Key West Vacations

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Your Key West Vacation

Lock in a Key West vacation package and focus on what counts — enjoying yourself. There's no more travel planning headaches, just a lot more free time to savor what's special about this captivating city, such as its beaches and relaxed vibe. If a sightseeing tour is on the agenda during your trip to Key West, look around well-known attractions like Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. Whoever you're taking a break with and whatever you plan to spend, your dream Key West vacation is just clicks away with Expedia.

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

Key West Luxury Vacation Packages

We all deserve to spoil ourselves from time to time, so why not splurge on your vacation in Key West? Book one of our Key West Luxury Vacation Packages and experience stays that come with the best of everything, from poolside bars and first-rate spas to a smorgasbord of restaurants and round-the-clock concierge services. Aside from being perfectly pampering, luxury vacations in Key West should also be stress-free and relaxing.

If it’s peace and seclusion you’re seeking, escape to Casa Marina Key West, Curio Collection by Hilton. A private beach, a signature “toes in the sand” dining experience and yoga sessions are just the start of the offerings at this 5-star resort. Add the Hyatt Centric Key West Resort & Spa to your Key West vacation package and take your escape to another level. An award-winning spa, a private boat dock and a year-round outdoor pool are part of the experience at this upmarket getaway.

Romantic Vacation Packages in Key West

If you’re dreaming of waking up to ocean views, taking long walks along the beach and enjoying candlelit dinners with your honey, check out our Key West Romantic Vacation Packages. A popular destination for honeymooners, Key West is home to idyllic stays that cater to lovebirds, like Pier House Resort & Spa. It has everything newlyweds need: a full-service spa, hot tubs and a private white-sand beach, as well as an excellent location close to lively Mallory Square. Or, stroll hand-in-hand along garden paths and relax under poolside cabanas at Southernmost Beach Resort during your vacation in Key West.

When you can tear yourself away from your cozy surroundings, get out and do the things you love with the one you love. Make new memories with a Key West Photo Shoot at Your Resort or the Beach. Or take the first step toward your new life together and book a Key West Marriage Proposal Package. Browse our Things to Do in Key West guide and add some romantic tours and experiences to your Key West vacation package.

Where to Stay in Key West

Key West is a sun-soaked island-city perched at the western edge of the Florida Keys. Here’s our roundup of the best neighborhoods to stay for your vacation in Key West:

  • Key West Historic District: In this busy area you’ll find historical landmarks, superb museums and pretty gardens alongside great shopping, dining and nightlife.
  • Duval Street: Packed with retail outlets, bars, restaurants, live music venues and street performers, the fun never ends on this lively street.
  • Historic Seaport: Key West’s bustling marina is the place to be for tasty eats, art and water sports excursions.
  • Bahama Village: Into architecture and food? Stay in this neighborhood to enjoy its colorful houses and dine at open-air restaurants.
  • New Town: If you want to be away from the tourist crowds yet a short hop from major sights, laid-back New Town is the perfect place to spend your vacation in Key West.

Top Things to Do

Whether you want to be active or take things slow, visit a museum or feast until your heart’s content, vacations to Key West offer something for all types of travelers:

How to Find Cheap Package Deals

Landing the best deals on vacations to Key West is a breeze. Just key in your preferred travel dates and filter your property search by things like amenities, price and star ratings. A top tip for scoring a cheap hotel in Key West is to arrive in June, July and August. Generally, hotels are less expensive and have more availability around this time. December, January and February are the busiest months in Key West.

Find the Best Key West Vacation Packages

Key West Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Key West Intl. Airport (EYW)
Population
25,800
Max Temp Winter
75ºF
Max Temp Summer
85ºF
Top Sights
Smathers Beach, Fort Zachary Taylor Historic State Park and South Beach

Ready to book your vacation to Key West?

 

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Key West Hotel Deals

Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
The price is $350 per night from Nov 4 to Nov 5
$350
includes taxes & fees
$311 per night
Nov 4 - Nov 5
8.4/10 Very Good! (2,164 reviews)
"Great stay."

Reviewed on Oct 27, 2024

Southernmost Beach Resort
Beachside Resort & Residences
Beachside Resort & Residences
3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $250 per night from Oct 31 to Nov 1
$250
includes taxes & fees
$223 per night
Oct 31 - Nov 1
8.4/10 Very Good! (1,012 reviews)
"beautiful room and area, no room service or cleaning at all"

Reviewed on Oct 28, 2024

Beachside Resort & Residences
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 $223 per night from Oct 31 to Nov 1
$223
includes taxes & fees
$198 per night
Oct 31 - Nov 1
8.6/10 Excellent! (1,602 reviews)
"GREAT POOL AREA BEDS WERE EXTREMELY COMFORTABLE THE STAFF WERE GREAT"

Reviewed on Oct 28, 2024

Havana Cabana at Key West - Adults Only
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?
You can typically find lower prices and greater availability in August, September and October. Check out our cheap Key West vacation packages and you could get some great off-season deals.
How many days is enough for Key West?
Key West vacations can be as short or long as you like, but to get a real feel for this place, we reckon 3 days is about right. In this timeframe, you can visit major attractions like South Beach and Clarence S. Higgs Memorial Beach Park and track down some underrated gems. Don’t forget to visit cool neighborhoods such as Old Town Key West and Historic Seaport either. If you plan wisely, you can even take a day trip from Key West too.
Is it worth booking a vacation package to Key West?
It’s easy to see why a Key West vacation is on the to-do list of many travelers. Leading attractions like Ernest Hemingway Home and Museum are just the beginning of what you can explore here.
How to find the best Key West package deals?
Use Expedia’s handy filters to find some terrific Key West package deals. When you start your search, just set your maximum budget and then sort the results by “Price: low to high.” If you’re looking to save, plan your escape for midweek, or browse for Key West package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it’s typically best to book your vacation package well in advance.
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 have your Key West vacation dates confirmed, book as early as you can to bag some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Key West?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Key West.
  2. Figure out your budget: Make sure you have enough money to cover everything from food and transportation to activities and airfares. Your hotel will probably be the biggest expense during your trip to Key West.
  3. Organize your Key West getaway with Expedia’s trip planning tool: Look for and book accommodations and activities all in one place. You can also collaborate with your group to plan an unforgettable trip to Key West together.
  4. Decide your trip length: Consider how much time you want to spend discovering Key West. Plan your days so you can get to all the attractions and experiences you’re interested in at a comfortable pace.
  5. Bundle your accommodations and airfare: Once you’ve settled on your trip dates and duration, lock in the perfect Key West vacation package for you.
  6. Book any activities or excursions: Now to the fun part — organizing everything you want to do and see. Browse some of the best things to do in Key West in Key West and reserve your tickets early to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later Key West vacation packages?
If you’re like us, you love jet-setting around the world but don’t love the big price tag that can sometimes come with it. That’s why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Key West trip across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.

Discover the most popular places to visit in Key West

What to do in Key West

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