Key West Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best Key West Vacation Packages
Key West Hotel Deals
Irish Cottage Inn & Suites
9853 US-20 Galena IL
Fully refundableReserve now, pay when you stay
￥13,686
￥19,451 total
Sep 22 - Sep 23
includes taxes & fees
9.4/10 Exceptional! (1,464 reviews)
"Be aware there is a $25 per day "ameneties fee" that is added to your hotel bill...I find this a sneeky way of charging for things the hotel says is free...like the breakfast and shuttle service to the town's main street shopping area. The shuttle is ok if you truly need it...say on the weekends ..."
Reviewed on Sep 12, 2026
Hotel Julien Dubuque
200 Main Street Dubuque IA
Fully refundableReserve now, pay when you stay
￥16,221
￥18,331 total
Sep 20 - Sep 21
includes taxes & fees
9.2/10 Wonderful! (1,944 reviews)
"Lovely stay"
Reviewed on Sep 13, 2026
Days Inn by Wyndham Dubuque
1111 Dodge St Dubuque IA
Fully refundableReserve now, pay when you stay
￥8,571
￥9,599 total
Sep 23 - Sep 24
includes taxes & fees
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.
What to do in Key West
Downtown Galena Food and Drink Tour
￥13,926
per adult
100% of travellers recommend
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?
- 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.
- 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.
- 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.
- 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.
