Florida Keys Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Find the right fit
Rest easy
Your Florida Keys Holiday
When adventure calls, answer it with a tailor-made holiday 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 favourite city with Florida Keys travellers. 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 customised Florida Keys holiday today.
Our guide on where to stay in Florida Keys
Old Town Key West
While visiting Old Town Key West, you might make a stop by sights like Duval Street and Saint Mary Star of the Sea.
Florida Keys Holiday
Florida Keys Beach Holiday Packages
Soak up the sun and bury your feet in the sand at one of our Beach Hotels in Florida Keys. Explore highlights like Smathers Beach in Key West, Sombrero Beach in Marathon or Calusa Beach in Big Pine Key. Sit under the shaded palm trees at Tranquility Bay Beachfront Hotel and Resort in Marathon or go snorkelling at Islander Resort in Islamorada.
Use our filters to find cheap holiday packages to Florida Keys and keep things budget-friendly. Check out affordable properties, select how much you want to spend per night and find plenty of options like The Pelican Key Largo Cottages in Key Largo.
Romantic Holiday Packages in Florida Keys
Hit your Florida Keys holiday with Cupid’s arrow and celebrate love with our Florida Keys romantic holiday packages. Take a boat to the Little Palm Island Resort & Spa - A Noble House Resort on Little Torch Key or relish the flavours of a candlelit dinner at the Casa Marina Key West, Curio Collection by Hilton. Add some extra sparkle to your Florida Keys getaway with a Key West photo shoot and make memories to last a lifetime.
Where to Stay in Florida Keys
This hot spot is brimming with beaches, water sports activities and local wildlife. Pack your swimsuit and goggles, here are some of the best holiday places in Florida Keys:
- Key Largo: Many Florida Keys package holidays offer exciting activities and you’ll find a lot of them in Key Largo. Go diving, snorkelling and enjoy the water sports activities.
- Islamorada: Well-known for sport fishing and saltwater fly-fishing, this island is a popular place to stay. With art galleries, beaches and picturesque parks, Islamorada is a great base for any Florida Keys trip.
- Marathon: Marathon marks midway of the Florida Keys and boasts beaches, fishing and seafood eateries.
- Big Pine Key: Step away from the buzzing streets and enjoy snorkelling in the turquoise-hued waters.
- Key West: Don’t miss historical hot spots, family-friendly museums and stunning sunsets in Key West.
Top Things to Do
Florida Keys flaunts fiestas, food and family-friendly activities. Whether you want to spot alligators or sunbake in the sun, there’s plenty to add to your Florida Keys travel bucket list. Here are some of the top things to do_
- Family-Friendly: See alligators on an Everglades airboat tour and birds or spot marine life at John Pennekamp Coral Reef State Park. Keep the family entertained on the Key West Conch Tour Train.
- Water Sports: Dive deep on a Morning Key West Reef Snorkel & Catamaran Sail, get active on a Mangroves and Manatees - Guided Kayak Eco Tour or keep it chill on a Key Largo Bay Sunset Tour.
- History & Culture: Learn about the history at the Ernest Hemingway House and Museum, the Harry S. Truman Little White House or the Dry Tortugas National Park.
- Food & Drink: Get rowdy on a Key West Craft Cocktail Crawl or taste local flavours on a Key West Southernmost Food and Cultural Walking Tour.
- Nature: Make the most of your getaway at the Florida Keys National Marine Sanctuary and Everglades National Park.
See more in our guide on the best things to do in the Florida Keys. From adrenaline-fuelled day trips to local experiences, there’s plenty of inspiration to add to your Florida Keys holiday package.
Romantic Holiday Packages in Florida Keys
Hit your Florida Keys holiday with Cupid’s arrow and celebrate love with our Florida Keys romantic holiday packages. Take a boat to the Little Palm Island Resort & Spa - A Noble House Resort on Little Torch Key or relish the flavours of a candlelit dinner at the Casa Marina Key West, Curio Collection by Hilton. Add some extra sparkle to your Florida Keys getaway with a Key West photo shoot and make memories to last a lifetime.
Florida Keys Beach Holiday Packages
Soak up the sun and bury your feet in the sand at one of our Beach Hotels in Florida Keys. Explore highlights like Smathers Beach in Key West, Sombrero Beach in Marathon or Calusa Beach in Big Pine Key. Sit under the shaded palm trees at Tranquility Bay Beachfront Hotel and Resort in Marathon or go snorkelling at Islander Resort in Islamorada.
Use our filters to find cheap holiday packages to Florida Keys and keep things budget-friendly. Check out affordable properties, select how much you want to spend per night and find plenty of options like The Pelican Key Largo Cottages in Key Largo.
Top Things to Do
Florida Keys flaunts fiestas, food and family-friendly activities. Whether you want to spot alligators or sunbake in the sun, there’s plenty to add to your Florida Keys travel bucket list. Here are some of the top things to do_
- Family-Friendly: See alligators on an Everglades airboat tour and birds or spot marine life at John Pennekamp Coral Reef State Park. Keep the family entertained on the Key West Conch Tour Train.
- Water Sports: Dive deep on a Morning Key West Reef Snorkel & Catamaran Sail, get active on a Mangroves and Manatees - Guided Kayak Eco Tour or keep it chill on a Key Largo Bay Sunset Tour.
- History & Culture: Learn about the history at the Ernest Hemingway House and Museum, the Harry S. Truman Little White House or the Dry Tortugas National Park.
- Food & Drink: Get rowdy on a Key West Craft Cocktail Crawl or taste local flavours on a Key West Southernmost Food and Cultural Walking Tour.
- Nature: Make the most of your getaway at the Florida Keys National Marine Sanctuary and Everglades National Park.
See more in our guide on the best things to do in the Florida Keys. From adrenaline-fuelled day trips to local experiences, there’s plenty of inspiration to add to your Florida Keys holiday package.
Where to Stay in Florida Keys
This hot spot is brimming with beaches, water sports activities and local wildlife. Pack your swimsuit and goggles, here are some of the best holiday places in Florida Keys:
- Key Largo: Many Florida Keys package holidays offer exciting activities and you’ll find a lot of them in Key Largo. Go diving, snorkelling and enjoy the water sports activities.
- Islamorada: Well-known for sport fishing and saltwater fly-fishing, this island is a popular place to stay. With art galleries, beaches and picturesque parks, Islamorada is a great base for any Florida Keys trip.
- Marathon: Marathon marks midway of the Florida Keys and boasts beaches, fishing and seafood eateries.
- Big Pine Key: Step away from the buzzing streets and enjoy snorkelling in the turquoise-hued waters.
- Key West: Don’t miss historical hot spots, family-friendly museums and stunning sunsets in Key West.
Florida Keys Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Miami Intl. Airport (MIA) |
Top Sights | Smathers Beach, Dry Tortugas National Park and Sombrero Beach |
Our pick of the best Florida Keys Hotel Deals
Chesapeake Beach Resort
Reviewed on 21 Sept 2025
Reefhouse Resort & Marina
Reviewed on 20 Sept 2025
Cheeca Lodge & Spa
Reviewed on 18 Sept 2025
Discover the most popular places to visit in Florida Keys
Southernmost Point
Snap a memorable photograph from the edge of North America at this monumental landmark.
Mallory Square
Enjoy the Sunset Celebration, a nightly festival with street performers and market stalls, as you watch the sun sink into the Gulf of Mexico from this town square.
Smathers Beach
Relax or join the party at Key West’s most popular beach, where water sports, volleyball and seafood vendors make it the perfect place to spend the weekend.
What to do in Florida Keys
Key West Day Trip & Glass Bottom-Boat Tour from Miami
Sunset Dinner Cruise in Key West with Live Music & Unlimited Open Bar!
