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.
Ocean Villas of Deerfield
Park Central South Beach
Bentley Hotel South Beach
Cavalier Hotel South Beach
The Retreat Collection at 1 Hotel & Homes South Beach

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

Things to do near Florida Keys

The Florida Keys is an ideal destination for beach lovers and families seeking outdoor adventures. Visitors can enjoy relaxing beach vacations, embark on exciting boat tours, and explore the scenic Pelican Path. For those looking for leisurely fun, a day trip to a local resort or a splash down a lazy river can be delightful. With vibrant shopping areas and malls nearby, there's plenty to keep everyone entertained while soaking up the sun.

Shopping

In the Florida Keys, shop at We Cycle Key West, just 9.7km away, for unique cycling gear. The Kite House, located 11.3km away, offers a variety of kites and beach accessories. Both spots are great for finding gifts and souvenirs to remember your trip.

Recreation

Experience the tranquil atmosphere at Key West Golf Club, where you can enjoy a round of golf amidst lush landscapes. For a cultural touch, catch a show at the Waterfront Playhouse, perfect for a romantic evening. Lastly, refresh at MLK Community Pool & Community Center, ideal for family fun and outdoor activities.

Adventure

Snorkelling in John Pennekamp Coral Reef State Park offers vibrant coral reefs and diverse marine life, perfect for exploring underwater. For an adrenaline rush, try parasailing in Key West, where you'll soar above the stunning ocean and enjoy breathtaking views of the coastline.

Nightlife

In the Florida Keys, experience vibrant nightlife in Key West's Duval Street, filled with lively bars and live music. Check out the Sunset Celebration at Mallory Square for street performers and stunning sunsets, while Islamorada offers laid-back seaside bars for a more relaxed evening vibe.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Florida Keys

Experience the beauty of the Florida Keys, perfect for family vacations and outdoor adventures. Explore must-see attractions like Key West, stunning beaches, and historic civic buildings, all while immersing yourself in the local culture. Whether you seek adventure or relaxation, the Florida Keys offer a variety of activities and points of interest to enrich your holiday.

  • Mallory Square: Experience the vibrant energy of Mallory Square, a bustling modern square located 9.7km from the Florida Keys. This lively hub is famous for its stunning sunsets, street performers, and local artisans, making it a fantastic spot to soak in the local culture.
  • Fort Zachary Taylor Historic State Park: Venture into adventure at Fort Zachary Taylor Historic State Park, located 9.7km away. This beautiful national park offers scenic views, outdoor activities, and a chance to explore the historic fort, providing a perfect blend of history and nature.
  • Florida Keys National Marine Sanctuary: Dive into family-friendly adventures at the Florida Keys National Marine Sanctuary, situated 9.7km from the Keys. This marine park features breathtaking coral reefs, diverse marine life, and opportunities for snorkeling and kayaking, making it a must-visit for nature lovers.

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

Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from Sep 22 to Sep 23
CA $160
CA $259 total
Sep 22 - Sep 23
includes taxes & fees
9/10 Wonderful! (1,493 reviews)
"Morning breakfast was great. Staff was very attentive and pleasant. Room view was amazing. Very convenient for a person in our party that is disabled."

Reviewed on Aug. 21, 2025

Chesapeake Beach Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Aug 24 to Aug 25
CA $212
CA $333 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (1,155 reviews)
"We’ve been coming here for years and for good reason! Beautiful property, friendly staff and excellent amenities!"

Reviewed on Aug. 18, 2025

Cheeca Lodge & Spa
Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG

3 out of 5
99701 Overseas Hwy, Key Largo, FL
Fully refundable
The price is CA $199 per night from Sep 7 to Sep 8
CA $199
CA $224 total
Sep 7 - Sep 8
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
"Staff was very pleasant and when asked for anything they were right back with the items in no time."

Reviewed on Aug. 18, 2025

Holiday Inn Key Largo by IHG
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.

Discover the most popular places to visit in Florida Keys

What to do in Florida Keys

Frequently asked questions

How much does a Florida Keys vacation package cost?
From just CA $582, 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.