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 Ernest Hemingway Home and Museum.

Find hotel + flight trips in Key West Historic District

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 (3 kilometers 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.

Top hotels in Key West

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 P13,003 per night from 27 May to 28 May
P13,003
per night
27 May - 28 May
8.6/10 Excellent! (1,438 reviews)
"Beautiful hotel with a wonderful pool. Clean and comfortable room. Wonderful shuttle service to and from the city, which is a wonderful bonus Will definitely recommend or stay there again in the future"

Reviewed on Apr 28, 2024

Havana Cabana at 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
Fully refundableReserve now, pay when you stay
The price is P13,281 per night from 12 May to 13 May
P13,281
per night
12 May - 13 May
8.8/10 Excellent! (1,534 reviews)
Beautiful property, delicious restaurant
"We LOVED Ocean’s Edge and had the best stay. We really appreciated how our VIP hotels.com welcome beverage was a generous cocktail, and not the beer/wine/champagne most other hotels offer. The food at both the breakfast cafe and the dinner restaurant was spectacular—some of the best fish we have ..."

Reviewed on Apr 26, 2024

Oceans Edge Key West Resort, Hotel & Marina
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
The price is P19,425 per night from 27 May to 28 May
P19,425
per night
27 May - 28 May
8.2/10 Very Good! (1,824 reviews)
"Every thing❤️❤️❤️"

Reviewed on Apr 27, 2024

Southernmost Beach Resort
See all 2,601 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?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Key West from just . 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.

Popular places to visit

Image for Duval Street

Duval Street

Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.

Duval Street
Image for Dry Tortugas National Park

Dry Tortugas National Park

Separated from the mainland and encased by golden beaches and colorful coral reefs, this is a national park of fascinating ocean scenery.

Dry Tortugas National Park
Image for Mallory Square

Mallory Square

Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.

Mallory Square

What to do in Key West

Image for Morning Reef Snorkel With Unlimited Mimosas & Breakfast

Morning Reef Snorkel With Unlimited Mimosas & Breakfast

P2,542
Per adult
90% of travellers recommend
Morning Reef Snorkel With Unlimited Mimosas & Breakfast
Image for Shark and Wildlife Viewing Adventure in Key West

Shark and Wildlife Viewing Adventure in Key West

P4,924
Per adult
100% of travellers recommend
Shark and Wildlife Viewing Adventure in Key West
Image for Key West Premium Dolphin Watch Sunset Sail w/ Tapas Pairing

Key West Premium Dolphin Watch Sunset Sail w/ Tapas Pairing

P4,371
Per adult
94% of travellers recommend
Key West Premium Dolphin Watch Sunset Sail w/ Tapas Pairing
See all activities in Key West

More trip options

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