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Your Key West Vacation

From its relaxed vibe to its beaches and beyond, there's a lot to like about Key West. Discover the wonders of this captivating city with a Key West vacation package that's tailor-made for you. A trip to Key West is an excellent opportunity to see the sights. Be sure to visit popular attractions like Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. No matter your travel plans or budget, organizing a tailored Key West vacation is simple with Expedia.

The Latest Key West Vacation Packages

The Grand Guesthouse
Ibis Bay Beach Resort
Almond Tree Inn Hotel - Adults Only
Orchid Key Inn - Adults Only
Paradise Inn Key West - Adults Only
Prices and availability subject to change. Additional terms may apply.

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.

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

Key West Hotel Deals

Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $401 per night from Apr 29 to Apr 30
$401
$514 total
includes taxes & fees
Apr 29 - Apr 30
8/10 Very Good! (1,778 reviews)
"We arrived at the resort about 2.5 hours before check in and we extremely happy to be given our room. I sent a request to the resort asking for my poolside room to be located by the Pineapple Bar and they granted my request, which was greatly appreciated. It’s a beautiful resort and the accommodations ..."

Reviewed on Mar 27, 2024

Southernmost Beach Resort
Havana Cabana at Key West
Havana Cabana at Key West
4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $349 per night from Apr 28 to Apr 29
$349
$458 total
includes taxes & fees
Apr 28 - Apr 29
8.6/10 Excellent! (1,431 reviews)
"Great stay and would go back!"

Reviewed on Mar 27, 2024

Havana Cabana at Key West
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $399 per night from Apr 7 to Apr 8
$399
$514 total
includes taxes & fees
Apr 7 - Apr 8
8.4/10 Very Good! (1,807 reviews)
"Great location for the beach. Transportation services were perfect for getting to Duval. Great staff. Great room. Great stay."

Reviewed on Mar 26, 2024

Margaritaville Beach House 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.

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Frequently asked questions

How much does a Key West vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Key West from just $836. And the more you bundle, the more cash you save. Your dream escape has never been so affordable.
How do I get a cheap travel package to Key West?
Combine your flights and hotels, toss in extras such as a rental car or activities, and save with a Key West vacation package. You won’t just score exciting discounts on your adventure — you’ll have lots of choice too. When you book through Expedia, you’ll have your pick of over 550 partner airlines and 1,000,000 hotels across the globe. Your next epic adventure begins right here, right now!
Where should I stay in Key West?
A visit to Key West wouldn’t be complete without taking in the atmosphere in Old Town Key West, so why not secure a hotel room in this happening neighborhood? That way, you’ll be right by Southernmost Point. If Mallory Square is on your must-see list, stay in Historic Seaport.
What are the top hotels in Key West?
Travelers visiting Key West often stay in Old Town Key West. Margaritaville Beach House Key West and Southernmost Beach Resort are preferred hotels in this neighborhood. But it’s not the only fun place around town! Key West Historic District is another fantastic area and where you’ll find 24 North Hotel Key West and Oceans Edge Key West Resort, Hotel & Marina.
How far in advance should I book my Key West vacation?
Browse Expedia to compare international airfares ASAP. In most cases, you can purchase a ticket up to a year before departure. If it’s too early for your preferred air carrier, or you’ve left things to the last moment, fear not. Cheap fares to Key West sometimes occur a few weeks before the date of departure.
What does an Expedia Key West travel package include?
Flights, hotels and a cool set of wheels for your road trip adventures. Simply choose your favorite bundle and get access to great discounts. Once you’ve made your booking, add on a few tours and activities and watch your savings pile up. When it comes to crafting your Key West break, you’re the boss!
What should I know before booking a Key West travel package?
Locking in all the parts of your vacation together is a simple way to save. Combine car rentals, airfares and hotels into a handy package. But you’re not restricted to hotels. Expedia offers all types of properties, including vacation rentals like mountain cabins and spacious residences. The list goes on!
Can I choose my airline with a Key West Expedia vacation package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines globally. Our packages give you the flexibility to pick from available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Key West vacation package?
It’s hard to predict what the future holds, so it’s comforting to know that you can cancel or change your Key West vacation package. If your booking was made in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for more information.

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.