Lower Keys Vacations from $596
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Photo by Rick Tuers
Your Lower Keys Vacation
Make planning your next big getaway quick and easy with a Lower Keys vacation package. Whether it's history, nature or something else entirely that brings you here, our package deals will help you discover the best of it. A trip to Lower Keys wouldn't be complete without spending a day or two in Cudjoe Key. This city is one of the most well-known places to visit here. When you're ready to stop dreaming and start packing, Expedia will help turn your Lower Keys vacation into reality.
The Latest Lower Keys vacation packages
Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
Price was $823, price is now $596 per person
$596
per person
May 31 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,825 reviews)
Beautiful place
Our patio door wouldn’t close , stayed on the first floor so it was a little uncomfortable.
Room service forgot to leave fresh towels, never refills Kcup coffee, when asked receptionist they gave us tea.
Nice and comfortable room without even a spoon, so why have a kitchen?
They had a rib cook off on Sunday then a wedding on Thursday so not for people trying to enjoy the resort and rest.
Reviewed on Mar 16, 2026
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $1,563, price is now $986 per person
$986
per person
May 31 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (536 reviews)
Love this place! Perfect location, nice rooms and cool bar with live music every night on site!
Reviewed on Mar 17, 2026
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
Old Town Key West
Save 100% on your flight
Price was $3,089, price is now $2,230 per person
$2,230
per person
May 30 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
No reviews
Hyatt Vacation Club at Sunset Harbor, Key West
Old Town Key West
Price was $866, price is now $635 per person
$635
per person
Jun 8 - Jun 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
8.6/10 Excellent! (340 reviews)
My stay was terrific. Thank you!
Reviewed on Mar 1, 2026
Where to stay in Lower Keys
Find the best Lower Keys areas and neighborhoods for the activities you enjoy most. Learn more about Lower Keys
Big Coppitt Key
If you're spending some time in Big Coppitt Key, Shark Key and Wilhelmina Harvey Park are top sights worth seeing.
Discover the most popular places to visit in Lower Keys
Boca Chica Beach
Why not spend a lazy afternoon at Boca Chica Beach during your trip to Key West? Stroll along the area's seaside, or simply savor its lively bars.
Calusa Beach
Why not spend a lazy afternoon at Calusa Beach during your trip to Big Pine Key? While you're in the area, wander around the natural setting.
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
What to do in Lower Keys
Round-trip Transportation to Key West from Miami
$75
per adult
Miami to Key West Day Trip with Activity Options
$39
per adult
82% of travellers recommend
Shipwreck Treasure Museum Tickets
$19
per adult
78% of travellers recommend
Lower Keys Hotel Deals
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
9.8/10 Exceptional! (510 reviews)
Great property
Reviewed on Mar 18, 2026
Old Wooden Bridge Resort and Marina
1791 Bogie Drive Big Pine Key FL
$295 nightly
The price is $332 total per night from Apr 15 to Apr 16
$332 total
Apr 15 - Apr 16
Total with taxes and fees
8.6/10 Excellent! (311 reviews)
We stayed 4 night and it was absolutely amazing experience. Location to stores and restaurants was very close. Room/Boat was clean and well stocked with everything you would need. We rented a boat for the day and it was very easy to pickup and drop off. The support staff was friendly and helpful ...
Reviewed on Mar 15, 2026
Parmer's Resort
565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
$262 nightly
The price is $295 total per night from Mar 23 to Mar 24
$295 total
Mar 23 - Mar 24
Total with taxes and fees
9/10 Wonderful! (1,005 reviews)
The perfect amount of extra touches makes this property the best place to stay in the lower keys.
Reviewed on Mar 18, 2026
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.
Find the Best Lower Keys Vacation Packages
Lower Keys Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
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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.