Lower Keys Vacations from ¥119,618

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The Latest Lower Keys Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Old Town Key West
¥119,618
per person
Nov 26 - Nov 28
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Key West (EYW)
8.6/10 Excellent! (3,636 reviews)
When I checked in at the property, they offer me a upgrade for $75 for a ocean view that really lured me in because I wanted the best of the best I was spending time with a special person, but they didn’t tell me that it wasn’t a flat $75 upgrade which I found out later. It was $75 a night and they told me that utilities was $1000 which one their website said there was $300 paid at the hotel so they use my thousand dollars to pay for the $75 a night upgrade was wasn’t explained to me they made it seem like I was gonna get the thousand dollars back -$75 for the upgrade so they pretty much suckered me in to a upgrade deal that didn’t benefit me, but benefited the resort and when I made phone calls to acquired about it, I was told that it is what it is and if I reached out to management, they were gonna tell me the exact same thing was I didn’t appreciate it so I’m still trying to contact management, which is no contact number available and if you ask me personally, and I travel a lot, I would never recommend this hotel to anyone honestly goes a long way

Reviewed on Oct 8, 2026

The Key West Hotel

The Key West Hotel

Key West Historic District
Save 100% on your flight
¥167,091
per person
Nov 26 - Nov 28
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Key West (EYW)
9.2/10 Wonderful! (563 reviews)
Property was everything as described, clean, in the heart of the excitement that is Key West Pool was refreshing and close to tiki bar and local entertainment. The room was spacious, clean and comfy beds. There were issues and there was really no staff to address. Most impactive was the fire alarm. First started going off rang for a min or two, then reset. Happened a dozen times, each causing us to avoid sleep, leave room to make sure nothing was wrong. It wasn't. Then around 10 PM it went off and would not stop. Tried to call office, but nobody there after 6pm. Freaking insane, no emergency contact, maintenance number, nothing. We sent email in hopes it w May have been monitored... nope. Been 2 days and heard nothing back at all. Found the bartender at on site tici bar and though he abd is barback wete busy they found a ladder, called someone who told them to remove the devise. Eureka after almost 3 hours problem solved. Safety device removed and left peace and quite, perhaps fo fire warning, buy fine Also internet and this TV / entertainment no work. No maintenance, no visible router to reboot, be gave up and ended the insanity Maintenance guy was at the door early morning to properly troubleshoot or replace fire annunciator We only were booked for a night so when we checked out in morning front desk girl simply apologized and was actually sort of blowing us off as she was leaving the desk empty the service a near $600 o/n should offer

Reviewed on Oct 6, 2026

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

Old Town Key West
¥120,961
per person
Nov 26 - Nov 28
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Key West (EYW)
9.8/10 Exceptional! (1,005 reviews)
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
¥130,230
per person
Nov 26 - Nov 28
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Key West (EYW)
9.2/10 Wonderful! (1,024 reviews)
Very nice room with lots of space. Comfortable bed. Nice pool area with an outdoor bar and live music/entertainment. Good food. Friendly, helpful staff. Great location next to the historic seaport and 3 blocks from Duval Street. Lots of shops, restaurants, and bars within easy walking distance. Would definitely stay here again.

Reviewed on Oct 6, 2026

The Gardens Hotel

The Gardens Hotel

Old Town Key West
¥154,748
per person
Nov 26 - Nov 28
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Key West (EYW)
9.8/10 Exceptional! (1,005 reviews)
Absolutely love this place. Visited here last year and will plan again to be back soon. Very welcoming and is just beautiful. I can’t say enough about everyone that works there. Always a fantastic time,

Reviewed on Oct 8, 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
A calm lake with several white birds, including herons and pelicans, on the water's edge.

Cutthroat Harbor Estates

While Cutthroat Harbor Estates isn't home to many top sights, Venture Key and Venture Out Keys are some notable places to visit nearby.

A coastal landscape with a beach, a pier, and dense greenery.

Big Coppitt Key

If you're spending some time in Big Coppitt Key, Shark Key and Wilhelmina Harvey Park are top sights worth seeing.

A waterfront property with a pool, palm trees, and a building with a white roof.

Sugarloaf Shores

While Sugarloaf Shores isn't home to many top sights, Florida Keys Beaches and Sugarloaf Beach are some notable places to visit nearby.

An aerial view of a bridge over turquoise water.

Cudjoe Gardens

When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Florida Keys Beaches, some noteworthy sights in the nearby area.

A fence with numerous lost shoes hanging on it.

Geiger Key

While there might not be top attractions in Geiger Key, you can explore the larger area and discover places like Boca Chica Beach and Boca Chica Nude Beach.

Find the Best Lower Keys Vacation Packages

Lower Keys Hotel Deals

Parmer's Resort

Parmer's Resort

565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
¥23,165
¥31,217 total
Nov 3 - Nov 4
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Fishing charter guide pick up from dock every morning. G"

Reviewed on Oct 8, 2026

Parmer's Resort
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

251 Co Rd 939 Summerland Key FL
Sugarloaf Key Hotel at KOA Resort
Looe Key Reef Resort

Looe Key Reef Resort

27340 Overseas Highway Summerland Key FL
Fully refundableReserve now, pay when you stay
¥15,931
¥17,922 total
Oct 14 - Oct 15
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"This is a great inexpensive place to stay. Room was clean. Resort is showing some wear but is still good. Staff are very helpful with local recommendations. There is a great gas station next door with some items for sale in case you forget something. I would stay again."

Reviewed on Oct 5, 2026

Looe Key Reef Resort
See all 842 properties in Lower Keys
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.

Stay near popular Lower Keys attractions

A beach with clear turquoise water, a sandy shore, palm trees, and a steel bridge over the water.

Bahia Honda State Park

9.4/10 (50 reviews)
You can take time to visit Bahia Honda State Park during your travels to Big Pine Key. While you're in the area, wander around the natural setting.
See properties
A beach with clear turquoise water, a sandy shore, and a long pier extending into the water.
Photo by Sérgio Veludo

Calusa Beach

7.8/10 (9 reviews)
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.
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A beach with a thatched hut, palm trees, and boats in the water.

Boca Chica Beach

8.0/10 (1 review)
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.
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A motorcycle parked on a beach with palm trees and a clear sky.
Photo by Paul Devall

Sugarloaf Beach

8.4/10 (38 reviews)
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
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A clear blue sky, calm sea, and a tree with exposed roots on a sandy beach.

Sandspur Beach

10.0/10 (1 review)
Why not spend a lazy afternoon at Sandspur Beach during your trip to Big Pine Key? While you're in the area, wander around the natural setting.
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Upper Sugarloaf Key

8.6/10 (54 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
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Key West Visitors Center

8.4/10 (85 reviews)
After visiting Key West Visitors Center, make a plan to see the other sights and activities in Big Pine Key. Amble around this relaxing area's marina, or seek out the fishing spots.
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National Key Deer Refuge Visitor Center

8.4/10 (50 reviews)
National Key Deer Refuge Visitor Center is just one of the places to see in Big Pine Key, so why not enjoy the other things to explore during your travels? While you're in the area, stroll along the beaches.
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What to do in Lower Keys

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

¥6,661
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Family navigating the sea on the glass bottom boat in Key West

Key West Sunset Cruise & Glass Bottom Eco Tour

¥10,974
per adult
76% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

¥8,723
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
See all activities in Lower Keys

Frequently asked questions

How much does a Lower Keys vacation package cost?
From just ¥119,618. Yes, you read that correctly. Our Lower Keys packages are the easiest way to stretch your budget further. Combine your preferred hotels, flights and car rentals and discover this vibrant destination.
How do I get a cheap travel package to Lower Keys?
Crafting your own Lower Keys vacation package with Expedia is a great way to save. We offer access to over 550 airlines and 1,000,000 properties worldwide. With such an awesome range to pick from, you'll have no trouble pulling together your ideal escape.
What are the top hotels in Lower Keys?
For properties in Cudjoe Key with friendly service and comfy beds, you can't beat Margaritaville Beach House Key West and Southernmost Beach Resort. If you're swinging by Summerland Key as well, you can look forward to a solid night's sleep at 24 North Hotel Key West or Faro Blanco Resort & Yacht Club.
How far in advance should I book my Lower Keys vacation?
It can be tricky to know exactly when the best time is to book your Lower Keys trip. But generally the earlier you book, the more affordable the prices. In some cases, you can secure your flights and hotels up to a year prior to your departure date. If you're thinking of a last-minute getaway, no need to worry! There are incredible deals popping up on Expedia all the time.
What does an Expedia Lower Keys travel package include?
Travel packages include flights, rental cars and hotels, but you can mix and match them to create your perfect Lower Keys escape. You can also add on fun things like activities and experiences once you've made your booking. You're the boss! When you combine your bookings with Expedia, you'll get access to deals you won't find anywhere else.
What should I know before booking a Lower Keys travel package?
Booking all the parts of your escape together is a simple way to save. Combine car rentals, airfares and hotels into one package. But you're not limited to hotels. Expedia features all kinds of properties, including vacation rentals such as beachside villas and serviced residences. Your choices are almost endless!
Can I choose my airline with a Lower Keys Expedia vacation package?
Expedia offers access to more than 550 partner airlines globally, so you sure can! Just pick your preferred carrier and put together the perfect Lower Keys escape.
If I'm not able to travel, can I cancel my Lower Keys vacation package?
Yes, it's possible to cancel your Lower Keys booking if your travel plans have been upended. Whether you'll be charged a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal for more information.

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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.