Florida Keys Holidays

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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
5/5(6 area reviews)

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.

Find hotels in Old Town Key West

Things to do near Florida Keys

The Florida Keys offer a delightful blend of beach and outdoor activities perfect for family vacations. Explore vibrant resorts, shopping areas, and shopping mall centres. Enjoy a variety of fun activities, including free kayak rentals, live music performances, excellent diving opportunities, and picturesque picnic spots, ensuring an unforgettable experience for all visitors.

Shopping

The Kite House, located 11.3km from Florida Keys, offers a delightful selection of gifts and souvenirs, while We Cycle Key West, just 9.7km away, provides a unique shopping experience with cycling gear and local treasures. Both are perfect for finding memorable keepsakes.

Recreation

Experience the serene atmosphere at Key West Golf Club, perfect for outdoor enthusiasts. Enjoy captivating performances at the Red Barn Theater, offering a delightful blend of romance and culture. For family fun, the MLK Community Pool & Community Center provides a refreshing retreat with sports and leisure activities.

Adventure

Explore John Pennekamp Coral Reef State Park for snorkelling amidst vibrant marine life in crystal-clear waters. For a thrilling experience, try paddleboarding through mangroves at Florida Keys Kayak Tours, where you can encounter diverse wildlife and enjoy the serene beauty of the surroundings.

Nightlife

The Florida Keys offer a vibrant nightlife atmosphere with lively bars and oceanfront lounges. Key West's Duval Street is renowned for its energetic pubs and live music venues, while Marathon features relaxed beach bars. Enjoy sunset celebrations and tropical cocktails as you mingle with locals and 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

Experience the stunning beaches and outdoor adventures of the Florida Keys, perfect for family holidays. Explore popular attractions such as modern squares, national parks, and historic civic buildings that offer a blend of culture and adventure. Don't miss Key West and the finest beaches in the area for a memorable getaway.

  • Mallory Square: Experience the vibrant atmosphere of Mallory Square, a modern square located 9.7km from the Florida Keys, renowned for its lively sunset celebrations. Enjoy street performances, local artisans, and an array of delicious food vendors, all while soaking in the beautiful views of the Gulf of Mexico.
  • Fort Zachary Taylor Historic State Park: This national state park, also 9.7km away, offers stunning scenery and outdoor adventures. Explore the historic fort, enjoy swimming at the beach, or hike the nature trails that showcase the breathtaking landscapes and diverse wildlife of the area.
  • Harry S. Truman Little White House: Immerse yourself in history at this historic civic government building, located 9.7km from the Florida Keys. Once the winter retreat of President Truman, it reflects rich cultural heritage, featuring fascinating exhibits and guided tours that unveil the life and times of the 33rd President.

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.

Top hotels in Florida Keys

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 €277 per night from 3 Feb to 4 Feb
€277
3 Feb - 4 Feb
includes taxes & fees
9.2/10 Wonderful! (1,662 reviews)
Clean room. Nice staff. Champagne on arrival. Two warm pools right on the ocean. A nice guitar guy for entertainment on Saturday. Breakfast was included. Made to order omelette, pancake, etc. watched them make a Mickey pancake for a little girl who smiled from ear to ear.

Reviewed on 27 Jan 2026

Chesapeake Beach Resort
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 €346 per night from 3 Feb to 4 Feb
€346
3 Feb - 4 Feb
includes taxes & fees
8/10 Very Good! (1,011 reviews)
The room was spacious, clean, and modern. The pools and pool areas were clean and maintained. The restaurants and cafe had really good food. The EV charging station was very convenient.

Reviewed on 21 Jan 2026

Hawks Cay Resort
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard Marathon FL
Fully refundableReserve now, pay when you stay
The price is €395 per night from 1 Feb to 2 Feb
€395
1 Feb - 2 Feb
includes taxes & fees
9/10 Wonderful! (1,084 reviews)
Property was beautiful, room was clean but a little underwhelming compared to the resort we stayed at for a few days before during our trip to Key West. Our only and biggest complaint was that we opted to eat off property during our stay, after spending $48.00 for 2 coffees, muffins a bagel for breakfast ...

Reviewed on 24 Jan 2026

Isla Bella Beach Resort & Spa
See all 8,417 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 featuring signage

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 which includes a sunset and a bay or harbor as well as a large group of people

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

Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

€52
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

€38
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
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
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.

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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.