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
A white building with shutters, palm trees, and a lawn.

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 Florida Keys Beaches.

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A coastal town with a prominent building featuring a blue awning, a chicken shack, and a store with colorful merchandise.

Downtown Key West

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

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A two-story house with green shutters and a wooden balcony.

Key West Historic District

2 out of top 10 points of interest in this area

Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Florida Keys Beaches.

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A marina with yachts docked, a prominent red building, and a coastal cityscape in the background.

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Key West Tropical Forest and Botanical Garden.

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A sunset over the ocean with scattered clouds.

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.

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Things to do near Florida Keys

The Florida Keys are perfect for a beachside family holiday, offering a variety of outdoor activities. Visitors can enjoy excellent diving, free kayaks, and live music while exploring vibrant shopping areas and resorts. Ideal picnic spots enhance the experience, making it a delightful destination for both relaxation and adventure.

Shopping

Seven miles from the Florida Keys, The Kite House offers a delightful selection of unique gifts and souvenirs. Meanwhile, We Cycle Key West, located six miles away, is perfect for cycling enthusiasts wanting to explore the scenic beauty of the area.

Recreation

Relax at the MLK Community Pool & Community Center, offering a family-friendly outdoor atmosphere. Play a round at the Key West Golf Club, where sports enthusiasts can enjoy the lush surroundings. Experience the charm of the Red Barn Theater, a hub for romance and cultural entertainment just moments away.

Adventure

In the Florida Keys, experience thrilling snorkelling in the vibrant coral reefs of Key Largo, or embark on a kayaking adventure through the mangroves of Big Pine Key. For a unique experience, try parasailing over the turquoise waters of Key West for breathtaking views of the coastline.

Nightlife

The nightlife in the Florida Keys is vibrant and diverse. Enjoy live music at the Green Parrot Bar in Key West or sip cocktails at the iconic Sloppy Joe's. For a more relaxed evening, visit the Sunset Pier to take in stunning views while enjoying a laid-back atmosphere.

*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 offers a perfect blend of beach and outdoor activities, making it ideal for family vacations. Visitors can explore modern squares, national parks, and historic civic government buildings, catering to those seeking cultural experiences. Don't miss the best beaches and attractions in Key West, where you'll find a vibrant atmosphere perfect for family adventures.

  • Mallory Square: Experience the vibrant atmosphere of Mallory Square, known for its lively sunset celebrations featuring street performers, artisans, and food vendors. This bustling square is the perfect spot to soak in the local culture while enjoying breathtaking views of the Gulf of Mexico.
  • Harry S. Truman Little White House: Step back in time at the Harry S. Truman Little White House, a historic government building that served as a winter retreat for President Truman. Explore its fascinating exhibits that showcase the rich political history and culture of Key West.
  • Key West Shipwreck Museum: Dive into maritime history at the Key West Shipwreck Museum, where you can learn about the daring lives of shipwreck salvagers. Engaging exhibits and artefacts bring the stories of the sea to life, making for an enlightening experience.

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

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Florida Keys.
  • 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

Cheeca Lodge & Spa

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
S$305
30 Sept - 1 Oct
includes taxes & fees
9.2/10 Wonderful! (1,434 reviews)
"Make sure you ask about the massage prices! We were told at one point it was complimentary and didn’t know about how much they actually were after they were done. Don’t get me wrong the massage therapists were absolutely fantastic but for a couples massage it costed us $600. We kayaked they let us ..."

Reviewed on 12 Sept, 2026

Cheeca Lodge & Spa
Reefhouse Resort & Marina

Reefhouse Resort & Marina

103800 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
S$363
14 Sept - 15 Sept
includes taxes & fees
Reefhouse Resort & Marina
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

97000 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
S$408
28 Sept - 29 Sept
includes taxes & fees
Baker's Cay Resort Key Largo, Curio Collection by Hilton
See all 8,269 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.

Stay near popular Florida Keys attractions

A street with a pharmacy, a theater, and a yellow building.

Duval Street

9.2/10 (20,928 reviews)
Stroll the vibrant heart of Key West where historic architecture meets lively entertainment. Evening visits offer the full experience of Duval Street's renowned music scene and spirited local culture.
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A beach with a pier extending into the ocean during sunset.

Florida Keys Beaches

8.4/10 (858 reviews)
The Florida Keys' beaches showcase a coral island landscape with crystal-clear waters ideal for snorkelling. Relax under swaying palms at Bahia Honda State Park or explore marine life at Fort Zachary Taylor.
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A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.

Mallory Square

9.2/10 (15,939 reviews)
Mallory Square hosts Key West's legendary Sunset Celebration, where street performers and artisans gather nightly. Arrive early to secure a prime viewing spot for the breathtaking Gulf of Mexico sunset.
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A sailboat named 'Soundwave' docked at a calm harbor with clear blue water, surrounded by a sandy beach and lush greenery.

Sombrero Beach

9.0/10 (2,464 reviews)
Sombrero Beach offers a rare natural sandy shoreline in the Florida Keys with pristine white sands and turquoise waters. Watch for nesting loggerhead turtles while enjoying the peaceful palm-lined setting.
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A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

Southernmost Point

8.8/10 (17,214 reviews)
This colourful buoy marks the continental United States' southernmost point, just 90 miles from Cuba. Arrive early to capture your photo at this iconic Key West landmark without the typical crowds.
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A beach with white sand, palm trees, and a building in the background.

Smathers Beach

8.4/10 (8,320 reviews)
Key West's largest beach boasts half a mile of soft white sand and calm, shallow waters ideal for swimming. Rent paddleboards or jet skis, or simply relax under swaying palms with panoramic ocean views.
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A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

Ernest Hemingway Home and Museum

9.2/10 (8,543 reviews)
Step into the Spanish Colonial home where Hemingway wrote his classics, surrounded by descendants of his six-toed cats. Explore his writing studio and gardens for a glimpse into the legendary author's 1930s life.
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A brick corridor with arched ceilings and benches.

Fort Zachary Taylor Historic State Park

9.0/10 (4,544 reviews)
Explore a Civil War-era fortress housing the nation's largest collection of seacoast cannons. After touring the historic corridors, cool off at Key West's favourite beach with crystal-clear waters perfect for snorkelling.
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What to do in Florida Keys

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

S$54
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Key West Parasailing Downtown

Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides

S$86
per traveller
92% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Eco Tour

Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour

S$152
per adult
98% of travellers recommend
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
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Frequently asked questions

How much does a Florida Keys holiday package cost?
From just , 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 holiday 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 holiday?
Travellers 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 travelling 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 holiday goals, you'll find a package that's right for you.
Can I choose my airline with a Florida Keys Expedia holiday 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 holiday package?
Don't worry if you're rethinking your Florida Keys holiday 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 realise 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.