Key West Holidays

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Key West

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
The price is S$74 per night from 29 Jun to 30 Jun
S$74
29 Jun - 30 Jun
includes taxes & fees
7.2/10 Good! (1,009 reviews)
"The pool needed to be cleaned. Otherwise we were pretty satisfied with our stay"

Reviewed on 20 Jun, 2025

Days Inn by Wyndham Dubuque
Stoney Creek Inn Galena
Stoney Creek Inn Galena
2 out of 5
940 Galena Square Dr, Galena, IL
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (1,164 reviews)
"Very nice and well mantained location, quiet, not far from Main street, we enjoyed the pool, and the breakfast was a big plus. Can’t wait to go back!"

Reviewed on 20 Jun, 2025

Get rates
Stoney Creek Inn Galena
Hotel Julien Dubuque
Hotel Julien Dubuque
3.5 out of 5
200 Main Street, Dubuque, IA
Fully refundableReserve now, pay when you stay
The price is S$190 per night from 25 Jun to 26 Jun
S$190
25 Jun - 26 Jun
includes taxes & fees
9/10 Wonderful! (1,490 reviews)
"The room was very nice and the lobby looks beautiful and smells amazing! All of the staff members were friendly and very approachable. The couples massage at the spa in the basement was very good!"

Reviewed on 22 Jun, 2025

Hotel Julien Dubuque
See all 547 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.

Frequently asked questions

How much does a Key West holiday package cost?
You can grab a holiday package to this popular destination on Expedia. But how much your holiday 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 holiday 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 holiday. 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 holiday package as soon as possible.
Is it cheaper to book a Key West holiday as a package?
Expedia holiday 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 customised Key West holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday 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?

  1. 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.
  2. Figure out your budget: Ensure you have enough money to pay for everything from food and transportation to activities and airfares. Your accommodation will probably be the largest expense during your trip to Key West.
  3. 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 holiday. Create a draft itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalised Key West holiday package.

Popular places to visit

Crystal Lake Cave featuring 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

Q Casino

Why not roll the dice with a visit to Q Casino during your visit to Dubuque? Make time to visit the area's casinos or simply enjoy its top-notch restaurants.

Q Casino

What to do in Key West

Downtown Galena Food and Drink Tour

Downtown Galena Food and Drink Tour

S$127
per adult
100% of travellers recommend
Downtown Galena Food and Drink Tour
See all activities in Key West

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.