Key West Holidays from £1,008

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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.

Top Key West Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Blue Flamingo Resort Key West
The Key West Hotel
Havana Cabana at Key West
Heron House Court - Adult Only
Ibis Bay Beach Resort

The Annual Holiday Sale

Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save.

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

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.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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.

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:

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

Top hotels in Key West

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
The price is £417 per night from 5 Apr to 6 Apr
£417
5 Apr - 6 Apr
includes taxes & fees
8.8/10 Excellent! (3,118 reviews)
This room faced a parking lot BUT it was close to the shore pool and that was a bonus. Be prepared for the daily amenity fee of $65 plus tax for each day of the stay, it adds up quickly.

Reviewed on 6 Mar 2026

Southernmost Beach Resort and Guesthouses
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is £318 per night from 8 Mar to 9 Mar
£318
8 Mar - 9 Mar
includes taxes & fees
8/10 Very Good! (2,131 reviews)
We didn't experience much of the property and the amenities. It was a short stay. The room was nice and clean, however, it was very small. The bathroom was small as well and everything was damp after a shower, even with the fan running. Going out the back sliding door was nice. I napped in the hammock. ...

Reviewed on 6 Mar 2026

Ibis Bay Beach Resort
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
The price is £407 per night from 25 Mar to 26 Mar
£407
25 Mar - 26 Mar
includes taxes & fees
8.8/10 Excellent! (1,798 reviews)
The staff were rude. It was not clean. The couple with us had ants in which they sprayed 3 times and finally had to move rooms. We have stayed at other Margaritaville resorts, this one did not compare to others. We would not stay here again.

Reviewed on 6 Mar 2026

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.

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What to do in Key West

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