Key West Vacations from $944

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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.
Grant Hills Motel

Grant Hills Motel

2.5 out of 5
Price was $964, price is now $944 per person
$944
per person
Oct 17 - Oct 19
found 24 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Dubuque (DBQ)
8/10 Very Good! (109 reviews)
Room was clean neat and comfortable. Nothing fancy but a great value for the location.

Reviewed on Sep 2, 2025

Hotel Julien Dubuque

Hotel Julien Dubuque

3.5 out of 5
Downtown Dubuque
Price was $1,054, price is now $994 per person
$994
per person
Oct 17 - Oct 19
found 24 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Dubuque (DBQ)
9/10 Wonderful! (1,589 reviews)
Clean Room, Friendly Staff, Good location

Reviewed on Sep 9, 2025

Hilton Garden Inn Dubuque Downtown

Hilton Garden Inn Dubuque Downtown

3 out of 5
Price was $1,076, price is now $1,031 per person
$1,031
per person
Oct 17 - Oct 19
found 24 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Dubuque (DBQ)
8.8/10 Excellent! (1,004 reviews)
The staff at checking and during our stay was amazing. They made us feel welcomed and appreciated!

Reviewed on Sep 10, 2025

Irish Cottage Inn & Suites

Irish Cottage Inn & Suites

3.5 out of 5
Price was $1,114, price is now $1,070 per person
$1,070
per person
Oct 17 - Oct 19
found 24 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Dubuque (DBQ)
9.4/10 Exceptional! (1,193 reviews)
Light fixture in the room was broken, front desk staff on one day was short and gruff in their responses. Otherwise the hotel was good.

Reviewed on Sep 9, 2025

Eagle View Motel & Retreat

Eagle View Motel & Retreat

2.5 out of 5
Price was $963, price is now $948 per person
$948
per person
Oct 17 - Oct 19
found 24 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Dubuque (DBQ)
9.6/10 Exceptional! (143 reviews)
Charming little motel. Clean rooms, comfy bed and stocked with soap and shampoo etc. We felt safe, dead bolts, code locks and well lit at night. View was amazing. If I ever need to return to Iowa I would not hesitate to stay here again. Staff was helpful and friendly. Felt like a cabin not a motel (we were in the King and Queen Suite)

Reviewed on Sep 1, 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
Mines of Spain Recreation Area which includes a garden

Mines of Spain State Recreation Area

Walk through this protected area of historical and natural interest. One trail has state trees from the entire 50 states along with lookouts over a major river.

Mines of Spain State Recreation Area

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

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
$51 nightly
The price is $57 total per night from Sep 14 to Sep 15
$57 total
Sep 14 - Sep 15
Total with taxes and fees
Days Inn by Wyndham Dubuque
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
$86 nightly
The price is $95 total per night from Sep 28 to Sep 29
$95 total
Sep 28 - Sep 29
Total with taxes and fees
Wyndham Garden Galena Hotel & Day Spa
Irish Cottage Inn & Suites

Irish Cottage Inn & Suites

3.5 out of 5
9853 US-20, Galena, IL
$113 nightly
The price is $126 total per night from Sep 15 to Sep 16
$126 total
Sep 15 - Sep 16
Total with taxes and fees
Irish Cottage Inn & Suites
See all 570 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.

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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 $944 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.