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Discover the most popular places to visit in Florida Keys
Florida Keys Beaches
8.4/10 (858 reviews)
The Florida Keys' beaches showcase a coral island landscape with crystal-clear waters ideal for snorkeling. Relax under swaying palms at Bahia Honda State Park or explore marine life at Fort Zachary Taylor.
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.
Sombrero Beach
9.0/10 (2,464 reviews)
Sombrero Beach offers a rare natural sandy shoreline in the Florida Keys with pristine white sands and turquoise waters. Watch for nesting loggerhead turtles while enjoying the peaceful palm-lined setting.
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.
Southernmost Point
8.8/10 (17,214 reviews)
This colorful 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.
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.
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 favorite beach with crystal-clear waters perfect for snorkeling.
What to do in Florida Keys
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
"The resort was nice, but it seems that it is understaffed and the staff that is there does not really know what they are doing. Depending who you speak to you get a different answer. Was told that kayaking was available and asked if I can bring my kayaks, they said yes. And when I got there they told me that they do not allow kayaking there and I would have to launch elsewhere. I was also not aware that I would have to pay a $200.00 a night deposit. I am glad that I have an extra $1000.00 in...
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 you need to know about luxury vacations in Florida Keys
What can I expect from a luxury Florida Keys vacation?
Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Florida Keys vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views.
How can I find all-inclusive luxury vacation packages in Florida Keys?
By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger.
Can I book a cheap Florida Keys luxury vacation?
Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at . Prices and availability are subject to change. Additional terms may apply.
How can I book a luxury family vacation in Florida Keys?
Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi.
Can I book a package in Florida Keys with a luxury vacation home?
A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.
How can I find the best luxury vacation deals in Florida Keys?
Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.
Can I book a luxury holiday in Florida Keys with free cancellation and/or flexible dates?
Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan.
Why should I book my luxury trip to Florida Keys with Expedia?
A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.