Lower Keys Vacations from $1,106
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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 $1,753, price is now $1,106 per person
$1,106
per person
Feb 16 - Feb 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
Everything was great. Suites were spacious, clean and well designed. Staff was friendly, helpful and courteous in additional knowledgeable. The views were great. Excellent job!
Reviewed on Dec 14, 2025
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $3,390, price is now $1,943 per person
$1,943
per person
Feb 21 - Feb 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
Being right on Duval Street if city noise bothers you you might want to stay a block or two off Duval. But if you want all the action then this place is fantastic. Staff is great and the room was nicely appointed and very comfortable.
Reviewed on Dec 12, 2025
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $2,213, price is now $1,285 per person
$1,285
per person
Jan 31 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,002 reviews)
Fantastic villa with a wonderful screened porch. Wish we were there longer!
Reviewed on Dec 17, 2025
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $2,518, price is now $1,556 per person
$1,556
per person
Feb 21 - Feb 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,044 reviews)
Offered a very pleasant first experience in Key West! Convenient location, friendly staff, and comfortable rooms.
Reviewed on Dec 16, 2025
Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $2,286, price is now $1,426 per person
$1,426
per person
Feb 21 - Feb 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (831 reviews)
Every one was great. The room had a musty odor.
Reviewed on Dec 16, 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
Shipwreck Treasure Museum Tickets
$19
per adult
78% of travellers recommend
Sunset Dinner Cruise in Key West with Live Music & Unlimited Open Bar!
$81
per adult
88% of travellers recommend
Lower Keys Hotel Deals
Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
$140 nightly
The price is $158 total per night from Jan 5 to Jan 6
$158 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
7.4/10 Good! (1,002 reviews)
Second stay here. Best price near Key West. Clean nice rooms. Great tiki, often live music. An authentic Keys experience.
Reviewed on Dec 13, 2025
Parmer's Resort
565 Barry Avenue Summerland Key FL
$190 nightly
The price is $214 total per night from Dec 18 to Dec 19
$214 total
Dec 18 - Dec 19
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
Room was clean and comfortable.
Reviewed on Dec 10, 2025
Old Wooden Bridge Resort and Marina
1791 Bogie Drive Big Pine Key FL
$259 nightly
The price is $292 total per night from Jan 3 to Jan 4
$292 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
8.4/10 Very Good! (278 reviews)
We had a very nice stay. The room had almost everything we needed. The beds and pillows were comfortable and the inverters cooled us without being noisy. The room was very clean. Only con was the smell of the cleaning product used was very strong. Bonus, we loved seeing the key deer.
Reviewed on Dec 9, 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.
