Key West Trips (flight + hotel)

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Where to stay in Key West

Find the best Key West areas and neighborhoods for the activities you enjoy most. Learn more about Key West
Audubon House and Tropical Gardens featuring a house

Key West Historic District

4 out of top 10 points of interest in this area

Travelers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to make a stop by Duval Street and Saint Mary Star of the Sea.

Find hotels in Key West Historic District

Top hotels in Key West

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 P11,355 per night from 27 Jan to 28 Jan
P11,355
P14,343 total
includes taxes & fees
Jan 27 - Jan 28
8/10 Very Good! (1,731 reviews)
"Very nice view of the bay"

Reviewed on Jan 25, 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 P11,851 per night from 30 Jan to 31 Jan
P11,851
P17,075 total
includes taxes & fees
Jan 30 - Jan 31
8.8/10 Excellent! (1,650 reviews)
"Nice hotel but suboptimal location. Shuttle service was inconsistent."

Reviewed on Jan 24, 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
Fully refundableReserve now, pay when you stay
The price is P13,101 per night from 27 Jan to 28 Jan
P13,101
P18,167 total
includes taxes & fees
Jan 27 - Jan 28
9.4/10 Exceptional! (1,003 reviews)
"Beautiful property right on the marina!! The weather was grey, rainy and chilly so we didn’t get to experience the pool! Great concierge Jeremy! Had a shuttle to take you to town!"

Reviewed on Jan 22, 2025

The Perry Hotel & Marina Key West
See all 2,898 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 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.

Popular places to visit

Smathers Beach which includes a sandy beach, a luxury hotel or resort and tropical scenes

Smathers Beach

Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.

Smathers Beach

Boca Chica Nude Beach

Why not spend a lazy afternoon at Boca Chica Nude Beach during your trip to Key West? Discover the area's lively festivals, or seek out its biking trails.

Boca Chica Nude Beach

What to do in Key West

12 hours Day at Key West With Boat Tour and Snorkeling

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

P1,927
per adult
80% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
MIAMI: Key West Day Trip with Boating Options

MIAMI: Key West Day Trip with Boating Options

P5,782
per adult
MIAMI: Key West Day Trip with Boating Options
12-Hours Day Trip in Key West from Miami

Full Day Trip in Key West from Miami

P1,927
per adult
Full Day Trip in Key West from Miami
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.