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.
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Price was CA $1,500, price is now CA $983 per person
CA $983
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.4/10 Exceptional! (1,008 reviews)
Nice resort, great location.

Reviewed on Aug. 25, 2025

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Price was CA $2,325, price is now CA $1,577 per person
CA $1,577
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9/10 Wonderful! (1,722 reviews)
Fantastic staff, always smiling. Great amenities, super clean, fantastic location.

Reviewed on Aug. 25, 2025

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was CA $3,366, price is now CA $2,284 per person
CA $2,284
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,068 reviews)
It's a really nice property next to a marina. Quiet at night much livelier during the day. There is a shuttle from property to get to down town if you don't have a rental car. Rental car is needed and necessary in my opinion. The pool was great and there are three places to eat in the immediate area. Our first time here and we will be returning in the future.

Reviewed on Aug. 25, 2025

Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

3.5 out of 5
Old Town Key West
Price was CA $2,902, price is now CA $1,989 per person
CA $1,989
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (366 reviews)
everything was easy and staff was very helpful!

Reviewed on Aug. 18, 2025

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Old Town Key West
Price was CA $2,788, price is now CA $1,972 per person
CA $1,972
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8.6/10 Excellent! (2,662 reviews)
Views were amazing and great location! Beaches were a little smaller but overall amazing experience!

Reviewed on Aug. 25, 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
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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 $148 per night from Sep 10 to Sep 11
CA $148
CA $212 total
Sep 10 - Sep 11
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Great place all around, will be going back in the future!"

Reviewed on Aug. 16, 2025

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 $123 per night from Sep 7 to Sep 8
CA $123
CA $333 total
Sep 7 - Sep 8
includes taxes & fees
8.6/10 Excellent! (257 reviews)
"River boat houses, pool, kayak rentals."

Reviewed on Aug. 14, 2025

Old Wooden Bridge Resort and Marina
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy, Summerland Key, FL
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Sep 7 to Sep 8
CA $137
CA $154 total
Sep 7 - Sep 8
includes taxes & fees
8/10 Very Good! (999 reviews)
"Great sleep"

Reviewed on Aug. 20, 2025

Sugar Loaf Lodge
See all 818 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Lower Keys

Calusa Beach

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.

Calusa Beach

Boca Chica Nude Beach

Why not spend a lazy afternoon at Boca Chica Nude Beach during your trip to Key West? Discover the area's great live music, or seek out its biking trails.

Boca Chica Nude Beach

National Key Deer Refuge Visitor Center

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.

National Key Deer Refuge Visitor Center

What to do in Lower Keys

12 hours Day at Key West With Boat Tour and Snorkeling

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

CA $38
per adult
78% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
12-Hours Day Trip in Key West from Miami

Full Day Trip in Key West from Miami

CA $38
per adult
Full Day Trip in Key West from Miami
Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

CA $55
per adult
92% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
See all activities in Lower Keys

Frequently asked questions

How much does a Lower Keys vacation package cost?
From just CA $983. 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.