Vacation to Key West

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Key West Flight and Hotel Deals

The Reach Key West, Curio Collection by Hilton
Orchid Key Inn - Adults Only
Casa Marina Key West, Curio Collection by Hilton
Almond Tree Inn Hotel - Adults Only
Margaritaville Beach House Key West
Prices and availability subject to change. Additional terms may apply.

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

Expedia’s Key West vacation packages start from just $634*. In fact, you can score savings of up to 28%** just for bundling your hotel and flights! 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.

*Prices and availability are subject to change. Additional terms apply.

**Savings based on all package bookings with Flight + Hotel made on Expedia from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

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 Hotel Deals

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 $199 per night from Jul 18 to Jul 19
per night
Jul 18 - Jul 19
9/10 Wonderful! (1,574 reviews)
"I love it , will be back soon for sure"

Reviewed on Jun 28, 2023

Oceans Edge Key West Resort, Hotel & Marina
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and Spa
4 out of 5
601 Front St, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $326 per night from Jul 10 to Jul 11
per night
Jul 10 - Jul 11
8.8/10 Excellent! (1,001 reviews)
"We enjoyed our stay"

Reviewed on Jun 27, 2023

Hyatt Centric Key West Resort and Spa
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 $277 per night from Jul 5 to Jul 6
per night
Jul 5 - Jul 6
8.6/10 Excellent! (1,797 reviews)
"Absolutely loved staying here! Everything from the rooms to the pool to the restaurant, absolutely amazing. The rooms were clean, the staff is super friendly and helpful, the food is very good (especially that fish sandwich, this is a must order ). Levan was the BEST bartender around! Huge shoutout ..."

Reviewed on Jun 26, 2023

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.

Frequently asked questions

How much does a Key West vacation package cost?
The most affordable Key West vacation package is $634, so the trip of your dreams can become a reality — without burning a hole in your pocket. Combine flights, hotels, car rentals and more to build a package that suits your travel style.
If I'm not able to travel, can I cancel my Key West vacation package?
Yes, you can. We totally understand that even the best-laid plans can fail, so we’re happy to help if you have to make changes to your Key West vacation package. It may be possible to cancel or change your itinerary at no cost if you’ve booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.
How do I get a cheap travel package to Key West?
Combine your hotels and flights, add on extras such as activities, and save with a Key West vacation package. You won’t just land superb discounts on your getaway — you’ll have lots of choice at your fingertips too. When you book through Expedia, you’ll have your pick of over 550 airlines and 1,000,000 properties all over the world. Your next epic adventure starts right here, right now!
Where should I stay in Key West?
There are many places to book a hotel in Key West, but a traveler favorite is Key West Historic District. There’s plenty here to keep you on the move, such as Ernest Hemingway Home and Museum. Alternatively, make Historic Seaport your base. Mallory Square is among this area’s top attractions.
What are the top hotels in Key West?
The Gates Hotel Key West and Crowne Plaza Key West-La Concha are both sought-after options in the neighborhood of Old Town Key West. If you prefer to spend time in the Key West Historic District area, consider getting a room at The Gates Hotel Key West or Crowne Plaza Key West-La Concha.
How far in advance should I book my Key West vacation?
It can be hard to know when the best time is to book your Key West vacation. But usually the earlier you book, the better the prices. Sometimes, you can reserve your flights and hotels up to a year before departure. If you’re hoping for a last-minute getaway, no need to panic! There are terrific deals advertised on Expedia every day.
What does an Expedia Key West travel package include?
Hotels, rental cars and flights — we’ve got them covered. With Expedia, you can shape your Key West package however you want. All you have to do is decide just what you need. Once you’ve made your booking, you can add on extras like experiences and activities. The more you bundle, the greater your savings!
What should I know before booking a Key West travel package?
Locking in all the parts of your escape together is a terrific way to save. Bundle your flights, car rentals and hotels into one package. But you’re not limited to hotels. Expedia has all kinds of properties, including vacation rentals such as oceanfront condos and short-term homes. The list goes on!
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’re the boss! We have more than 550 airline partners around the world, so you have lots of choice when planning your Key West escape.
Does Expedia offer Book Now, Pay Later Key West vacation packages?
If you’d prefer to split the price of your hotel and flight over several payments, Expedia is here to help. Paying the total amount for your travel upfront isn’t always the best way to budget for your vacation, so we’ve joined forces with online lender Affirm to give you financial flexibility. Book Now, Pay Later and take the stress out of saving to travel.

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