Lower Florida Keys Vacation Packages

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Your Lower Florida Keys Vacation

With a Lower Florida Keys vacation package, you can forget about the hassle of planning and instead focus on experiencing everything this amazing destination has on offer. Your trip to Lower Florida Keys wouldn't be complete without experiencing some of its most well-known cities, starting with Key West. Two of the top attractions here include Smathers Beach and Mallory Square. Cudjoe Key is another favourite with Lower Florida Keys travellers. Visitors to this city love Florida Keys Beaches and Sugarloaf Beach. When it's time to stop dreaming and start discovering, Expedia will help turn your Lower Florida Keys vacation into a reality.

Top Lower Florida 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
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
Like the rooms and the convenien location

Reviewed on Aug. 1, 2025

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.6/10 Exceptional! (1,024 reviews)
Everything was great. Clean well kept. Everyone was nice. Absolutely stay again with my kids.

Reviewed on Aug. 1, 2025

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Old Town Key West
per person
Sep 5 - Sep 9
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
10/10 Exceptional! (1,002 reviews)
It is a well thought out property in an excellent location with easy self parking. The king suite deluxe was nicely appointed and clean. The staff was helpful and friendly. I highly recommend this budget friendly little gem.

Reviewed on Aug. 1, 2025

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

3.5 out of 5
Key West Historic District
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Key West (EYW)
9.2/10 Wonderful! (793 reviews)
Absolutely loved our stay here.

Reviewed on Jul. 30, 2025

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Old Town Key West
per person
Sep 5 - Sep 9
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.8/10 Exceptional! (1,005 reviews)
great hotel in Key west ,friendly staff and old style 50's feel...rooms are on the small side ,however breakfast and water by the pool means rooms are for sleeping only

Reviewed on Aug. 1, 2025

Where to stay in Lower Florida Keys

Find the best Lower Florida Keys areas and neighborhoods for the activities you enjoy most. Learn more about Lower Florida Keys
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Old Town Key West

3 out of top 10 points of interest in this area
3.5/5(8 area reviews)

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

Find hotels in Old Town Key West

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Lower Florida 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 $167 per night from Aug 26 to Aug 27
CA $167
CA $233 total
Aug 26 - Aug 27
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"Loved the property and all of the free activities! We definitely took advantage of the kayaks, paddle boards, pool and hammocks."

Reviewed on Jul. 30, 2025

Parmer's Resort
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
251 Co Rd 939, Summerland Key, FL
9.6/10 Exceptional! (420 reviews)
"We stayed for July 4th and it was perfect! Loved the suite and as a family it was very convenient to have a kitchen, washer and dryer!"

Reviewed on Jul. 29, 2025

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Sugarloaf Key Hotel at KOA Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy, Summerland Key, FL
The price is CA $137 per night from Aug 10 to Aug 11
CA $137
CA $154 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very Good! (998 reviews)
"It was great"

Reviewed on Jul. 27, 2025

Sugar Loaf Lodge
See all 3,478 properties in Lower Florida 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
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Discover the most popular places to visit in Lower Florida Keys

Duval Street

Duval Street

Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.

Duval Street
Southernmost Point

Southernmost Point

Snap a memorable photograph from the edge of North America at this monumental landmark.

Southernmost Point
Mallory Square

Mallory Square

Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.

Mallory Square

What to do in Lower Florida Keys

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
Aboard the trolley in Key West

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

CA $76
per adult
86% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
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
See all activities in Lower Florida Keys

Frequently asked questions

How much does a Lower Florida Keys vacation package cost?
Starting from as low as CA $1,047, a package is your portal to low-priced travel. Custom build your Lower Florida Keys getaway by selecting from our wide range of hotels, airfares and rental cars.
How do I get a cheap travel package to Lower Florida Keys?
One of the simplest ways to save money (and time) is to combine your bookings with Expedia. Hotels, flights, activities and rental cars — we've got everything you need. Pick and choose a combination that best fits you and watch your savings pile up. We know a travel package is never a one-size-fits-all. That's why we offer over 550 partner airlines and 1,000,000 hotels from all over the world, which lets you customize your Lower Florida Keys adventure.
Where should I stay in Lower Florida Keys?
You'll love Key West. Renowned sights, such as Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens, will keep you busy in this vibrant city.
What are the top hotels in Lower Florida Keys?
When it comes to properties in Key West, Margaritaville Beach House Key West and Southernmost Beach Resort are two excellent options. If you're also heading to Cudjoe Key, 24 North Hotel Key West and Faro Blanco Resort & Yacht Club will make you feel right at home.
How far in advance should I book my Lower Florida Keys vacation?
To land discount prices, book ASAP. Air carriers usually start selling tickets, along with some of the lowest fares, up to a year prior to departure. Hotels, activities and car rental should also be booked early so you can have the pick of the bunch. If you were hoping for a last-minute getaway in Lower Florida Keys, there are always lots of great bargains to be had on Expedia. Book your escape today!
What does an Expedia Lower Florida Keys travel package include?
Expedia has all you need to book your Lower Florida Keys escape, but how your package is structured is totally up to you. Pick from a combination of rental cars, flights and hotels. Looking for some activities to keep you busy? Once you've made your booking, you can add them on too. No matter your style or budget, there's a package to meet your needs.
What should I know before booking a Lower Florida Keys travel package?
Our prices are always low. However, you'll enjoy even more bargains if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and a great range of choice.
Can I choose my airline with a Lower Florida Keys Expedia vacation package?
Yes — that's the beauty of an Expedia vacation package. You're in control. We have more than 550 partner airlines worldwide, so you have loads of choice when planning your Lower Florida Keys escape.
If I'm not able to travel, can I cancel my Lower Florida Keys vacation package?
Don't stress if you're rethinking your Lower Florida Keys vacation package — it's possible to cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We understand life can sometimes throw a spanner in the works, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we're ready to help.

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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.