Lower Florida Keys Vacations from $582
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Your Lower Florida Keys Vacation
With a Lower Florida Keys vacation package, you can forget about the hassle of planning and instead focus on experiencing everything this amazing destination has on offer. Your trip to Lower Florida Keys wouldn't be complete without experiencing some of its most well-known cities, starting with Key West. Two of the top attractions here include Smathers Beach and Mallory Square. Cudjoe Key is another favorite with Lower Florida Keys travelers. Visitors to this city love Florida Keys Beaches and Sugarloaf Beach. When it's time to stop dreaming and start discovering, Expedia will help turn your Lower Florida Keys vacation into a reality.
The Latest Lower Florida Keys vacation packages
Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.6/10 Exceptional! (1,024 reviews)
This property is fantastic a little drive from old Key West and all the shops in water activities but so beautiful. The little pool shack named Abby Road really has good food and the area is just so pretty to sit and take your food and watch the ocean or the pool or the iguanas. The staff was amazing. We would absolutely go back if we are going to visit Key West again.
Reviewed on Aug 1, 2025
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Find the best Lower Florida Keys areas and neighborhoods for the activities you enjoy most. Learn more about Lower Florida Keys
Old Town Key West
3 out of top 10 points of interest in this area
4.5/5(226 area reviews)
Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.
Discover the most popular places to visit in Lower Florida Keys
Duval Street
Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.
Southernmost Point
Snap a memorable photograph from the edge of North America at this monumental landmark.
Mallory Square
Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.
What to do in Lower Florida Keys
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
$40
per adult
92% of travellers recommend
Key West Sunset Sail with Live Music, Drinks and Appetizers!
$80
per adult
92% of travellers recommend
Lands End Sunset Cruise with Full Bar & Live Music
$75
per adult
90% of travellers recommend
Lower Florida Keys Hotel Deals
Parmer's Resort
565 Barry Avenue, Summerland Key, FL
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $183 total per night from Aug 26 to Aug 27
$183 total
Aug 26 - Aug 27
Total includes taxes and fees
8.8/10 Excellent! (1,001 reviews)
"Loved the property and all of the free activities! We definitely took advantage of the kayaks, paddle boards, pool and hammocks."
Reviewed on Jul 30, 2025
Sugar Loaf Lodge
17001 Overseas Hwy, Summerland Key, FL
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $111 total per night from Aug 10 to Aug 11
$111 total
Aug 10 - Aug 11
Total includes taxes and fees
8/10 Very Good! (998 reviews)
"It was great"
Reviewed on Jul 27, 2025
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939, Summerland Key, FL
9.6/10 Exceptional! (420 reviews)
"We stayed for July 4th and it was perfect! Loved the suite and as a family it was very convenient to have a kitchen, washer and dryer!"
Reviewed on Jul 29, 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.