Florida Keys Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Florida Keys

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

Henrosa Hotel

3.5 out of 5
South Beach
Price was €1,072, price is now €655 per person
€655
per person
1 Nov - 8 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Miami (MIA)
8.4/10 Very Good! (818 reviews)
Beach staff was rude.

Reviewed on 8 Sept 2025

Park Central South Beach

Park Central South Beach

4 out of 5
South Beach
Price was €1,699, price is now €870 per person
€870
per person
1 Nov - 8 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Miami (MIA)
8.2/10 Very Good! (961 reviews)
Honestly, it’s the best place we have ever stayed on Ocean Drive! The boardwalk is across the street. About a 20 minute walk to South Pointe. Our room was spacious. Very comfortable, clean and modern. Bathroom could use a cabinet or shelves to store toiletries. Balcony facing the ocean was our favorite for people watching. We will definitely return and ask for the same room!!

Reviewed on 17 Sept 2025

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was €1,332, price is now €747 per person
€747
per person
1 Nov - 8 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Great staff. Nice rooms close to beach

Reviewed on 2 Sept 2025

President Hotel

President Hotel

3.5 out of 5
South Beach
Price was €1,243, price is now €768 per person
€768
per person
1 Nov - 8 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Miami (MIA)
8.4/10 Very Good! (1,794 reviews)
We weren’t informed in advanced that the pool was closed for renovation or repair. We paid a resort fee and this is one of the amenities. It would’ve been nice to use the pool on our arrival day in the afternoon or early evening until it closed. The second day it rained it didn’t matter, but it’s the point that this happened without being informed.

Reviewed on 18 Sept 2025

The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Price was €1,171, price is now €738 per person
€738
per person
1 Nov - 8 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Miami (MIA)
8.2/10 Very Good! (1,432 reviews)
Really great price and location.

Reviewed on 15 Sept 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
Default Image

Old Town Key West

3 out of top 10 points of interest in this area
5/5(6 area reviews)

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Saint Mary Star of the Sea.

Find hotels in Old Town Key West

Top hotels in Florida Keys

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is €151 per night from 30 Sept to 1 Oct
€151
30 Sept - 1 Oct
includes taxes & fees
9/10 Wonderful! (1,199 reviews)
Very Nice Resort and AMAZING STAFF!
"Honestly, we started with a pretty bad experience with some issues pertaining to our room. However, we mentioned it to Natalia at the concierge and she was SUPER accommodating! Needless to say that the issues were resolved immediately. Definitely recommend Cheeca Lodge & Spa to anyone looking for ..."

Reviewed on 16 Sept 2025

Cheeca Lodge & Spa
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 €301 per night from 28 Sept to 29 Sept
€301
28 Sept - 29 Sept
includes taxes & fees
8/10 Very Good! (1,004 reviews)
"Had an amazing and relaxed time with my family! Dolphin encounter was so much fun and educational. I do recommend having a microwave in rooms. Thank you for the amazing hospitality 🙏"

Reviewed on 15 Sept 2025

Hawks Cay Resort
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4 out of 5
97000 Overseas Hwy, Key Largo, FL
Fully refundableReserve now, pay when you stay
The price is €264 per night from 25 Sept to 26 Sept
€264
25 Sept - 26 Sept
includes taxes & fees
8.6/10 Excellent! (1,014 reviews)
Nice Place to Stay in Key Largo Under Construction
"We enjoyed time in Key Largo at Bakers Cay, a Hilton Curio Collection property. I am sure this ranks highly among places to stay in Key Largo. The property is under construction in several room areas. We stayed in the Hammock Room. Our room on the 4th floor was nice. Sheets were not changed daily ..."

Reviewed on 16 Sept 2025

Baker's Cay Resort Key Largo, Curio Collection by Hilton
See all 8,337 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.

Popular places to visit

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

Smathers Beach

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

€23
per adult
80% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

€43
per adult
92% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
12-Hours Day Trip in Key West from Miami

Full Day Trip in Key West from Miami

€23
per adult
Full Day Trip in Key West from Miami
See all activities in Florida Keys

Frequently asked questions

Can I cancel my flight booking to Florida Keys due to COVID-19?
If you've yet to book your tickets, read the terms and conditions of the airfare you're considering. If you've already reserved your flight to Florida Keys, make use of our Customer Service Portal. The information here will help determine which COVID-19 policies apply to your booking and guide you with the next steps.
What's the best way to find cheap flights to Florida Keys that have flexible change policies?
We understand that things can change from one minute to the next, so booking a flexible ticket with Expedia is a sensible idea. Just tick the "No change fee" box directly under the "Flexible change policies" filter. Your low-cost, flexible flight to Florida Keys is just a few clicks away.
What are some of the general tips for travellers to Florida Keys during the COVID-19 outbreak?
The COVID-19 pandemic has brought about dramatic changes to the way we travel. If you're planning an escape to Florida Keys, the following tips will help you navigate these new rules and challenges:
  • Research what, if any, rules or restrictions apply to both your origin and destination. It may not be possible to travel depending on local circumstances, so be sure to check before you lock something in.
  • When you pass through airport screening, keep your face mask on. You will be asked to briefly lower it for identification purposes. Anyone refusing to wear a mask may be fined and denied entry.
  • Avoid handing your boarding pass directly to a TSA employee. Instead, position the pass on the reader and then hold it up to allow the agent to visually inspect it.
  • TSA is now permitting passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on luggage. This will have to be removed from your bag for screening.
  • Put any personal items (phone, wallet and keys) in your carry-on rather than a bin to minimize handling during screening.
  • Separate any food you have for X-ray screening. Placing it in a clear plastic bag and into a bin reduces the need for a TSA employee to touch and inspect your belongings.

Which airlines fly to Florida Keys?
Delta is a leading airline servicing Florida Keys. Search for airfares to Key West Intl. Airport (EYW) and you'll have 191 Delta flights each month to pick from.
How can I find cheap tickets to Florida Keys?
An effective strategy for scoring cheap airfares is to be flexible with your travel dates. Begin with searching for your flight to Florida Keys, then click on the "flexible dates" box to see prices for nearby days. Another helpful hint? Book well in advance. To give you an idea of fares, was the best price for a flight to Florida Keys in the last seven days.
How much is a flight to Florida Keys?
The cost of a round-trip journey to Florida Keys in the last seven days ranged between and . If you were travelling one way from (), you could have gotten a great deal from only .
What are the most popular airports to fly into in Florida Keys?
Start planning your Florida Keys escape by securing one of the 1119 flights each month to Key West Intl. Airport (EYW). This is the region's main entry point.
When is the cheapest time to fly to Florida Keys?
Jet off on a Tuesday to boost your odds of picking up the cheapest deal to Florida Keys. Mondays are usually the second most affordable day to depart. Saturday is normally the most expensive day to fly anywhere.
How much is a plane ticket to Florida Keys?
In the last seven days, ticket prices to Florida Keys varied from to .
Which airlines with flights to Florida Keys employ COVID-19 cleanliness policies?
As passengers begin travelling once again, most reputable airlines have introduced social distancing and other important measures to help lessen the spread of COVID-19. Here are some of them:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • Frontier Airlines - this airline is known for electrostatic cleaning and conducting passenger temperature checks.

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