivers Edge

2.5 out of 5
Price was $1,024, price is now $934 per person
$934
per person
Dec 10 - Dec 14
found 12 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Dubuque (DBQ)
10/10 Exceptional! (4 reviews)
it was so peaceful loved our stay

Reviewed on Apr 26, 2025

Goldmoor Inn

Goldmoor Inn

4 out of 5
Price was $1,345, price is now $1,242 per person
$1,242
per person
Dec 10 - Dec 14
found 12 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Dubuque (DBQ)
8.8/10 Excellent! (602 reviews)
The staff was extremely friendly and helpful. The food was delicious. Beautiful location and rooms very cozy/comfy. We thoroughly enjoyed our stay here!

Reviewed on Sep 15, 2025

Chestnut Mountain Resort

Chestnut Mountain Resort

3 out of 5
Price was $828, price is now $765 per person
$765
per person
Dec 10 - Dec 14
found 12 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Dubuque (DBQ)
8.4/10 Very Good! (1,012 reviews)
It has the most beautiful views. Very peaceful !

Reviewed on Nov 2, 2025

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Discover the most popular places to visit in Key West

National Mississippi River Museum and Aquarium featuring interior views

National Mississippi River Museum and Aquarium

Learn about the region’s history and its aquatic life in one location. The role of this important river becomes apparent through the many interactive exhibits.

National Mississippi River Museum and Aquarium
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
Mercy Medical Center

Mercy Medical Center

Though Mercy Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Dubuque while you are here.

Mercy Medical Center

What to do in Key West

Downtown Galena Food and Drink Tour

Downtown Galena Food and Drink Tour

$86
per adult
100% of travellers recommend
Downtown Galena Food and Drink Tour
See all activities in Key West

Key West Hotel Deals

Grand Harbor Resort and Waterpark

Grand Harbor Resort and Waterpark

3.5 out of 5
350 Bell St, Dubuque, IA
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $115 total per night from Nov 17 to Nov 18
$115 total
Nov 17 - Nov 18
Total with taxes and fees
7.8/10 Good! (1,000 reviews)
Good cleaning. Toilet ran. Overall facilities appeared "tired". Excellent staff. Wonderful location. Breakfast was edible, but like most motels, really lame.

Reviewed on Nov 6, 2025

Grand Harbor Resort and Waterpark
Stoney Creek Inn Galena

Stoney Creek Inn Galena

2 out of 5
940 Galena Square Dr, Galena, IL
Fully refundable
$88 nightly
The price is $98 total per night from Nov 12 to Nov 13
$98 total
Nov 12 - Nov 13
Total with taxes and fees
9.2/10 Wonderful! (1,258 reviews)
Whirlpool room was spacious and clean. Young lady did awesome job with breakfast

Reviewed on Nov 4, 2025

Stoney Creek Inn Galena
Wyndham Garden Galena Hotel & Day Spa

Wyndham Garden Galena Hotel & Day Spa

4 out of 5
11383 US Highway 20, Galena, IL
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $98 total per night from Nov 17 to Nov 18
$98 total
Nov 17 - Nov 18
Total with taxes and fees
9.2/10 Wonderful! (943 reviews)
Amazing

Reviewed on Nov 5, 2025

Wyndham Garden Galena Hotel & Day Spa
See all 578 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 $701 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.