Florida Keys Vacation Packages

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Your Florida Keys Vacation

When adventure calls, answer it with a tailor-made vacation package to Florida Keys. Wherever it is you're going and whatever you have planned, prepare to discover a destination with plenty to offer. A trip to Florida Keys wouldn't be complete without spending some time in its best cities, starting with Key West. Two of the top attractions here include Smathers Beach and Mallory Square. Key Largo is another favourite city with Florida Keys travellers. Visitors to this destination enjoy John Pennekamp Coral Reef State Park and Jimmy Johnson's Big Chill. Expedia has hotels, flights and whatever else you need to help you put together your very own customized Florida Keys vacation today.

Top Florida Keys Vacation Deals

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

Henrosa Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
Jun. 29 - Jul. 6
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
8.4/10 Very Good! (768 reviews)
Very nice hotel a block off the beach in an art deco type building.front desk staff were very friendly and helpful.Cozy comfortable lobby lobby with a small outside patio at the front of the hotel. Very clean room , spacious bathroom and considerate staff maintaining the floors, in that they were pretty quiet for those that were sleeping in. This was very much appreciated. No restaurant at the hotel but not necessary considering how many options are very close by.

Reviewed on Apr. 8, 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. 29 - Jul. 6
found 23 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
8/10 Very Good! (1 review)
Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
Mid Beach
Save 100% on your flight
per person
Jun. 29 - Jul. 6
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
8/10 Very Good! (5,944 reviews)
Beautiful property, fantastic location and friendly staff.. Did not like the unexpected $60.00/day mandatory fee and lack of amenities those fees provided.

Reviewed on Apr. 29, 2025

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
per person
Jun. 29 - Jul. 6
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
8.4/10 Very Good! (1,007 reviews)
We arrived early and our room was ready so we were able to check in. Phillip at the front desk was very friendly and helpful when we asked him for suggestions for things to do. An added bonus was the towels and chairs on the beach were included. Everything is walkable!

Reviewed on Apr. 24, 2025

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
per person
Jun. 29 - Jul. 6
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
9.2/10 Wonderful! (1,097 reviews)
The staff and service were excellent, everyone was so kind and helpful. Food was delishish

Reviewed on Apr. 29, 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 $340 per night from May 21 to May 22
CA $340
CA $487 total
includes taxes & fees
May 21 - May 22
7.8/10 Good! (1,009 reviews)
"Will come back !"

Reviewed on Apr. 25, 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 $414 per night from Apr. 30 to May 1
CA $414
CA $521 total
includes taxes & fees
Apr 30 - May 1
9.2/10 Wonderful! (1,324 reviews)
"We had the most amazing time. The food was great. Family friendly atmosphere and friendly staff Great vacation vibes with music and bar right by the poolside . Beach and water sports right on the property was a plus! Definitely coming back again very soon!"

Reviewed on Apr. 28, 2025

Reefhouse Resort & Marina
Isla Bella Beach Resort & Spa
Isla Bella Beach Resort & Spa
5 out of 5
1 Knights Key Boulevard, MM 47, Marathon, FL
Fully refundableReserve now, pay when you stay
The price is CA $377 per night from May 8 to May 9
CA $377
CA $508 total
includes taxes & fees
May 8 - May 9
9/10 Wonderful! (1,003 reviews)
"True island experience and feel. Wonderful for families considering good food right on site with a variety of great kids activities all day long. We’ll be back!"

Reviewed on Apr. 22, 2025

Isla Bella Beach Resort & Spa
See all 8,353 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 $954, 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 $68
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 $107
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 $68
per adult
Full Day Trip in Key West from Miami
See all activities in Florida Keys

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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.