Key West Holidays

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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 €53 per night from 12 Jul to 13 Jul
€53
12 Jul - 13 Jul
includes taxes & fees
7.4/10 Good! (1,108 reviews)
"The bed mattress are not comfortable at all. The bathrooms can be inaccessible to wheelchair users. The walk way to the rooms in the morning have all the cleaning ladies blocking off the sidewalk for wheelchair users."

Reviewed on 11 Jul 2026

Days Inn by Wyndham Dubuque
Irish Cottage Inn & Suites

Irish Cottage Inn & Suites

3.5 out of 5
9853 US-20 Galena IL
Fully refundableReserve now, pay when you stay
The price is €128 per night from 13 Jul to 14 Jul
€128
13 Jul - 14 Jul
includes taxes & fees
9.4/10 Exceptional! (1,396 reviews)
"Very polite staff....Really Great Stay.☺️"

Reviewed on 10 Jul 2026

Irish Cottage Inn & Suites
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
The price is €95 per night from 12 Jul to 13 Jul
€95
12 Jul - 13 Jul
includes taxes & fees
9.2/10 Wonderful! (1,336 reviews)
"Everyone was so nice in the room was very clean."

Reviewed on 10 Jul 2026

Stoney Creek Inn Galena
See all 583 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.

What to do in Key West

Downtown Galena Food and Drink Tour

Downtown Galena Food and Drink Tour

€74
per adult
100% of travellers recommend
Downtown Galena Food and Drink Tour
See all activities in Key West

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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.