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Key West Vacation Packages

Choose one or more items to build your trip:

Key West Vacation: Coronavirus Information

Most Key West hotels offer free cancellation. Consider booking refundable hotels rather than non-refundable ones. Just look for the ‘free cancellation’ message during your hotel search. Prices can vary, but right now we believe that flexibility matters.

For more information about the impact of COVID-19 on your Key West trip, please visit our Coronavirus Information page (opens in new window).

Top Key West Flight + Hotel Deals

Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Save 100% on your flight$528

$411

per person
Apr 9 - Apr 11
Roundtrip flight included
Boston (BOS) to Key West (EYW)
4/5Very Good! (1,805 reviews)

"Very clean and loved the bus shuttle that ran every hour down by shopping and restaurants.…"

Reviewed on Feb 27, 2021

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight$776

$618

per person
Apr 9 - Apr 11
Roundtrip flight included
Boston (BOS) to Key West (EYW)
4.5/5Wonderful! (2,477 reviews)

"It was a very beautiful and clean property. My husband and I went paddleboarding free of charge. Stephanie K was very helpful.…"

Reviewed on Feb 27, 2021

Paradise Inn Key West-Adults Only

Paradise Inn Key West-Adults Only

3.5 out of 5
Downtown
Save 100% on your flight$868

$718

per person
Apr 9 - Apr 11
Roundtrip flight included
Boston (BOS) to Key West (EYW)
4.6/5Wonderful! (996 reviews)

"Only one block from Duval. Great customer service! Everything was perfect!…"

Reviewed on Feb 7, 2021

The Southernmost Inn-Adults Only

The Southernmost Inn-Adults Only

2.5 out of 5
Uptown - Upper Duval
Save 100% on your flight$584

$487

per person
Apr 9 - Apr 11
Roundtrip flight included
Boston (BOS) to Key West (EYW)
4.1/5Very Good! (1,000 reviews)

"Nice small hotel but it was not up and fully running with bar amenities etc. Will most likely become a better stay once covid issues are overcome.…"

Reviewed on Feb 27, 2021

Pullman Miami Airport

Pullman Miami Airport

4 out of 5
$540

$453

per person
Apr 18 - Apr 23
Roundtrip flight included
Boston (BOS) to Key West (EYW)
3.9/5Good! (1,749 reviews)

"Nice and convenient hotel with polite and friendly staff…"

Reviewed on Feb 25, 2021

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

    2 out of top 10 points of interest in this area

    4.5/5Wonderful!(4,033 area reviews)

    Museums and tropical gardens complement the fascinating homes and monuments that include the residence and writing desk of Ernest Hemingway.

    Find hotel + flight trips in Key West Historic District
    Key West featuring a coastal town, general coastal views and a marina

    Old Town

    3 out of top 10 points of interest in this area

    4.5/5Wonderful!(226 area reviews)

    If you're spending some time in Old Town, Duval Street and South Beach are top sights worth seeing.

    Find hotel + flight trips in Old Town
    Key West featuring a coastal town, general coastal views and a marina

    Downtown

    1 out of top 10 points of interest in this area

    If you're spending some time in Downtown, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

    Find hotel + flight trips in Downtown
    Key West Butterfly and Nature Conservatory featuring zoo animals, animals and flowers

    Uptown - Upper Duval

    1 out of top 10 points of interest in this area

    4.5/5Wonderful!(72 area reviews)

    If you're spending some time in Uptown - Upper Duval, South Beach and Duval Street are top sights worth seeing.

    Find hotel + flight trips in Uptown - Upper Duval
    Harry S. Truman Little White House which includes a house and cycling

    Bahama Village

    5/5Exceptional!(38 area reviews)

    The winter residence of a former president and a historic lighthouse are among the attractions complementing this area’s charming Caribbean vibe.

    Find hotel + flight trips in Bahama Village

Top Hotels in Key West

Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $511 per night from Mar 1 to Mar 2
4.5/5Wonderful! (2,436 reviews)

"Beautiful resort and nice clean and comfortable rooms. I will stay again."…"

Reviewed on Feb 26, 2021

Oceans Edge Key West Resort, Hotel & Marina
Ibis Bay Beach Resort
Ibis Bay Beach Resort
2.5 out of 5
3101 N. Roosevelt Blvd, Key West, FL
The price is $319 per night from Mar 7 to Mar 8
4/5Very Good! (1,754 reviews)

"Water front, restaurant in premises, pool, other amenities..."…"

Reviewed on Feb 25, 2021

Ibis Bay Beach Resort
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $494 per night from Feb 28 to Mar 1
4.2/5Excellent! (2,588 reviews)

"Got a room with pool view but couldn’t see the pool for the trees , so check your room first pictures on web site can be deceiving ! Also deposit $100 a day was not mention along with parking fee if you drive , better fly all the way than drive , from what other guest have said"…"

Reviewed on Feb 26, 2021

Southernmost Beach Resort
See all 1611 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.

Top things to do in Key West

Image for Key West Express Day Trip from Miami

Key West Express Day Trip from Miami

$74
Per adult
86% of travellers recommend
Key West Express Day Trip from Miami
Image for Key West Conch Tour Train

Key West Conch Tour Train

$37
Per adult
90% of travellers recommend
Key West Conch Tour Train
Image for Historic Key West Old Town Trolley Hop-On Hop-Off Tour

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

$47
Per adult
84% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
See all activities in Key West

Key West Beach Vacation

Kick back and relax on the shore and watch the sunlight twinkling on the water during your Key West vacation. If you're looking for the perfect beach experience, a trip to Key West sure does deliver. You've probably heard about Smathers Beach (2 miles (3 km) away). We recommend checking out accommodations nearby. However, a lot of visitors also choose Key West vacation deals near South Beach or Higgs Beach, two other excellent nearby options.

Things You Should Know About Key West

  • Choosing a hotel near the water means crisp sea breezes and long walks along the shoreline at sunset. Cast your eye over our Key West beach hotels and see what you can find.
  • Lots of travelers also choose to base themselves in private vacation homes here. 3br W/ Pool & Chefs Kitchen 3 Bedroom Home and Mermaid Manor Apartment 4 are a few places that'll make your stay comfortable.
  • Alternatively, go for one of our All-Inclusive hotels in Key West. They make it easy to budget. Leave your credit card safely in your room and enjoy the freedom that comes with the all-inclusive way of vacationing.
  • Our Key West things to do page is a good place to begin planning your trip to Key West. After you arrive, strike up a conversation with one of the 25,800 locals to discover even more.
  • Ernest Hemingway Home and Museum is one big sight you need to see here. For plenty of other great travel plan ideas, check out our Key West vacation deals.

What are the advantages of a road trip to Key West?

There’s nothing quite like a Key West road trip. And Expedia makes it easy for you to turn all those road trip ideas into reality. You can find cheap deals on hotels in Key West or bundle your hotels with car rentals to save even more. With our Key West packages, you’ll find hitting the highway for that road trip adventure is more affordable than ever.  

How to plan a road trip to Key West?

Planning a road trip can feel daunting, especially when you’ll be making multiple bookings for your itinerary. But you can find car rentals in Key West and low rates on hotels all in one place— Expedia. How you plan your road trip depends on what’s important to you. People love to take road trips to experience the great outdoors, bond with friends or family and see more of the world. When planning, bundle your car rental and hotel into one discounted package to maximize savings on both. Or, leave room for spontaneity, booking what you need when you need it with our last-minute deals.  

What to do on a road trip to Key West?

When taking a road trip adventure, it’s best to plan how you want to spend your time on your road trip itinerary. We don’t want you to miss out on any of the best things to do in Key West. You can book all the road trip activities on your Key West wishlist, and even plan activities along your route as well.  

How to rent a car for a road trip?

For an epic road trip, you'll need the perfect car. Renting a car for a road trip is the best option that doesn’t put miles or strain on your vehicle, and especially when it's also so affordable. Because when you book on Expedia, it doesn't need to be expensive. You can pick up a cheap car rental and head out to one of these incredible vacation rentals in Key West. And when you bundle car rentals with hotel stays, you'll save even more on each part of your journey.

Frequently asked questions

How much does a Key West vacation package cost?
The most affordable Key West package is $411, so your dream escape can become a reality — without burning a hole in your pocket. Combine flights, hotels and car rentals to create a package that’s perfect for you.
If I'm not able to travel, can I cancel my Key West vacation package?
Whether it’s your hotel or flight, you can cancel and rebook it. Locked in your Key West vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. If it’s been longer than that, you may incur a fee from your airline, hotel or car rental company. For more details, head to our Customer Service Portal. We’ll help you every step of the way.
How do I get a cheap travel package to Key West?
Browse and lock in everything in the one place with our Key West vacation packages. You’ll find bargains on hotels, flights, tours and more that’ll keep your hip pocket happy and your spirit of adventure alive. In fact, you can save as much as $583 just for combining your bookings. And, with more than 550 air carriers and 1,000,000 hotel options around the globe to choose from, you have countless opportunities to mix and match as you please.
Where should I stay in Key West?
Key West Historic District is an area of Key West that no one should miss. If ticking off Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens is important to you, spending your nights in this neighborhood is an excellent idea. Another option is Historic Seaport. From here, you’ll have easy access to Audubon House and Tropical Gardens and Mallory Square.
What are the top hotels in Key West?
People traveling to Key West will often book Southernmost Beach Resort or Crowne Plaza Key West-La Concha. These options are in Key West Historic District. Another happening neighborhood is Old Town. Southernmost Beach Resort and Margaritaville Key West Resort & Marina are popular choices in this area.
When is the best time of year to visit Key West?
The answer depends on you. If you’re hoping to pick up the best deal, visit Key West in September. Airfares and hotels are generally cheaper around this time than they are in February. If you’d like to experience the vibe of Key West in the high season, book your getaway for July, August, June. December, October, November is typically a quieter time of year.
How far in advance should I book my Key West vacation?
It’s tricky picking the best time for airfares, but we normally say the earlier, the better. Many international journeys on Expedia become available up to 12 months in advance. If you can’t book early, don’t despair. Low prices appear from time to time within a few weeks of departure dates.
What does an Expedia Key West travel package include?
Much of that depends on you. You can pick from a variety of Key West packages, such as a rental car, hotel and flight. You can also book a flight with a hotel, or a rental car and a flight. Once you’ve made your booking, you can add the fun stuff like experiences and tours. Whatever your Key West escape looks like, you’ll save!
What should I know before booking a Key West travel package?
A travel package can be customized for your budget and is an easy way to make your budget go further. How little or much you include is up to you. Rental cars, hotels and flights — decide on a combination that works with your plans.
Does Expedia offer Book Now, Pay Later Key West vacation packages?
If your reason for travel has cropped up unexpectedly, Expedia can help to reduce any financial stress. Partnering with online lender Affirm, we offer a Book Now, Pay Later option for all package bookings. It’s easy to set up a payment arrangement for your getaway that works for you.
Can I choose my airline with a Key West Expedia vacation package?
Yes — that’s one of the best things about an Expedia vacation package. You can mix and match your flights, hotels and more. We have access to more than 550 airline partners throughout the world, so you have options galore when creating your Key West escape.

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