Key West Vacations

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Find the Best Key West Vacation Packages

Key West Hotel Deals

Ibis Bay Beach Resort
Ibis Bay Beach Resort
2.5 out of 5
3101 N. Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ¥33,534 per night from Jan 22 to Jan 23
¥33,534
¥41,898 total
includes taxes & fees
Jan 22 - Jan 23
8/10 Very Good! (1,657 reviews)
"The shuttle is super convenient and the included breakfast isca nice touch. Rooms are basic and the property is well kept, so a good experience overall."

Reviewed on Jan 18, 2025

Ibis Bay Beach Resort
Havana Cabana at Key West - Adults Only
Havana Cabana at Key West - Adults Only
4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ¥34,178 per night from Jan 27 to Jan 28
¥34,178
¥48,441 total
includes taxes & fees
Jan 27 - Jan 28
8.8/10 Excellent! (1,645 reviews)
"The cleanliness and activities around the pool area."

Reviewed on Jan 20, 2025

Havana Cabana at Key West - Adults Only
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
4 out of 5
7001 Shrimp Road, Key West, FL
The price is ¥47,375 per night from Jan 28 to Jan 29
¥47,375
¥62,562 total
includes taxes & fees
Jan 28 - Jan 29
9.4/10 Exceptional! (1,003 reviews)
"Beautiful views of the harbour from the balcony. Decor of the room was modern industrial look that gives you the feel of a high-end hotel feel. Room had great amenities like plug points next to the bed & USB plug in lamp shade, good coffee machine, mini fridge, ironing board, umbrella etc Nice bath ..."

Reviewed on Jan 17, 2025

The Perry Hotel & Marina 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 vacation package cost?
Offering excellent value package deals on Expedia, you’ll be pleasantly surprised at how much a vacation to Key West costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Key West?
August, September and October are the best times to search for cheap Key West vacation packages. Choosing to travel in quieter periods means you can usually find reduced prices on hotels and flights.
How many days is enough for Key West?
Key West vacations come in all shapes and sizes, but to really sink your teeth into this place, we’d say 3 days is a good ballpark. This will mean you can visit top sights like Key West Aquarium and Harry S. Truman Little White House along with underrated spots. Don’t miss out on neighborhoods such as Key West Historic District and Old Town Key West either. If you’re clever with your time, you may even be able to take a day trip from Key West too.
Is it worth booking a vacation package to Key West?
Key West offers everything you need for an amazing trip. Begin your Key West vacation on a high note by visiting popular attractions like Smathers Beach.
How to find the best Key West package deals?
Bagging a cheap Key West package deal is a breeze with Expedia. Once you’ve entered your preferred dates and destination under our “Packages” tab, set your budget, add a couple of filters and browse what’s available. You can personalize your search by “Area,” “Amenities,” “Property type” and more. Sort the results by “Price: low to high” to view the most wallet-friendly Key West package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Key West vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You’ll usually land a better deal than booking each component separately. And you’ll still have the freedom to create a personalized Key West vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Key West?
If you’re considering a spur-of-the-moment Key West trip, browse our last-minute deals that can be booked up to one week before you take off. Don’t want to leave things to the last minute? You can score terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Key West?

  1. Choose your travel dates: What you’d like to do in Key West and your favorite season will help you decide when to travel.
  2. Calculate your budget: Ensure you have enough money to cover everything from meals and transportation to activities and airfares. Your hotel will probably be the biggest expense during your trip to Key West.
  3. Decide how long to go for: Now that you’re more familiar with Key West, you can figure out the right length of your vacation. Pull together a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalized Key West vacation package.

Discover the most popular places to visit in Key West

What to do in Key West

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