Florida Keys Vacation Packages

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Top Florida Keys Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
May 24 - May 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
8/10 Very Good! (1,143 reviews)
This hotel is not the cleanest, but the location is great and the staff were very friendly and helpful! We tried the restaurant that serves breakfast for the hotel for dinner the night before and it was terrible. No flavor to the food and the drinks were below average. We found other restaurants near by that were delicious. If the rooms were really cleaned it would be a wonderful place to stay.

Reviewed on Apr. 10, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
Jun. 1 - Jun. 4
found 24 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
8/10 Very Good! (1 review)
Villas At Hawks Cay Resort

Villas At Hawks Cay Resort

4 out of 5
Save 100% on your flight
per person
Jun. 28 - Jul. 5
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
8.6/10 Excellent! (57 reviews)
We liked that everything was in walking distance from our villa. The cleanliness of resort and friendliness of the staff was great. What we didn’t like was that a freezer was never fixed properly and the queen bed was terribly uncomfortable. The tv in the second bedroom we were never able to get to work due to not being able to access the proper channel. The hot water ran out in the shower after one shower which was a downfall when you have more than one person to get ready. Overall very nice resort, just a few things that would have worked better for our family.

Reviewed on Mar. 4, 2025

Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Save 100% on your flight
per person
Jun. 28 - Jul. 5
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
7.8/10 Good! (1,006 reviews)
Beautiful property, restaurants close too early for later eaters.

Reviewed on Apr. 8, 2025

Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
East Fort Lauderdale
Save 100% on your flight
per person
Jun. 20 - Jun. 24
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8.6/10 Excellent! (1,010 reviews)
Met my needs for relaxation and beautiful ocean views

Reviewed on Apr. 13, 2025

Where to stay in Florida Keys

Find the best Florida Keys areas and neighborhoods for the activities you enjoy most. Learn more about Florida Keys
Key West Historic District

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

Ready to book your vacation to Florida Keys?

 

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Florida Keys Hotel Deals

Hawks Cay Resort
Hawks Cay Resort
4 out of 5
61 Hawks Cay Blvd, Marathon, FL
Fully refundableReserve now, pay when you stay
The price is CA $364 per night from May 4 to May 5
CA $364
CA $515 total
includes taxes & fees
May 4 - May 5
7.8/10 Good! (1,006 reviews)
"Beautiful property, restaurants close too early for later eaters."

Reviewed on Apr. 8, 2025

Hawks Cay Resort
Reefhouse Resort & Marina
Reefhouse Resort & Marina
3.5 out of 5
103800 Overseas Hwy, Key Largo, FL
Fully refundableReserve now, pay when you stay
The price is CA $365 per night from Apr. 20 to Apr. 21
CA $365
CA $466 total
includes taxes & fees
Apr 20 - Apr 21
9/10 Wonderful! (1,332 reviews)
"Staff was very friendly and lots of quality places to eat nearby"

Reviewed on Apr. 13, 2025

Reefhouse Resort & Marina
Chesapeake Beach Resort
Chesapeake Beach Resort
2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is CA $276 per night from Apr. 29 to Apr. 30
CA $276
CA $389 total
includes taxes & fees
Apr 29 - Apr 30
9/10 Wonderful! (1,426 reviews)
Nice Resort for the Money
"I was looking for a one night stay in Islamorada that wouldn't break the bank, but still be comfortable and clean. The Chesapeake Resort fit the bill! Rooms have been updated and resort was clean and quiet. It has a nice area for sunning and two pools. There isn't a restaurant or bar on site, but ..."

Reviewed on Apr. 14, 2025

Chesapeake Beach Resort
See all 8,276 properties in 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

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Florida Keys vacation package cost?
From just CA $612, you can tailor your Florida Keys package. Simply bundle hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Florida Keys?
Booking a hotel and flight together with Expedia won’t just save valuable time — it’ll save you dollars too. A Florida Keys vacation package makes it simple to arrange the perfect trip. With more than 550 airlines around the world to pick from, finding convenient flights that suit your busy schedule won’t be an issue. On top of that, we’ve got over 1,000,000 hotel options globally to choose from. Now that’s choice! Whatever your budget, Expedia can show you the world.
Where should I stay in Florida Keys?
If you want to explore popular attractions such as Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens, head for Key West. You might want to stay for a while to really get to know this buzzing city.
What are the top hotels in Florida Keys?
When it comes to properties in Key West, Margaritaville Beach House Key West and Southernmost Beach Resort are two fantastic options. If you’re considering heading to Marathon, 24 North Hotel Key West and Faro Blanco Resort & Yacht Club will make you feel at home.
How far in advance should I book my Florida Keys vacation?
Travelers are normally able to browse international flights on Expedia within 12 months of departure. Booking at the last minute? With a little bit of luck, it’s still possible to nab a cheaper ticket just weeks before your flight.
What does an Expedia Florida Keys travel package include?
That depends on what you’re after. If you’re traveling alone, you might decide to combine flights and hotels. Bringing the whole crew to Florida Keys? A travel package including rental cars, flights and hotels might be a better fit. Expedia gives you the freedom to customize your travel package.
What should I know before booking a Florida Keys travel package?
A package can be more affordable than separately booking everything you need for your trip. For example, bundle your flights, hotels and rental cars and save a tidy sum. No matter your vacation goals, you’ll find a package that’s right for you.
Can I choose my airline with a Florida Keys Expedia vacation package?
Yes, you can. We offer more than 550 partner airlines all over the world, so choose the carrier that’s a good fit for your travel needs.
If I'm not able to travel, can I cancel my Florida Keys vacation package?
Don’t worry if you’re rethinking your Florida Keys vacation package — you can cancel or change your booking. And if you’ve booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We realize life can occasionally throw a spanner in the travel works, so look up our Customer Service Portal if that happens. When you’re ready to make changes, we’ll take care of it.

Discover the most popular places to visit in Florida Keys

Duval Street

Duval Street

4.5/5(161 reviews)

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
Mallory Square

Mallory Square

4.5/5(148 reviews)

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
Smathers Beach which includes a luxury hotel or resort, tropical scenes and a beach

Smathers Beach

4/5(56 reviews)

Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.

Smathers Beach

What to do in Florida 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 $71
per adult
78% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
MIAMI: Key West Day Trip with Boating Options

MIAMI: Key West Day Trip with Boating Options

CA $111
per adult
MIAMI: Key West Day Trip with Boating Options
12-Hours Day Trip in Key West from Miami

Full Day Trip in Key West from Miami

CA $71
per adult
Full Day Trip in Key West from Miami
See all activities in Florida Keys

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.