Florida Keys Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Our guide on 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

2 out of top 10 points of interest in this area

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

Find hotels in Old Town Key West

Florida Keys Holiday

Things to do near Florida Keys

Shopping

In the Florida Keys, visit The Kite House, a charming store located 11.3km from the heart of the keys, perfect for unique gifts. We Cycle Key West, situated 9.7km away, offers a selection of cycling gear and souvenirs for outdoor enthusiasts.

Recreation

At MLK Community Pool & Community Center, enjoy a refreshing swim amidst a family-friendly atmosphere. The Key West Golf Club offers a stunning outdoor golfing experience, while the Red Barn Theater combines romance and culture for an entertaining evening. Each venue promotes relaxation and fun.

Adventure

Explore the vibrant coral reefs of John Pennekamp Coral Reef State Park, renowned for snorkelling and diving. Experience the thrill of kayaking through tranquil mangroves at Florida Keys Kayak Tours, where you can spot diverse wildlife and enjoy the stunning coastal views.

Nightlife

The Florida Keys offer a vibrant nightlife with beach bars and live music. Visit the Green Parrot Bar for a lively atmosphere and enjoy local bands. For a laid-back vibe, check out the Sunset Pier, where you can sip cocktails while watching stunning sunsets and mingling with fellow travellers.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Florida Keys

The Florida Keys offer a fantastic getaway for beach lovers and families alike, featuring stunning beaches and vibrant coral reefs. With attractions ranging from modern squares and historic civic buildings to state parks, there's something for everyone. Adventurous travellers can explore key destinations and partake in various activities, while those seeking culture will find plenty of tourist attractions that highlight the region’s unique charm and natural beauty.

  • Mallory Square: Experience the vibrant atmosphere of Mallory Square, where you can enjoy street performances, local artisans, and breathtaking sunsets. This bustling square is perfect for soaking up the lively city vibes as you mingle with both locals and travellers alike.
  • Fort Zachary Taylor Historic State Park: Immerse yourself in the natural beauty and rich history at Fort Zachary Taylor Historic State Park. This scenic national park offers outdoor adventures such as swimming, picnicking, and exploring the historic fort, making it a great spot for nature lovers.
  • Mel Fisher Maritime Museum: Delve into the fascinating world of maritime history at the Mel Fisher Maritime Museum. With its impressive collection of shipwreck artefacts, this museum showcases the culture and stories of treasure hunting in the Florida Keys.

Best time to go to Florida Keys

The best time to visit Florida Keys can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Florida Keys falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature around Florida Keys falls in January, visitor numbers are average and weather is mostly sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January70.9°F (21.6°C)No RainMostly SunnyAverageAverage
February72.1°F (22.3°C)No RainMostly SunnyAverageSlightly High
March73.2°F (22.9°C)No RainMostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No RainMostly SunnySlightly LowSlightly High
May79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
June82.6°F (28.1°C)Light RainMostly SunnyAverageAverage
July84.0°F (28.9°C)Light RainMostly SunnySlightly HighAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageSlightly Low
September83.5°F (28.6°C)Light RainMostly SunnySlightly LowSlightly Low
October80.6°F (27.0°C)Light RainMostly SunnySlightly LowSlightly Low
November76.5°F (24.700000000000003°C)Light RainMostly SunnyAverageAverage
December73.6°F (23.1°C)No RainMostly SunnySlightly HighAverage

Tips to save on your trip to Florida Keys

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Florida Keys during the low season (August to October) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Our pick of the best 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 NZ$969 per night from 3 Mar to 4 Mar
NZ$969
3 Mar - 4 Mar
includes taxes & fees
8/10 Very Good! (1,007 reviews)
The villa was exceptionally clean, though not well equipped (lack of kitchen ware, not salt/pepper). We had difficulty with the WiFi the entire time we were there. The staff were wonderful and friendly. There was streaming services available in the individual room but not in the common area of our ...

Reviewed on 7 Feb 2026

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 NZ$716 per night from 23 Feb to 24 Feb
NZ$716
23 Feb - 24 Feb
includes taxes & fees
9.2/10 Wonderful! (1,355 reviews)
Everything was great. We would definitely stay there again.

Reviewed on 12 Feb 2026

Reefhouse Resort & Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is NZ$832 per night from 1 Mar to 2 Mar
NZ$832
1 Mar - 2 Mar
includes taxes & fees
9.2/10 Wonderful! (1,675 reviews)
Nice stay

Reviewed on 10 Feb 2026

Chesapeake Beach Resort
See all 8,319 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.

Discover the most popular places to visit in Florida Keys

Duval Street featuring signage

Duval Street

5/5(5 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
Aerial view from Venture Out on Cudjoe Key Florida., Shutterstock ID 757510879, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Other: Mixed Budget

Florida Keys Beaches

5/5(1 review)

Why not spend a lazy afternoon at Florida Keys Beaches during your trip to Long Beach Estates?

Florida Keys Beaches
Southernmost Point featuring signage as well as a large group of people

Southernmost Point

4/5(5 reviews)

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

Southernmost Point

What to do in Florida Keys

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

NZ$75
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Epic Sandbar Safari With Dolphin Playground Experience In Key West

Key West Sandbar Safari & Dolphin Playground Experience With Food & Drinks

NZ$210
per adult
100% of travellers recommend
Key West Sandbar Safari & Dolphin Playground Experience With Food & Drinks
12 hours Day at Key West With Boat Tour and Snorkeling

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

NZ$46
per adult
92% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
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.

Explore a world of travel with Expedia

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