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Key West Vacation Packages

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Top Hotels in Key West

Ibis Bay Beach Resort
Ibis Bay Beach Resort
2.5 out of 5
3101 N. Roosevelt Blvd, Key West, FL
The price is CA $375 per night from Apr 5 to Apr 6
4/5Very Good! (1,756 reviews)

"Loved the shuttle bus that ran every hour to go down town"…"

Reviewed on Mar. 7, 2021

Ibis Bay Beach Resort
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 CA $404 per night from Mar 9 to Mar 10
4.5/5Wonderful! (2,449 reviews)

"Lovely resort. Family friendly. Love that they have so many pools, made it easy to enjoy in a socially-distant way. Very quiet at night. Staff were all pleasant & helpful. Would definitely stay here again"…"

Reviewed on Mar. 7, 2021

Oceans Edge Key West Resort, Hotel & Marina
Barbary Beach House Key West
Barbary Beach House Key West
4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
The price is CA $674 per night from Apr 6 to Apr 7
4.6/5Exceptional! (353 reviews)

"Property was located in a nice area across from Smathers beach, easy access. Staff was friendly and professional. Shuttle service to town was great."…"

Reviewed on Mar. 8, 2021

Barbary Beach House Key West
See all 1649 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

CA $95
Per adult
86% of travellers recommend
Key West Express Day Trip from Miami
Image for Power Adventure: All-day Watersports

Power Adventure: All-day Watersports

CA $217
Per adult
94% of travellers recommend
Power Adventure: All-day Watersports
Image for Full-Day Trip to Key West from Miami

Full-Day Trip to Key West from Miami

CA $96
Per adult
76% of travellers recommend
Full-Day Trip to Key West from Miami
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.

Frequently asked questions

How much does a Key West vacation package cost?
The most affordable Key West package is , 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 C$590 just for combining your bookings. And, with more than 400 air carriers and 321,000 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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