Florida Keys Vacations from $421

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Your Florida Keys Vacation

When adventure calls, answer it with a tailor-made vacation package to Florida Keys. Wherever it is you're going and whatever you have planned, prepare to discover a destination with plenty to offer. A trip to Florida Keys wouldn't be complete without spending some time in its best cities, starting with Key West. Two of the top attractions here include Smathers Beach and Mallory Square. Key Largo is another favorite city with Florida Keys travelers. Visitors to this destination enjoy John Pennekamp Coral Reef State Park and Jimmy Johnson's Big Chill. Expedia has hotels, flights and whatever else you need to help you put together your very own customized Florida Keys vacation today.

The Latest Florida Keys vacation packages

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach
Miami Downtown Condos
Creekside Inn
Casablanca Miami Beach
The Retreat Collection at 1 Hotel & Homes South Beach
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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

Discover the most popular places to visit in Florida Keys

What to do in Florida Keys

Florida Keys Hotel Deals

Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

2.5 out of 5
527 Caribbean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $188 total per night from Jan 29 to Jan 30
$188 total
Jan 29 - Jan 30
Total with taxes and fees
8.4/10 Very Good! (1,685 reviews)
Was clean

Reviewed on Jan 16, 2026

Marina Del Mar Resort and Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$247 nightly
The price is $278 total per night from Jan 29 to Jan 30
$278 total
Jan 29 - Jan 30
Total with taxes and fees
9.2/10 Wonderful! (1,639 reviews)
Everything was perfect Awesome place. Just a little bit noisy in the ice area early in the morning. And a lot of noise from the second floor.

Reviewed on Jan 18, 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
$377 nightly
The price is $423 total per night from Feb 2 to Feb 3
$423 total
Feb 2 - Feb 3
Total with taxes and fees
8/10 Very Good! (1,008 reviews)
Beautiful place

Reviewed on Jan 14, 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.

Find the Best Florida Keys Vacation Packages

Things to do near Florida Keys

The Florida Keys offer an ideal setting for beach and outdoor family vacations. Enjoy a variety of activities such as relaxing on stunning beaches, taking day trips, and indulging in the local shopping scene at various malls and centers. Don't miss the opportunity for a memorable Florida getaway, complete with scenic water taxi rides that showcase the beauty of the islands.

Shopping

The Kite House, located 7 miles from Florida Keys, offers a unique selection of gifts and souvenirs. For cycling enthusiasts, We Cycle Key West, just 6 miles away, provides great gear and local experiences. Both spots are perfect for memorable shopping during your visit.

Recreation

At Key West Golf Club, enjoy a picturesque golfing experience surrounded by lush landscapes and vibrant outdoor vibes. For a cultural evening, visit the Waterfront Playhouse, where captivating performances create a romantic atmosphere. Dive into family fun at the MLK Community Pool, perfect for relaxation and outdoor activities.

Adventure

In the Florida Keys, explore the vibrant coral reefs while snorkeling or scuba diving in the John Pennekamp Coral Reef State Park. Experience thrilling water sports like jet skiing and parasailing in Key West, or embark on a kayak adventure through the mangroves of Big Pine Key.

Nightlife

The Florida Keys nightlife is vibrant and diverse. Enjoy a cocktail at the lively Green Parrot Bar or dance the night away at the popular Hog's Breath Saloon. For a laid-back vibe, check out the Sunset Pier, offering stunning views and local music as the sun sets.

*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 is an ideal destination for beach lovers and outdoor enthusiasts, offering a variety of attractions such as modern squares, national parks, and historic buildings. Visitors can immerse themselves in culture and adventure while enjoying the stunning beaches and vibrant atmosphere. Key West is a must-visit for those seeking unique experiences, making the Florida Keys a perfect spot for family vacations and unforgettable memories.

  • Mallory Square: Experience the vibrant atmosphere of Mallory Square, known for its lively city vibes. Enjoy unique street performances, local vendors, and stunning views of the sunset over the Gulf of Mexico, making it a perfect spot for relaxation and entertainment.
  • Fort Zachary Taylor Historic State Park: Explore the historical significance and natural beauty of Fort Zachary Taylor Historic State Park. This park offers outdoor adventures, scenic trails, and a chance to swim at one of the best beaches in the Keys, all while immersing yourself in history.
  • Florida Keys National Marine Sanctuary: Discover the rich marine life at Florida Keys National Marine Sanctuary. Ideal for families and adventure seekers, you can snorkel, dive, or kayak through vibrant coral reefs and witness the incredible underwater ecosystem.

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 SunnyAverageSlightly High
May79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
June82.6°F (28.1°C)Light RainMostly SunnySlightly HighAverage
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 SunnySlightly LowAverage
December73.6°F (23.1°C)No RainMostly SunnyAverageAverage

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.

Florida Keys Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Miami Intl. Airport (MIA)

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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.