Key West Vacations from $418
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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.
American Inn and Suites
$418
per person
Oct 12 - Oct 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Dubuque (DBQ)
7.8/10 Good! (1,013 reviews)
went and bought sufficient shampoo and conditioner for my wife and I. I did not see the small single tube in our room. Otherwise it was OK but will probably not stay at this one again.
Reviewed on Aug 28, 2026
Sleep Inn & Suites Lancaster-Platteville
$457
per person
Oct 12 - Oct 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Dubuque (DBQ)
9.4/10 Exceptional! (356 reviews)
The room was very clean. Also, the bed was so comfortable that I got a great night of sleep! The breakfast choices were amazing. Highly recommend this place!
Reviewed on Aug 28, 2026
What to do in Key West
Downtown Galena Food and Drink Tour
$87
per adult
100% of travellers recommend
Key West Hotel Deals
Days Inn by Wyndham Dubuque
1111 Dodge St Dubuque IA
Fully refundableReserve now, pay when you stay
$54 nightly
$60 total
Sep 8 - Sep 9
Total with taxes and fees
7.4/10 Good! (1,164 reviews)
"The property needs updated. Not suitable for families especially with small children. The rooms are dingy and needs remodeling. Staff was helpful."
Reviewed on Aug 27, 2026
Irish Cottage Inn & Suites
9853 US-20 Galena IL
Fully refundableReserve now, pay when you stay
$127 nightly
$141 total
Sep 1 - Sep 2
Total with taxes and fees
Wyndham Garden Galena Hotel & Day Spa
11383 US Highway 20 Galena IL
Fully refundableReserve now, pay when you stay
$100 nightly
$111 total
Sep 7 - Sep 8
Total with taxes and fees
9.4/10 Exceptional! (1,305 reviews)
"Overall great experience. Took advantage of breakfast and the pool. The only downside of our stay was the shower. Poor drainage and weak water flow. Other than that good time."
Reviewed on Aug 28, 2026
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 |
More vacations you might like
Frequently asked questions
How much does a Key West vacation package cost?
You can grab a vacation package to this popular destination from $418 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.
