Florida Keys Vacations from ¥194,416

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The Latest Florida Keys Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Miami Beach
The Retreat Collection at 1 Hotel & Homes South Beach
Cavalier Hotel South Beach
Fontainebleau Miami Beach
Flow Miami Hotel

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

Find the Best Florida Keys Vacation Packages

Things to do near Florida Keys

Shopping

The Kite House offers a unique selection of gifts and souvenirs just 11.3km from Florida Keys, while We Cycle Key West, located 9.7km away, provides fun cycling gear and local memorabilia. Both stores promise a delightful shopping experience during your visit.

Recreation

At Key West Golf Club, enjoy a round of golf surrounded by lush landscapes and a vibrant outdoor atmosphere. The Red Barn Theater offers captivating performances, perfect for a romantic night out or family entertainment. For relaxation, the MLK Community Pool provides a refreshing swim in a family-friendly setting.

Adventure

Explore John Pennekamp Coral Reef State Park, where you can snorkel or dive among vibrant coral reefs teeming with marine life. For a thrilling experience, try parasailing over the clear waters of Key West, offering panoramic views of the beautiful coastline and surrounding islands.

Nightlife

The nightlife in the Florida Keys is vibrant and diverse. Enjoy a sunset cocktail at the iconic Sloppy Joe's in Key West, then dance at the Green Parrot Bar. Don't miss the live music at the Hog's Breath Saloon for an unforgettable experience.

*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 perfect blend of beach, outdoor, and family vacation experiences, featuring attractions such as modern squares, state parks, and historic government buildings. Whether you're seeking culture, adventure, or a city vibe, there's something for everyone. Be sure to explore the beautiful Florida Keys beaches and consider a Key West vacation for a truly memorable getaway.

  • Mallory Square: Experience the vibrant atmosphere of Mallory Square, a bustling modern square located 9.7km from Florida Keys. Known for its lively sunset celebrations, street performers, and local artisans, it’s a perfect spot to soak in the city vibes and enjoy breathtaking 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 adventure. Explore the historic fort, relax on the beach, or hike the nature trails, making it an ideal destination for nature lovers and history buffs alike.
  • Harry S. Truman Little White House: Located 9.7km from Florida Keys, this historic civic government building provides a glimpse into American history. Tour the beautifully preserved rooms and learn about its significance as a winter retreat for President Truman, all while enjoying the rich cultural vibes of Key West.

Best time to go to Florida Keys

The best time to visit Florida Keys is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 during the off-peak season (typically August to October) for more affordable package holidays to Florida Keys.
  • 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.

Florida Keys Hotel Deals

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 ¥27,966 per night from Feb 3 to Feb 4
¥27,966
¥40,168 total
Feb 3 - Feb 4
includes taxes & fees
9.2/10 Wonderful! (1,658 reviews)
Spacious clean room. Good linens and towels with comfortable beds. Staff very helpful. Elevator was broken but staff carried bags up,

Reviewed on Feb 1, 2026

Chesapeake Beach 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 ¥47,827 per night from Feb 3 to Feb 4
¥47,827
¥59,997 total
Feb 3 - Feb 4
includes taxes & fees
9.2/10 Wonderful! (1,337 reviews)
Yes

Reviewed on Jan 26, 2026

Reefhouse Resort & Marina
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 ¥51,178 per night from Feb 11 to Feb 12
¥51,178
¥68,391 total
Feb 11 - Feb 12
includes taxes & fees
8/10 Very Good! (1,014 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 Jan 21, 2026

Hawks Cay Resort
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

What to do 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 travelers 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 traveling 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 traveling 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.