Florida Keys Vacation Packages

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Top Florida Keys Vacation Deals

Icon Residences By Sunnyside Hotel and Resorts

Icon Residences By Sunnyside Hotel and Resorts

4 out of 5
Downtown Miami
per person
May 23 - May 28
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
7.8/10 Good! (707 reviews)
Within a mile of Bay Front Park. We didn't have a car during our stay, but there were plenty of amenities close (the apartment offered a full kitchen), and a row of food trucks we could see from our room, coffee shop in lobby of W hotel, Whole Foods a short walking distance among a shopping mall. Apartment was very spacious with full amenities (washer/dryer, dishwasher), walk out balcony. Host was very responsive and we felt safe during our stay.

Reviewed on Apr. 1, 2024

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. 30 - Jul. 7
Roundtrip flight included
Montreal (YUL) to Miami (MIA)
8/10 Very Good! (1 review)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
per person
Jun. 21 - Jun. 24
Roundtrip non-stop flight included
Ottawa (YOW) to Miami (MIA)
9/10 Wonderful! (1,012 reviews)
The rooms are spacious. The property is gorgeous. Just all around great experience.

Reviewed on Apr. 17, 2024

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. 21 - Jun. 28
Roundtrip non-stop flight included
Ottawa (YOW) to Miami (MIA)
8.4/10 Very Good! (1,012 reviews)
Staff were attentive and friendly. My room was spacious, clean and welcoming. Beach staff, restaurant staff & bartenders went above & beyond to make my stay enjoyable! Would definitely visit again

Reviewed on Apr. 17, 2024

Best Florida Resort

Best Florida Resort

2 out of 5
Save 100% on your flight
per person
Jun. 26 - Jul. 3
Roundtrip non-stop flight included
Montreal (YUL) to Miami (MIA)
8.2/10 Very Good! (859 reviews)
Location, Location, Location…

Reviewed on Apr. 11, 2024

Prices and availability subject to change. Additional terms may apply.

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
Audubon House and Tropical Gardens featuring a house

Key West Historic District

4 out of top 10 points of interest in this area
4.5/5(156 area reviews)

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

Find hotel + flight trips in Key West Historic District

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 $473 per night from May 12 to May 13
CA $473
CA $617 total
includes taxes & fees
May 12 - May 13
7.8/10 Good! (1,002 reviews)
"Beautiful property, not too crowded, plenty of room to enjoy amenities."

Reviewed on Apr. 16, 2024

Hawks Cay Resort
Cheeca Lodge & Spa
Cheeca Lodge & Spa
4 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is CA $453 per night from May 6 to May 7
CA $453
CA $595 total
includes taxes & fees
May 6 - May 7
8.8/10 Excellent! (1,001 reviews)
"We loved the beach and all of the facilities! It was so easy to park under our room with the golf course view. The property is gorgeous and well maintained. Also, Spa Island was so pretty and relaxing as well as the waterfall grotto pool and jacuzzi near our room. Loved the adult pool too! Daydrian ..."

Reviewed on Apr. 16, 2024

Cheeca Lodge & Spa
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 $259 per night from May 6 to May 7
CA $259
CA $347 total
includes taxes & fees
May 6 - May 7
8.8/10 Excellent! (1,296 reviews)
"Beautiful, updated room. Great balcony. Free parking. Bathrobes and slippers for use in rooms. Right on the water. Lovely beach area. Will stay here again!!"

Reviewed on Apr. 19, 2024

Chesapeake Beach Resort
See all 7,889 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.

Explore other types of vacation packages

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 $957, 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

Image for 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
Image for Everglades National Park

Everglades National Park

This sprawling wetland park holds a seemingly endless supply of wildlife habitats and enthralling ecosystems.

Everglades National Park
Image for Zoo Miami

Zoo Miami

4.5/5(20 reviews)

One of the first free-range zoos in the United States is home to animals, exhibits, amusement rides and a strong focus on education and conservation.

Zoo Miami

What to do in Florida Keys

Image for Morning Reef Snorkel With Unlimited Mimosas & Breakfast

Morning Reef Snorkel With Unlimited Mimosas & Breakfast

CA $62
Per adult
90% of travellers recommend
Morning Reef Snorkel With Unlimited Mimosas & Breakfast
Image for Snorkel Adventure at Coral Reef

Snorkel Adventure at Coral Reef

CA $80
Per adult
86% of travellers recommend
Snorkel Adventure at Coral Reef
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.