Vacation to Florida Keys

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Your Florida Keys Vacation

Fly in, rent a car, and island hop along the Overseas Highway to your perfect retreat with one of our gorgeous Florida Keys vacation packages. Explore laid-back island life with a Key Largo vacation package that delivers you to crystal clear waters over coral reefs for dream diving and snorkeling. Or head to the creative heart of the Florida Keys with a Key West Florida vacation package and order up a slice of Key Lime pie at Aunt Sally’s. There are deals on low-cost flights and budget car rental as well as your pick of waterfront hotels, beach resorts, and cute villas—how will you kick back and relax?

Florida Keys Flight and Hotel Deals

The Retreat Collection at 1 Hotel & Homes South Beach
EAST Miami Residences
Pelican Hotel
Holiday Inn Express Hotel & Suites Ft. Lauderdale-Plantation, an IHG Hotel
Royal Palm South Beach Miami, a Tribute Portfolio Resort

Florida Keys Beach Vacation Packages

Make your next trip all about sun and fun by adding one of our Beach Hotels in Florida Keys to your vacation package. Whether you want to sprawl out on Smathers Beach in Key West, Sombrero Beach in Marathon or Calusa Beach in Big Pine Key, you’ll find a stay to suit your style. Drink in views of white sand and palm trees at Tranquility Bay Beachfront Hotel and Resort in Marathon. With a private beach, three pools and putting greens, you can do everything or nothing at all at this upscale option. Planning a beach vacation to the Florida Keys with the kids? Islander Resort in Islamorada features a private beach, children’s pool and recreational activities like biking and snorkeling.

If you want to stay on the beach without spending a fortune, use our handy search filters to find ocean view properties, and then choose how much you want to spend per night. You’ll find budget-friendly options like The Pelican Key Largo Cottages in Key Largo, which offers free kayaks, free WiFi and barbecue and picnic areas. With the money you save, why not add some activities to your Florida Keys vacation package? A Key Largo snorkeling tour is a favorite!

Romantic Vacation Packages in Florida Keys

Besides being a beach lover’s paradise, the Florida Keys is an ideal place to celebrate saying “I do.” Gaze longingly at our Florida Keys Romantic Vacation Packages to find deals that are as irresistible as your sweetheart. Little Palm Island Resort & Spa - A Noble House Resort on Little Torch Key is perfect for a honeymoon vacation to the Florida Keys. Take a boat to this 4.5-star retreat set on a private island and enjoy beach massages, jetted hot tubs and romantic alfresco dinners.

The 5-star Casa Marina Key West, Curio Collection by Hilton also invites you to turn the honeymoon romance up a notch (or two) during your vacation to the Florida Keys. Rooms with a private balcony or terrace offer the intimacy you’ll crave as newlyweds. Wake up to ocean views and indulge in a romantic “toes in the sand” dinner under a starry Key West sky. How about some romantic activities? Add a Key West photo shoot to your vacation package and make long-lasting memories together.

Where to Stay in Florida Keys

Beaches, water sports and wildlife plus superb dining and cultural attractions make Florida Keys one of the most sought-after destinations in Florida. Pack your swimsuit and book a Florida Keys vacation package to one of this tropical archipelago’s top areas:

  • Key Largo: Excellent diving and snorkeling, water sports activities and wildlife encounters are the start of the appeal of Key Largo.
  • Islamorada: Famous for its sport fishing and saltwater fly-fishing, let this island reel you in! Art galleries, white-sand beaches and stunning parks are also on the itinerary.
  • Marathon: The midway point of the Florida Keys, Marathon is known for its great public beaches, boating, fishing and seafood restaurants.
  • Big Pine Key: Slow the pace down and get back to nature on this serene island. Snorkeling, marine life and turquoise waters are calling.
  • Key West: Stay here to visit historical landmarks and family-friendly museums. Spectacular sunsets and a vibrant nightlife help make it a great choice for your vacation to Florida Keys.

Top Things to Do

Get a taste of Floridian fare, go alligator spotting or just roll out a beach towel and chill … There’s plenty to do during your vacation to the Florida Keys. Try these top attractions and experiences on for size:

Check out our guide on Things to Do in Florida Keys for more inspiration. You’ll find a wide range of exciting day trips and experiences to include in your Florida Keys vacation package

Florida Keys Essential Information

Prepare for your Florida Keys vacation with our essential travel info

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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

Florida Keys Hotel Deals

Chesapeake Beach Resort
Chesapeake Beach Resort
2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is $159 per night from Jun 20 to Jun 21
per night
Jun 20 - Jun 21
8.6/10 Excellent! (1,011 reviews)
"Nice property. Nice view from our oceanfront/view room. Rooms are spacious. AC worked well and was quiet. Love the convenience of being able to walk for food. Beach area is nice and large. Shakeitha at check in was very nice."

Reviewed on May 30, 2023

Chesapeake Beach Resort
Isla Bella Beach Resort & Spa
Isla Bella Beach Resort & Spa
4.5 out of 5
1 Knights Key Boulevard, MM 47, Marathon, FL, 33050
Fully refundableReserve now, pay when you stay
The price is $312 per night from Jun 8 to Jun 9
per night
Jun 8 - Jun 9
9/10 Wonderful! (1,010 reviews)
"Great location and great facilities"

Reviewed on Jun 2, 2023

Isla Bella Beach Resort & Spa
Amara Cay Resort
Amara Cay Resort
4 out of 5
80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is $219 per night from Jun 14 to Jun 15
per night
Jun 14 - Jun 15
8.8/10 Excellent! (1,155 reviews)
"Rooms were clean and property was well maintained. Service was great. Strongly recommend."

Reviewed on May 30, 2023

Amara 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.

Frequently asked questions

How much does a Florida Keys vacation package cost?
Starting from a low $264, a package is your passport to cheaper travel. Put together your Florida Keys adventure by picking from our huge range of flights, hotels and rental cars.
If I'm not able to travel, can I cancel my Florida Keys vacation package?
It is possible to cancel your Florida Keys booking if your plans have been upended. Whether you’ll be charged a fee or not depends on your hotel, airline or car rental company. You may be able to change or cancel free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.
How do I get a cheap travel package to Florida Keys?
Search for flights that suit your busy schedule, add a hotel room to your booking and watch the savings pile up with a Florida Keys vacation package. It’s as easy as that! From hotels and flights to rental cars and activities, Expedia makes traveling on a budget easy. And with more than 550 airlines and 1,000,000 hotel options globally to select from, you won’t be short of choice.
How far in advance should I book my Florida Keys vacation?
Travelers are usually able to browse international airfares on Expedia up to 12 months prior to departure. Booking at the last minute? With a bit of luck, it’s still possible to score an affordable ticket just weeks before your flight.
What does an Expedia Florida Keys travel package include?
That’s up to you. You can choose from a variety of Florida Keys packages, such as a hotel, rental car and flight. You can also book a hotel and a flight, or a rental car and a flight. Once you’ve made your booking, you can add on the fun stuff like activities and experiences. Whatever your ideal Florida Keys getaway looks like, you’ll save!
What should I know before booking a Florida Keys travel package?
Bundling your bookings into a Florida Keys vacation package is the easiest way to organize your trip. Not only that, you’ll save when you combine your flights, hotels and car rentals. Once you’ve booked, why not add on a day tour or an activity?
Can I choose my airline with a Florida Keys Expedia vacation package?
Most definitely. Expedia has over 550 airline partners to select from across the world. With so many choices, finding the perfect carrier to whisk you away to Florida Keys won’t be hard.
Does Expedia offer Book Now, Pay Later Florida Keys vacation packages?
Traveling can become costly, so it’s nice knowing that Expedia is able to make things easier. Thanks to our partnership with online lender Affirm, you can get the most out of your budget with a Book Now, Pay Later vacation package.

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