Key West Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:

    Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to CA $775 when you book a flight and hotel together*
  • lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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.

Top Key West Vacation Deals

Ibis Bay Beach Resort
Paradise Inn Key West - Adults Only
The Grand Guesthouse
Havana Cabana at Key West
Orchid Key Inn - 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 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 kilometres 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.

Key West Hotel Deals

Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
The price is CA $587 per night from Mar. 25 to Mar. 26
CA $587
CA $746 total
includes taxes & fees
Mar 25 - Mar 26
8/10 Very Good! (1,749 reviews)
"Loved our stay at the property! Connor was great at checkin and check out!! Only thing that was not great was ice machine in our building didn’t work and WiFi was not great. Otherwise great plaveu"

Reviewed on Mar. 18, 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 CA $540 per night from Mar. 20 to Mar. 21
CA $540
CA $698 total
includes taxes & fees
Mar 20 - Mar 21
8.6/10 Excellent! (1,407 reviews)
"Place had a great vibe great pool good food"

Reviewed on Mar. 16, 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 CA $540 per night from Apr. 7 to Apr. 8
CA $540
CA $696 total
includes taxes & fees
Apr 7 - Apr 8
8.4/10 Very Good! (1,789 reviews)
"Loved all the outdoor plants by pool and around the hotel."

Reviewed on Mar. 18, 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.

Explore other types of vacation packages

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 CA $755. 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

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