Key West Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top hotels in Key West

Irish Cottage Inn & Suites

Irish Cottage Inn & Suites

3.5 out of 5
9853 US-20 Galena IL
The price is S$162 per night from 3 Nov to 4 Nov
S$162
3 Nov - 4 Nov
includes taxes & fees
9.4/10 Exceptional! (1,525 reviews)
"Unique pub and furnishings from Ireland with authentic Irish cuisine"

Reviewed on 27 Oct, 2026

Irish Cottage Inn & Suites
Hotel Julien Dubuque

Hotel Julien Dubuque

3.5 out of 5
200 Main Street Dubuque IA
The price is S$178 per night from 8 Nov to 9 Nov
S$178
8 Nov - 9 Nov
includes taxes & fees
9.2/10 Wonderful! (1,945 reviews)
"Will return next late spring to enjoy Dubuque and the hotel"

Reviewed on 27 Oct, 2026

Hotel Julien Dubuque
American Inn and Suites

American Inn and Suites

2.5 out of 5
100 Peosta St Peosta IA
Fully refundableReserve now, pay when you stay
The price is S$84 per night from 29 Oct to 30 Oct
S$84
29 Oct - 30 Oct
includes taxes & fees
American Inn and Suites
See all 588 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

Cocktail Adventure Tour 21+

Cocktail Adventure Tour 21+

S$91
per adult
100% of travellers recommend
Cocktail Adventure Tour 21+
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.

* 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.