Florida Keys Vacations from $276

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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?

The Latest Florida Keys Vacation Packages

Fortuna Hotel
The Retreat Collection at 1 Hotel & Homes South Beach
Icon Residences By Sunnyside Hotel and Resorts
Amazing Apartments at H Beach House
1 Hotel South Beach
Prices and availability subject to change. Additional terms may apply.

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 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

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

Florida Keys Hotel Deals

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 $375 per night from May 6 to May 7
$375
$484 total
includes taxes & fees
May 6 - May 7
7.8/10 Good! (1,001 reviews)
"Beautiful property, not too crowded, plenty of room to enjoy amenities."

Reviewed on Apr 16, 2024

Hawks Cay Resort
Cheeca Lodge & Spa
Cheeca Lodge & Spa
4 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is $319 per night from May 6 to May 7
$319
$421 total
includes taxes & fees
May 6 - May 7
8.8/10 Excellent! (1,001 reviews)
"We loved the beach and all of the facilities! It was so easy to park under our room with the golf course view. The property is gorgeous and well maintained. Also, Spa Island was so pretty and relaxing as well as the waterfall grotto pool and jacuzzi near our room. Loved the adult pool too! Daydrian ..."

Reviewed on Apr 16, 2024

Cheeca Lodge & Spa
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 $199 per night from Apr 30 to May 1
$199
$264 total
includes taxes & fees
Apr 30 - May 1
8.8/10 Excellent! (1,292 reviews)
"We had a beautiful ocean view with great accommodations. Breakfast every morning very convenient. Staff is very friendly. We would stay here again."

Reviewed on Apr 17, 2024

Chesapeake Beach 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.

Explore other types of vacation packages

Frequently asked questions

How much does a Florida Keys vacation package cost?
From just $276, 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 vacation 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 vacation?
Travelers 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 traveling 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 vacation goals, you’ll find a package that’s right for you.
Can I choose my airline with a Florida Keys Expedia vacation 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 vacation package?
Don’t worry if you’re rethinking your Florida Keys vacation 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 realize 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.

Discover the most popular places to visit in Florida Keys

What to do in Florida Keys

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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.