Key West Holidays
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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.
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.
Key West Holiday
Key West Luxury Holiday Packages
Dabble in the finer things in life and get pampered with a luxury Key West package! Spoil yourself with our luxury Key West holiday packages and enjoy poolside cocktails, world-class dining and relaxing spa treatments. Dig your toes in the sand at Casa Marina Key West, Curio Collection by Hilton or go swimming in the year-round pool at Hyatt Centric Key West Resort & Spa.
Romantic Holiday Packages in Key West
Take your romantic Key West getaway to the next level with candlelit dinners, ocean views and couples massages. Expedia’s Key West romantic holiday packages are perfect for lovebirds looking to spice things up. Pop open a bottle of champagne in the hot tubs at Pier House Resort & Spa near Mallory Square or share a poolside cabana at Southernmost Beach Resort.
Take your romantic holidays in Key West to the next level with a photo shoot at your resort or the beach or a Key West marriage proposal package. Get inspired with our guide on things to do in Key West and add some loved-up activities to your Key West package deal today.
Where to Stay in Key West
When looking for Key West holiday packages, choosing the right place to stay is important. Whether you want a sun-packed stay or a history-packed holiday, this iconic island city has plenty of options on offer. Here’s a breakdown of where to stay for your Key West trip:
- Key West Historic District: You can enjoy the central location, buzzing streets and historical landmarks in this popular suburb. Topped with shopping, nightlife and restaurants, this is an ideal place to stay for those looking for convenience.
- Duval Street: Jam-packed with retail stores, nightlife, live music venues and restaurants, this is the ultimate spot to let loose on your Key West holiday.
- Historic Seaport: The picturesque marina is a top choice for art lovers, foodies and water sports fanatics.
- Bahama Village: This part of Key West is dotted with dazzling architecture, colourful homes and open-air restaurants.
- New Town: Laid-back New Town offers fewer crowds, making it one of the most tranquil holiday places in Key West.
Top Things to Do
Whether you’re into sightseeing, sunbathing or savouring flavour-packed cuisine, there are many things to do in Key West. Here’s a taste of what’s on offer:
- History: Add the Ernest Hemingway Home and Museum, Harry S. Truman Little White House and Dry Tortugas National Park to your Key West travel bucket list.
- Beaches: Soak up the sun from Smathers Beach, South Beach and Higgs Beach.
- Entertainment: Watch the street performers in Mallory Square and let loose on a pub crawl or a cocktail crawl.
- Family-Friendly: Keep the whole family happy at attractions like the Key West Shipwreck Museum and Key West Aquarium.
- Sports Activities: Get adventurous on this Snorkel Adventure, try parasailing or hopping on a Key West Mangrove Kayak Eco Tour.
How to Find Cheap Package Deals
Expedia’s cheap holiday packages to Key West allow you to see more, save more and stress less! You can save just by bundling your airfare and accommodation. Plus, by adding car rental, activities, tours and more, you can organise everything all in one place. Booking our Key West package deals is simple and straightforward. Simply enter your departure destination and desired travel dates. Then, use our filters to find cheap hotels 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
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, South Beach and Fort Zachary Taylor Historic State Park |
Our pick of the best Key West Hotel Deals
Reviewed on 27 Apr. 2025
Reviewed on 29 Apr. 2025
Reviewed on 20 Apr. 2025
Discover the most popular places to visit in Key West
Mallory Square
Enjoy the Sunset Celebration, a nightly festival with street performers and market stalls, as you watch the sun sink into the Gulf of Mexico from this town square.
Smathers Beach
Relax or join the party at Key West’s most popular beach, where water sports, volleyball and seafood vendors make it the perfect place to spend the weekend.
Dry Tortugas National Park
Separated from the mainland and encased by golden beaches and colorful coral reefs, this is a national park of fascinating ocean scenery.
What to do in Key West
Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar
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