Travel to Key West
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Where to stay in 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
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
Key West Hotel Deals
"Todo muy rico"
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Fairfield by Marriott Inn & Suites Key West at The Keys Collection"The breakfast was fabulous"
Silver Palms Inn & Historic Homes
Silver Palms Inn & Historic Homes"Dgh"
"Wonderful property, peaceful and clean with amazing in town location. Room was nice. Check- in and out were smooth and easy, with very kind staff. Parking is an issue and extra cost, as we are sure is with most old town properties, information about other options for parking would help on the site etc. Breakfast was good, not great (parfaits were nice, hard boiled eggs and waffles are nice choices and OK), staff were kind and helpful. If high traffic there is a bit of a wait for the waffles."
Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & Cottages"Close to everything"
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection"Some added on fees that werent expected but place was very nice!"
"Beware there is a “resort fee” that I was not aware of. Maybe missed during check and “fine print”, but had paid in full through Expedia when I booked. Looking for just an overnight stay (last minute) for short visit to Key West. So for two rooms I booked there was a total $66 additional charge that I noticed on credit card I gave for added amenities. It was not nearly as reasonably priced as I first thought."
Frequently Asked Questions
How much does a Key West holiday package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Key West costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Key West?
August, September and October are the best times to search for cheap Key West holiday packages. Choosing to travel in quieter periods means you can usually find reduced prices on hotels and flights.
How many days is enough for Key West?
Key West holidays come in all shapes and sizes, but to really sink your teeth into this place, we'd say 3 days is a good ballpark. This will mean you can visit top sights like Key West Aquarium and Harry S. Truman Little White House along with underrated spots. Don't miss out on neighbourhoods such as Key West Historic District and Old Town Key West either. If you're clever with your time, you may even be able to take a day trip from Key West too.
Is it worth booking a holiday package to Key West?
Key West offers everything you need for an amazing trip. Begin your Key West holiday on a high note by visiting popular attractions like Smathers Beach.
How to find the best Key West package deals?
Bagging a cheap Key West package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, add a couple of filters and browse what's available. You can personalise your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Key West package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Key West holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still have the freedom to create a personalised Key West holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Key West?
If you're considering a spur-of-the-moment Key West trip, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Key West?
- Choose your travel dates: What you'd like to do in Key West and your favourite season will help you decide when to travel.
- Calculate your budget: Ensure you have enough money to cover everything from meals and transportation to activities and airfares. Your hotel will probably be the biggest expense during your trip to Key West.
- Decide how long to go for: Now that you're more familiar with Key West, you can figure out the right length of your holiday. Pull together a rough itinerary and give yourself enough time to cover everything you want to see.
- Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalised Key West holiday package.
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Things to do in and around Key West
Shopping
In Key West, visit We Cycle Key West and The Kite House for unique gifts and souvenirs. If you're up for a drive, the Big Pine Key Flea Market, located 46.7km away, offers a vibrant atmosphere with various stalls and local crafts to explore.
Recreation
Key West Golf Club offers a relaxing golfing experience amidst lush landscapes and ocean views, perfect for unwinding. For family-friendly fun, MLK Community Pool & Community Center invites you to enjoy swimming and outdoor activities. Red Barn Theater presents captivating performances that enrich your cultural experience while fostering a romantic atmosphere.
Adventure
Explore the vibrant coral reefs while snorkelling or scuba diving at John Pennekamp Coral Reef State Park. For a thrilling experience, take a sunset sail on a catamaran, where you can enjoy the breathtaking views and possibly spot dolphins playing in the waves.
Nightlife
Key West's nightlife is vibrant and diverse. Visit Duval Street for lively bars like Sloppy Joe's for a classic pub experience. For a more relaxed vibe, check out the Sunset Pier, where you can enjoy cocktails while watching the sunset over the water. Live music abounds throughout the area.
Find the best attractions in Key West
Key West, a charming destination in Florida, is ideal for family holidays, business trips, or city-themed getaways. Visitors can enjoy beautiful beaches, explore the Key West Aquarium, and discover historic houses, all while immersing themselves in the local culture and outdoor experiences. This vibrant locale offers a variety of attractions, making it a perfect retreat for those seeking relaxation and adventure alike.
- Southernmost Point: Visit the iconic Southernmost Point Buoy, a vibrant landmark marking the southernmost point of the continental United States. Surrounded by lively culture and historic charm, it's a perfect spot for a memorable photo op and to soak in the local atmosphere.
- Smathers Beach: Relax at Smathers Beach, the largest public beach in Key West. With its soft white sands and clear turquoise waters, it's an ideal place for sunbathing, swimming, or engaging in water sports while enjoying the laid-back beach vibes.
- Harry S. Truman Little White House: Explore the historic Harry S. Truman Little White House, where the 33rd U.S. President spent his winters. This charming government building offers a glimpse into history, showcasing artefacts and stories that reflect its rich cultural significance.
Best time to go to Key West
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Tips to save on your trip to Key West
- Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Key West.
- Consider traveling during the off-peak season (typically August to October) for more affordable package holidays to Key West.
- 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.