Lower Keys Vacations from $891
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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
Save 100% on your flight
Price was $1,651, price is now $891 per person
$891
per person
Jan 29 - Feb 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
8.8/10 Excellent! (1,732 reviews)
Room smelled moldy. Did not get pillowcases for pull out couch pillows, took them a long time to get
Reviewed on Nov 10, 2025
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Price was $2,444, price is now $1,202 per person
$1,202
per person
Jan 29 - Feb 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,021 reviews)
THE BREAST WAS GOOD, SAME EVERYDAY BUT STILL GOOD, ENOUGH TO GET YOUR DAY STARTED
Reviewed on Nov 12, 2025
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $2,354, price is now $1,300 per person
$1,300
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (498 reviews)
Great place, will definitely stay there again!!!
Reviewed on Nov 12, 2025
The Gardens Hotel
Old Town Key West
Price was $4,415, price is now $2,567 per person
$2,567
per person
Jan 29 - Feb 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.8/10 Exceptional! (1,006 reviews)
Amazing hotel, the perfect Key West vibe. Clean rooms, delicious breakfast. We will come back again
Reviewed on Nov 11, 2025
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
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.
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.
Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
What to do in Lower Keys
Miami to Key West Day Trip with Activity Options
$39
per adult
84% of travellers recommend
Shipwreck Treasure Museum Tickets
$19
per adult
76% of travellers recommend
Lands End Sunset Cruise with Full Bar & Live Music
$75
per adult
90% of travellers recommend
Lower Keys Hotel Deals
Old Wooden Bridge Resort and Marina
1791 Bogie Drive, Big Pine Key, FL
$259 nightly
The price is $292 total per night from Nov 14 to Nov 15
$292 total
Nov 14 - Nov 15
Total with taxes and fees
8.6/10 Excellent! (267 reviews)
Very nice
Reviewed on Oct 29, 2025
Parmer's Resort
565 Barry Avenue, Summerland Key, FL
Fully refundableReserve now, pay when you stay
$158 nightly
The price is $178 total per night from Nov 16 to Nov 17
$178 total
Nov 16 - Nov 17
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
Excellent service and ammenities. We enjoyed our stay, very personable resort and we took pleasure in getting to know the other patrons at the pool. The Resort is in the perfect central location, we travelled to both Islamorada and Key West a couple of days. A fishing charter picked us up right at ...
Reviewed on Nov 8, 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 Nov 30 to Dec 1
$111 total
Nov 30 - Dec 1
Total with taxes and fees
8/10 Very Good! (998 reviews)
…
Reviewed on Nov 5, 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.
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.
