Lower Keys Vacation Packages

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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.

Top Lower Keys Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Northside Resort
Price was CA $1,751, price is now CA $1,379 per person
CA $1,379
per person
Sep 16 - Sep 21
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.2/10 Very good! (2,289 reviews)
Great property and excellent value. The place was clean and very nice. Really appreciated how clean and well kept everything was.

Reviewed on Jul 9, 2026

The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Price was CA $2,235, price is now CA $1,671 per person
CA $1,671
per person
Sep 8 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
9.2/10 Wonderful! (559 reviews)
We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds.

Reviewed on Jun 7, 2026

Coconut Beach Resort

Coconut Beach Resort

2.5 out of 5
Old Town Key West
Price was CA $2,029, price is now CA $1,593 per person
CA $1,593
per person
Sep 8 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
8.8/10 Excellent! (203 reviews)
The floors in the condo had not been cleaned in quite some time as the bottoms of our feet got nasty just by walking around the condo. Be aware that if you stay on any floor except the first floor, you are having to walking up and down all flight of stairs as there aren’t any elevators. Also, the older white lady that was at check in was telling me how awful it was to stay there. In actuality, it wasn’t except for the inconvenience of no elevator and the floors not being clean. Oh and the internet/tv connection is terrible.

Reviewed on Jul 6, 2026

Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front

Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front

3 out of 5
Price was CA $3,798, price is now CA $2,989 per person
CA $2,989
per person
Aug 20 - Aug 26
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9.4/10 Exceptional! (3 reviews)
Key west is a vibe! My teenagers had a blast. No complaints. A lot of elders which is fine. I do have teens and they seems less than pleased while at he pool. We didn’t care though! We will be back, can not beat the location .

Reviewed on Mar 26, 2026

Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!

Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!

3 out of 5
Old Town Key West
Price was CA $2,924, price is now CA $2,321 per person
CA $2,321
per person
Sep 8 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
10/10 Exceptional! (1 review)
Loved the closeness to Duval st and the privacy

Reviewed on Oct 17, 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
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 Out Keys and Upper Sugarloaf Key are some notable places to visit nearby.

Find hotels in Cutthroat Harbor Estates

Ready to book your vacation to Lower Keys?

 

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Lower Keys Hotel Deals

Parmer's Resort

Parmer's Resort

2.5 out of 5
565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Jul 16 to Jul 17
CA $190
CA $260 total
Jul 16 - Jul 17
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
"Todo muy bien excepto la intermitencia del aire acondicionado"

Reviewed on Jul 11, 2026

Parmer's Resort
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive Big Pine Key FL
The price is CA $146 per night from Jul 19 to Jul 20
CA $146
CA $363 total
Jul 19 - Jul 20
includes taxes & fees
8.6/10 Excellent! (352 reviews)
"Kids and I really liked this! First time on a houseboat, they loved it. It was spacious, cool, and clean. The staff was super attentive and supportive and available. We arrived late but they had our name on the door and key inside. Ants had got in one of the bedrooms (how do ants get on a boat!?) ..."

Reviewed on Jul 11, 2026

Old Wooden Bridge Resort and Marina
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
251 Co Rd 939 Summerland Key FL
9.8/10 Exceptional! (595 reviews)
"I stayed in the hotel and it was 10/10. Very clean and pleasant."

Reviewed on Jul 7, 2026

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Sugarloaf Key Hotel at KOA Resort
See all 823 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.
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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

What to do in Lower Keys

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

CA $64
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Aboard the trolley in Key West

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

CA $79
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Shark and Wildlife Viewing Adventure in Key West

Shark and Wildlife Viewing Adventure in Key West

CA $132
per adult
100% of travellers recommend
Shark and Wildlife Viewing Adventure in Key West
See all activities in Lower Keys

Frequently asked questions

How much does a Lower Keys vacation package cost?
From just CA $1,379. 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.