
Key West Holidays from £1,027
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Your Key West Holiday
Lock in a Key West holiday package and focus on what counts — enjoying yourself. There's no more travel planning headaches, just a lot more free time to savour 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 holiday is just clicks away with Expedia.
The Latest Key West Holiday Deals

The Perry Hotel & Marina Key West
Reviewed on 16 Mar 2025


Havana Cabana at Key West - Adults Only
Reviewed on 14 Mar 2025

Douglas House
Reviewed on 16 Mar 2025

Paradise Inn Key West - Adults Only
Reviewed on 5 Mar 2025

Almond Tree Inn Hotel - Adults Only
Reviewed on 15 Mar 2025
Key West Luxury holiday Packages
We all deserve to spoil ourselves from time to time, so why not splurge on your holiday in Key West? Book one of our Key West Luxury holiday 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 holidays 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 holiday 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 holiday 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 holiday 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 holiday in Key West.
When you can tear yourself away from your cosy 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 holiday 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 neighbourhoods to stay for your holiday 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 neighbourhood to enjoy its colourful 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 holiday 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, holidays to Key West offer something for all types of travellers:
- Historical: Get a local history and culture fix at Ernest Hemingway Home and Museum and Harry S. Truman Little White House. Don’t miss Dry Tortugas National Park either.
- Beach: Sun, sea, sand and water sports are the order of the day at popular spots like Smathers Beach, South Beach and Higgs Beach.
- Entertainment: Head to Mallory Square for street performers, food carts and spectacular sunsets. If you’re in the mood to party, join a Key West pub crawl or a craft cocktail crawl.
- Family-Friendly: Travelling with the kids? There’s fun for all ages at the Key West Shipwreck Museum and Key West Aquarium.
- Sports: It’s time to get adventurous! Add a Snorkel Adventure of Coral Reef to your Key West holiday package or try parasailing. Alternatively, join a Key West Mangrove Kayak Eco Tour.
How to Find Cheap Package Deals
Landing the best deals on Key West holiday package is a breeze. In fact, you can score savings just for bundling your hotel and flights! 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.
Key West Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
Population | 25,800 |
Max Temp Winter | 24ºC |
Max Temp Summer | 29ºC |
Top Sights | Smathers Beach, Fort Zachary Taylor Historic State Park and South Beach |
Our guide on where to stay in Key West

Old Town Key West
While visiting Old Town Key West, you might make a stop by sights like Duval Street and Saint Mary Star of the Sea.
Our pick of the best Key West Hotel Deals

Reviewed on 15 Mar 2025

Reviewed on 14 Mar 2025

Reviewed on 14 Mar 2025
Frequently asked questions
Discover the most popular places to visit in Key West

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.

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.

Smathers Beach
Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.
Unmissable things to do in Key West

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

MIAMI: Key West Day Trip with Boating Options

Morning Coral Reef Snorkel With Mimosas & Breakfast
Expedia Latest Trends
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.