A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

Key West Holidays

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Where to stay in Key West

Find the best Key West areas for the activities you enjoy most. Learn more about Key West
Learn more about Key West

Old Town Key West

Old Town Key West captures the essence of island history with its pastel Victorian "Conch Houses" and lively atmosphere. Stroll past Ernest Hemingway's home where six-toed cats roam freely. The charming district buzzes with activity from Duval Street to Mallory Square's famous sunset celebrations. Explore this walkable area to discover hidden treasures like the Truman Little White House and Key West Butterfly Conservatory. Live music spills from open-air bars while local galleries showcase island artists. Rent a bicycle to navigate the narrow streets or simply wander among the bougainvillea-draped fences.

New Town

Key West's New Town area offers a refreshing glimpse into local island living. Here residential streets create a peaceful retreat from tourist crowds. Find budget-friendly hotels and everyday conveniences like shopping plazas and supermarkets. Smathers Beach is just a short drive away for sun seekers. The area's suburban character makes it perfect for travellers who want authentic experiences with practical amenities. Most locals choose New Town for its relaxed pace and affordable dining options.

Downtown Key West

Historic City centre Key West captivates with its colourful charm and rich maritime legacy. Stroll along iconic Duval Street where Victorian architecture meets lively bars and shops. Ernest Hemingway's former home welcomes visitors with its famous six-toed cats and literary history. Join the nightly Sunset Celebration at Mallory Square where street performers entertain against breathtaking Gulf views. The Historic Seaport offers boat tours and waterfront dining options. Most attractions sit within easy walking distance, making City centre Key West perfect for exploring on foot.

Key West Historic District

Step into a vibrant slice of history in Key West's Historic District. This charming area blends Victorian architecture with tropical flair along its narrow brick streets. The area boasts Hemingway's former home, the Truman Little White House, and sunset celebrations at Mallory Square. Duval Street forms the lively backbone of this walkable district. Visitors can explore art galleries by day and enjoy live music venues by night. Fort Zachary Taylor offers swimming and Civil War history just steps from the six-toed cats at the Hemingway House.

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.

Discover the most popular places to visit in Key West

What to do in Key West

Key West Hotel Deals

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

Why should I book my Key West holiday with Expedia?

Expedia has your back for every aspect of your Key West holiday. You'll always get the best prices, but when you bundle your hotel, flights and/or hire car into a holiday package, you'll score even more savings. Keen to really make the most of your stay? Add some fun activities and tours to your customised package. Expedia offers flexible cancellation policies on almost all bookings, so there's no need to worry if your travel plans change. Visit our Customer Service Portal link to discover more.

When is the best time of year to holiday in Key West?

If you enjoy the buzz of peak season, head to Key West in January, February and July. If you prefer a calmer vibe, August, September and October are better times to visit. With average daytime temperatures of 21ºC, January is the coolest period in Key West. The warmest month is August, when you can expect average temperatures of 29ºC throughout the day. Whatever the weather, you'll find a whole lot to keep you occupied here.

What are the top hotels for my holiday in Key West?

Travellers heading to Key West often stay in Old Town Key West. The Gates Hotel Key West and The Marker Key West Harbour Resort are favourites in this neighbourhood. But it's not the only interesting place in town! Key West Historic District is another terrific area and where you'll find Oceans Edge Key West Resort, Hotel & Marina and Southernmost Beach Resort.

How do I get a cheap holiday to Key West?

Bundle your hotels and flights with Expedia to save on your next big adventure. With over 400 airlines and 321,000 properties across the globe, your Key West holiday can be tailored exactly to suit your budget. With all those extra pounds, why not throw in a few awesome tours and activities? It's an easy way to unlock even more savings. Your dream holiday in Key West is much closer than you thought! Learn more about how you can save money on your next holiday when you combine your hotel and flight bookings with Expedia.

What should I do on my Key West holiday?

Offering leading attractions such as Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens, a holiday in Key West is filled with fun places to visit. Mallory Square and Smathers Beach are a couple of other sights worth exploring.

What are the best neighbourhoods to stay in when on holiday in Key West?

Old Town Key West is an excellent place to stay in Key West. With attractions like Ernest Hemingway Home and Museum and Southernmost Point nearby, you won't have to worry about running out of things to do here. Key West Historic District is also a popular choice. This neighbourhood has lots to offer visitors, such as Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens.

Do I need a visa for my Key West holiday?

Research the latest rules on official government websites. Your nationality and whether you're visiting for study, leisure or business will determine if you need a visa for Key West. Get familiar with the application process, including the required documentation, turnaround times and fees. Start your application well in advance to allow sufficient processing time. Some visas may take many weeks or even months to obtain, depending on the country and time of year.

What should I wear on my Key West holiday?

First, think about the activities planned during your Key West holiday and travel with pieces that you can easily mix and match. For fashion inspiration or even information on dress codes, look up a few style blogs or relevant social media accounts. Pack your bags with confidence by monitoring the weather conditions in Key West. August brings the warmest temperatures, with daily averages of 29ºC, while January days average 21ºC, making it the coolest time of the year.

What does an Expedia Key West holiday include?

That depends entirely on you. Simply pick from a variety of Key West packages, such as a hotel, hire car and flight. You can also book a hotel with a flight, or a flight and a car hire. Once you've made your booking, add on the fun stuff like activities and experiences. Whatever your Key West break looks like, get set to save! Private holiday homes and condos are a couple of sought-after property types in Key West. Whatever your holiday style or size of your group, you can count on Expedia for the flexibility and freedom to personalise your next dream escape.

Does Expedia offer Book Now, Pay Later Key West holidays?

Your bank balance shouldn't get in the way of escaping on holiday, so Expedia has come up with a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book your dream getaway without draining your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your escape. Check out these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's manageable monthly instalment plans. If paying in multiple instalments sounds right for you, pick this option at checkout.
  • No-deposit holidays: Hitting the "book now" button is easier with this option. With no upfront fee for your getaway, you can Book Now, Pay Later and start packing your bags.

Can I choose my airline with a Key West Expedia holiday?

Yes — that's the beauty of an Expedia holiday package. You're in control. We have access to more than 400 partner airlines across the globe, so you have loads of choice when putting together your Key West adventure.

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Things to do in and around Key West

Key West offers a delightful mix of activities suitable for families and business travellers alike. Visitors can explore vibrant shopping areas, unwind at resorts, and enjoy exciting kayak trips. Don't miss the local attractions and fun spots that feature live music, creating a lively atmosphere perfect for relaxation and entertainment during your holiday.

Shopping

In Key West, you can shop at We Cycle Key West and The Kite House for unique gifts. If you're up for a drive, the Big Pine Key Flea Market, located 46.7km away, offers a vibrant local atmosphere with a variety of stalls for souvenirs.

Recreation

At Key West Golf Club, enjoy a round of golf amidst lush greenery and scenic views, perfect for relaxation. The Waterfront Playhouse offers captivating performances, blending culture and romance for a delightful evening. For family fun, the MLK Community Pool provides a refreshing escape with outdoor activities.

Adventure

Explore the vibrant coral reefs while snorkelling or diving in the crystal-clear waters of John Pennekamp Coral Reef State Park. For a thrilling adventure, try parasailing above the stunning coastline, enjoying panoramic views of the ocean and the island.

Nightlife

Key West boasts a vibrant nightlife, with lively Duval Street offering an array of bars, pubs, and live music venues. Enjoy sunset celebrations at Mallory Square, and dance the night away at popular spots like Sloppy Joe's and The Green Parrot, where the atmosphere is electric and welcoming.

Find the best attractions in Key West

Key West, Florida, is an ideal destination for families and business travellers, offering a mix of cultural and outdoor experiences. Visitors can explore beautiful beaches, historic houses, and the nearby national parks. With attractions catering to a variety of interests, Key West promises a memorable vacation, whether you're seeking relaxation by the sea or engaging in local heritage. Don't miss the chance to enjoy the stunning Florida Keys while you're there.

  • Duval Street: Experience the vibrant heart of Key West along Duval Street, known for its lively atmosphere, eclectic shops, and bustling bars. This iconic street offers a unique blend of local culture, art galleries, and delightful eateries, making it the perfect spot for leisurely strolls and socialising.
  • Mallory Square: Famous for its stunning sunsets, Mallory Square is a lively gathering place filled with street performers, local artisans, and food vendors. Enjoy the festive ambiance as you watch the sun dip below the horizon, creating a breathtaking backdrop for your evening.
  • Smathers Beach: Relax on the sandy shores of Smathers Beach, a picturesque spot perfect for sunbathing, swimming, and water sports. With its tranquil atmosphere and stunning views, it’s an ideal place to unwind and soak up the sun.

Tips to save on your trip to Key West

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Key West during the low season (August to October) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.