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Discover the most popular places to visit in Key West
Duval Street
9.2/10 (20,928 reviews)
Stroll the vibrant heart of Key West where historic architecture meets lively entertainment. Evening visits offer the full experience of Duval Street's renowned music scene and spirited local culture.
Southernmost Point
8.8/10 (17,214 reviews)
This colourful buoy marks the continental United States' southernmost point, just 90 miles from Cuba. Arrive early to capture your photo at this iconic Key West landmark without the typical crowds.
Mallory Square
9.2/10 (15,939 reviews)
Mallory Square hosts Key West's legendary Sunset Celebration, where street performers and artisans gather nightly. Arrive early to secure a prime viewing spot for the breathtaking Gulf of Mexico sunset.
Smathers Beach
8.4/10 (8,320 reviews)
Key West's largest beach boasts half a mile of soft white sand and calm, shallow waters ideal for swimming. Rent paddleboards or jet skis, or simply relax under swaying palms with panoramic ocean views.
Dry Tortugas National Park
8.8/10 (2,184 reviews)
This remote island fortress combines pristine coral reefs with Civil War history at Fort Jefferson. Snorkel in turquoise waters or explore the massive 19th-century brick structure, accessible only by ferry or seaplane.
Fort Zachary Taylor Historic State Park
9.0/10 (4,544 reviews)
Explore a Civil War-era fortress housing the nation's largest collection of seacoast cannons. After touring the historic corridors, cool off at Key West's favourite beach with crystal-clear waters perfect for snorkelling.
South Beach
8.4/10 (5,461 reviews)
This intimate shoreline at Key West's southern tip offers shallow waters perfect for wading near the iconic Southernmost Point. Enjoy ocean views and refreshments at the Beach Café.
Ernest Hemingway Home and Museum
9.2/10 (8,543 reviews)
Step into the Spanish Colonial home where Hemingway wrote his classics, surrounded by descendants of his six-toed cats. Explore his writing studio and gardens for a glimpse into the legendary author's 1930s life.
What to do in Key West
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
"I did not like the chickens coming on my porch and messing it up I stepped in it and was not happy about it but I know there is nothing that can be done there all over Key West!!!"
"We loved the resort’s location, and everything was exceptionally clean and well maintained. The concierge was incredibly friendly and helpful, which made our stay even more enjoyable. The only downside was that the elevators were out of service for our entire stay, and since our room was on the third floor, having to use the stairs each time was inconvenient. Overall, we had a great experience and would definitely consider staying here again."
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.
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.
All-inclusive Key West holidays: everything you need to know
Can I book Key West all-inclusive holidays with airfare and meals?
Use the all-inclusive filter to find amazing all-inclusive package holidays to Key West, then just add on your flights with a few simple clicks. With everything from cocktails to car hire booked in one go, all you need to decide is whether you’ll be sipping a mojito or a margarita at sunset.
Why should I book a Key West adults-only all-inclusive holiday?
If screaming kids is your holiday nightmare, book a peaceful adults-only all-inclusive holiday to Key West and you’re pretty much guaranteed a dreamy retreat. With those thoughtful grownup touches – beachside massage beds and live after-dinner music – an adults-only hotel levels up the sophistication on your holiday.
Can I book last minute all-inclusive holidays to Key West?
Last-minute breaks are a great way to find very cheap all-inclusive holidays to Key West. If you can be flexible with your holiday dates, browse our best Key West deals and use the all-inclusive filter to add everything that makes your hols perfect.
Can I book a cheap all-inclusive Key West trip?
There are some nifty little tricks to find pocket-friendly all-inclusive breaks in Key West. Try hunting around for cheaper deals in the off season by playing with your dates. Or you could also choose an all-inclusive hotel or resort a little off the beaten track. We have some top value deals starting at – and they’re easy to find if you sort your results by price. Prices and availability are subject to change. Additional terms may apply.
What should I look for when booking a 5-star all-inclusive holiday to Key West?
All-inclusive holidays are such a treat, but a 5-star all-inclusive is a whole other level of luxury. Think butlers waiting on your every whim, infinity pools with epic ocean views and unlimited spa-ing for holiday heaven on cloud nine.
What should I consider when booking a Key West all-inclusive family holiday?
If you’re holidaying with tots in tow, book an all-inclusive Key West package with all the kid-friendly amenities. The action-packed kids’ clubs, the slide-tastic water parks, the fussy-eater-friendly restaurants: we have a stack of deals specifically designed with kids in mind.
How can I find the best deals on all-inclusive holidays to Key West in 2026/2027?
There are great all-inclusive deals galore in Key West. Sort by price to see the cheapest places to stay, and consider travelling during the less popular months when there’s often more availability and better prices.
Can I book an all-inclusive Key West package with free cancellation and/or flexible dates?
Flexibility is key to a stress-free holiday. Look for properties with free cancellation or book now, pay later options. Then, if your plans change, just login to make changes in a few clicks.
Why should I book an all-inclusive Key West package holiday with Expedia?
With a huge range of all-inclusive Key West trips on offer, Expedia is your go-to place to find and book your trip. It’s super easy … and it’s all here.