Vacation to Key West

Choose one or more items to build your trip:
Choose one or more items to build your trip:

Your Key West Vacation

Bright seafood shacks sell pink shrimp, and carved wooden porches on 19th-century houses bring a unique flavor to Key West vacation packages. Waterside resorts offer all-inclusive vacations in Key West, or you could choose a bed-and-breakfast downtown. From there, you can hop on a bike, fish from a boat, or snorkel with the fish. By booking a last-minute Key West vacation package, you’ll wash your stresses away at the beach in just a few days. The sea breeze wafts, and romance flows easy here, making Key West honeymoon vacation packages blissfully fun and relaxed. With heavenly Key West package deals on Expedia, there’s plenty over for a slice (or two) of Key Lime pie to celebrate.

Key West Flight and Hotel Deals

Paradise Inn Key West - Adults Only
The Guesthouses at Southernmost Beach Resort - Adults only
Ocean Key Resort - A Noble House Resort
The Southernmost Inn - Adults Only
Margaritaville Beach House Key West

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 $839*. In fact, you can score savings of up to 24%** 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.

Key West Essential Information

Prepare for your Key West vacation with our essential travel info

Max Temp Winter
Max Temp Summer
Top Sights
Ernest Hemingway Home and Museum

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

Havana Cabana at Key West
Havana Cabana at Key West
4 out of 5
3420 N. Roosevelt Blvd, Key West, FL, 33040
The price is $125 per night from Sep 27 to Sep 28
4.3/5 Excellent! (1,380 reviews)
"The pool when finished will be amazing and the atmosphere was great"

Reviewed on Sep 18, 2022

Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
2001 South Roosevelt Boulevard, Key West, FL, 33040
The price is $202 per night from Sep 27 to Sep 28
4.4/5 Excellent! (1,378 reviews)
"The staff was friendly and courteous. My family and I had a great time."

Reviewed on Sep 24, 2022

Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL, 33040
The price is $159 per night from Oct 2 to Oct 3
4.5/5 Wonderful! (1,806 reviews)
"First class all the way. Staff was helpful and friendly, restaurant was very good. Highly recommended."

Reviewed on Sep 17, 2022

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?
Handcraft your Key West vacation package from as little as $839. Pick from any combination of flights, hotels and rental cars to build the escape of your dreams. Be sure to add on a few experiences or tours!
If I'm not able to travel, can I cancel my Key West vacation package?
Certainly, and we’ll help you every step of the way. You may be able to amend or cancel your Key West vacation package for free within 24 hours of booking. But you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If your travel plans suddenly change, take a look at our Customer Service Portal for more information.
How do I get a cheap travel package to Key West?
Bundle your flight and hotel bookings, toss in extras such as activities or a rental car, and save up to $366. A Key West vacation package makes getting away on a budget a cinch. You won’t just bag amazing discounts on your getaway — you’ll have loads of choice within in your grasp too. When you book through Expedia, you’ll have your pick of over 550 airlines and 1,000,000 properties around the world. Your dream vacation begins right here, right now!
Where should I stay in Key West?
Take the leg work out of sightseeing by staying right around the corner from Key West’s biggest attractions. Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens are two of the most popular.
What are the top hotels in Key West?
If it’s your very first time in Key West, lock in a room at The Gates Hotel Key West or Crowne Plaza Key West-La Concha. Both hotels will make you feel at home and are favorites with many travelers.
When is the best time of year to visit Key West?
The best time to visit Key West comes down to your preferences. If you’re vacationing on a limited budget, you might want to avoid , which is considered to be the most expensive month. is usually when you’ll land the best prices. To enjoy the energy of peak season, pack your bags for . are the least popular months to visit and a smart idea if you’d rather escape the crowds.
How far in advance should I book my Key West vacation?
Travelers are usually able to compare international airfares on Expedia within 12 months of the departure date. Booking at the last minute? With a bit of luck, there’s a still a chance you can nab an affordable ticket just weeks before your journey.
What does an Expedia Key West travel package include?
It depends on what sort of getaway you have in mind. Key West vacation deals can include car rentals, hotels and flights. You can mix and match to find the package that fits your needs. You can also add on experiences and activities after you’ve booked to pick up even bigger discounts.
What should I know before booking a Key West travel package?
Discover deals that suit your budget with an Expedia package. Airfares, hotels, rental cars — we’re a one-stop shop for all of them. You’ll save precious dollars just by combining your bookings. Whether you’re heading away on a ski trip or drinking cocktails on a beach, your ideal vacation is just clicks away.
Does Expedia offer Book Now, Pay Later Key West vacation packages?
Working together with online lender Affirm, Expedia provides financial flexibility with a Book Now, Pay Later option for flight and hotel packages. Get the money side of things sorted with one upfront payment or split the price of your package over multiple installments. The choice is yours.
Can I choose my airline with a Key West Expedia vacation package?
You can, and with over 550 airlines to choose from across the globe, you’re not short on choice. Search the available options and find out which airline fits your budget and needs.
Can I travel to Key West right now?
For all the up-to-date facts about getting to Key West, check out our Covid-19 Travel Advisor. Covering travel restrictions, quarantine policies and more, this guide will help make your vacation go off without a hitch.

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