Florida Keys Vacation Packages

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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 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 customized Florida Keys vacation today.

Top Florida Keys Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Brickell Arch High Floor Free Parking by Palermo Home Miami

Brickell Arch High Floor Free Parking by Palermo Home Miami

Brickell
Save 100% on your flight
CA $1,396
per person
Dec 3 - Dec 9
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8.6/10 Excellent! (9 reviews)
A spacious large condo set within the AKA hotel in the financial district of Miami,it is well situated for public transport and has numerous restaurants within walking distance. The condo is well appointed but a number of light fittings are not working and the broken kettle mentioned in a post in November 2025 is still inoperable. Although not specifically mentioned, the pictures show a balcony which is correct but it is an internal one overlooking the hotel dining room. Communication with the managing agents is good with precise detailed joining and leaving instructions, which are vital as arriving by car is a complicated and time critical process overseen by the hotel valeting staff. Overall, an enjoyable stay and value for money given its location

Reviewed on Apr 22, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
CA $18,387
per person
Dec 7 - Dec 14
found 19 hours ago
Roundtrip flight included
Ottawa (YOW) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Park Central South Beach

Park Central South Beach

South Beach
Save 100% on your flight
CA $1,975
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.6/10 Excellent! (1,952 reviews)
Miami Vacation Rentals - Brickell

Miami Vacation Rentals - Brickell

Brickell
Save 100% on your flight
CA $2,152
per person
Dec 3 - Dec 9
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8.8/10 Excellent! (570 reviews)
Miami Vacation Rentals - Downtown

Miami Vacation Rentals - Downtown

Downtown Miami
Save 100% on your flight
CA $1,929
per person
Dec 3 - Dec 9
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
9/10 Wonderful! (92 reviews)
Nothing beats the view that’s for sure

Reviewed on Sep 29, 2026

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
A white building with shutters, palm trees, and a lawn.

Old Town Key West

2 out of top 10 points of interest in this area

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

A coastal town with a prominent building featuring a blue awning, a chicken shack, and a store with colorful merchandise.

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

A two-story house with green shutters and a wooden balcony.

Key West Historic District

2 out of top 10 points of interest in this area

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

A marina with yachts docked, a prominent red building, and a coastal cityscape in the background.

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Fort East Martello Museum and Gallery.

A sunset over the ocean with scattered clouds.

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.

Things to do near Florida Keys

The Florida Keys offer a perfect blend of beach and outdoor activities for family vacations. Popular attractions include scenic resorts, vibrant shopping areas, and exciting malls. Visitors can enjoy beach vacations, embark on boat tours, explore the Pelican Path, or relax in a lazy river. Whether you're looking for a fun day trip or a leisurely getaway, the Keys have something to delight every traveller.

Shopping

In the Florida Keys, enjoy a unique shopping experience at We Cycle Key West, located 9.7km away, offering bike rentals and accessories. The Kite House, 11.3km away, features an impressive selection of kites and water sports gear, perfect for souvenirs from your tropical getaway.

Recreation

Experience serenity at the Key West Golf Club, where you can enjoy a round of golf amidst lush landscapes. For cultural enrichment, catch a show at the Waterfront Playhouse, perfect for families. Alternatively, relax and swim at the MLK Community Pool, ideal for outdoor family fun.

Adventure

Explore John Pennekamp Coral Reef State Park, where you can snorkel vibrant coral reefs and swim among tropical fish. For an adrenaline rush, try parasailing over the beautiful waters of Key West, offering stunning views and an exhilarating experience high above the ocean.

Nightlife

The nightlife in the Florida Keys is vibrant and diverse. Visit the vibrant Green Parrot Bar in Key West for live music and cocktails, or head to the Rum Barrel for a laid-back atmosphere with great drinks and local performers. You’ll find a lively scene perfect for an unforgettable evening.

*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 fantastic vacation destination for beach lovers and outdoor enthusiasts alike. With a variety of attractions such as national parks, historic sites, and vibrant local culture, visitors can indulge in adventure and relaxation. Key West, famous for its stunning beaches and lively atmosphere, is a must-visit. Whether exploring the natural beauty or enjoying family-friendly activities, the Florida Keys cater to all types of travellers seeking memorable experiences.

  • Mallory Square: Experience the vibrant atmosphere of Mallory Square, a modern gathering place that showcases local art, street performances, and stunning sunsets. It's the perfect spot for socializing and soaking in the lively city vibes.
  • Fort Zachary Taylor Historic State Park: Discover adventure and breathtaking scenery at Fort Zachary Taylor Historic State Park. This national park offers outdoor activities such as snorkeling, hiking, and exploring the historic fort, making it a fantastic destination for nature lovers.
  • Florida Keys National Marine Sanctuary: Dive into family-friendly adventures at Florida Keys National Marine Sanctuary. This marine park is a haven for snorkeling and diving, allowing you to explore vibrant coral reefs and marine life in a stunning aquatic environment.

Best time to go to Florida Keys

The best time to visit Florida Keys can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Florida Keys falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature around Florida Keys falls in January, 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.

Ready to book your vacation to Florida Keys?

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Florida Keys Hotel Deals

Cheeca Lodge & Spa

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
CA $180
CA $306 total
Oct 1 - Oct 2
includes taxes & fees
Cheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
CA $197
CA $301 total
Oct 18 - Oct 19
includes taxes & fees
Chesapeake Beach Resort
Waterside Suites & Marina

Waterside Suites & Marina

201 Ocean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
CA $154
CA $213 total
Oct 15 - Oct 16
includes taxes & fees
9/10 Wonderful! (1,491 reviews)
"i loved this place beautiful hotel full kitchen perfect for a little trip 100% recommend"

Reviewed on Sep 28, 2026

Waterside Suites & Marina
See all 8,253 properties in Florida Keys
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.

Stay near popular Florida Keys attractions

A street with a pharmacy, a theater, and a yellow building.

Duval Street

9.2/10 (20,928 reviews)
Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.
See properties
A beach with a pier extending into the ocean during sunset.

Florida Keys Beaches

8.4/10 (858 reviews)
Nothing says vacation like spending a carefree day at Florida Keys Beaches, a popular beach in Long Beach Estates.
See properties
A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

Southernmost Point

8.8/10 (17,214 reviews)
Snap a memorable photograph from the edge of North America at this monumental landmark.
See properties
A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.

Mallory Square

9.2/10 (15,939 reviews)
Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.
See properties
A sailboat named 'Soundwave' docked at a calm harbor with clear blue water, surrounded by a sandy beach and lush greenery.

Sombrero Beach

9.0/10 (2,464 reviews)
Play beach games; go swimming, kayaking or snorkeling; and lounge in the sun at one of Marathon’s most visited beaches.
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A beach with white sand, palm trees, and a building in the background.

Smathers Beach

8.4/10 (8,320 reviews)
Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.
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A vibrant coral reef with a fish swimming near the corals.

John Pennekamp Coral Reef State Park

9.0/10 (1,209 reviews)
Dive, figuratively or literally, into America’s first underwater park, located amid colorful marine life in the blue waters surrounding Key Largo, Florida.
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A vintage typewriter on a wooden table with a notebook and pen beside it.

Ernest Hemingway Home and Museum

9.2/10 (8,543 reviews)
Meet six-toed cats and watch as the life of one America’s great writers unfolds before your eyes at his former home.
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What to do in Florida Keys

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

CA $59
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

CA $78
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Key West Champagne Sunset Sail

Champagne and Sunsets: A Key West Catamaran Adventure

CA $82
per adult
94% of travellers recommend
Champagne and Sunsets: A Key West Catamaran Adventure
See all activities in Florida Keys

Frequently asked questions

How much does a Florida Keys vacation package cost?
From just CA $1,396, 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.

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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.