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.
The W - Bayshore Unit 1003
Miami Downtown Condos
Brickell Bay 3505
Casablanca Miami Beach
Brickell Bay 3304

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 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.

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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 $245 per night from May 28 to May 29
CA $245
CA $352 total
May 28 - May 29
includes taxes & fees
Chesapeake Beach Resort
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 CA $329 per night from May 27 to May 28
CA $329
CA $465 total
May 27 - May 28
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
Really incredible place to stay with a little something for everyone! Loved the pool and Tiki Bar, as well as the staff in the Marina. Will be back!

Reviewed on Apr 30, 2026

Hawks Cay Resort
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4 out of 5
97000 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
The price is CA $438 per night from May 26 to May 27
CA $438
CA $567 total
May 26 - May 27
includes taxes & fees
8.6/10 Excellent! (1,056 reviews)
The name of this place should be Baker’s Cay FAMILY resort. While I totally understand this was not an adults only property, there were screaming kids everywhere. The biggest issue is no soundproofing in the rooms. We were woken in the middle of the night every night and early mornings by a crying ...

Reviewed on Apr 30, 2026

Baker's Cay Resort Key Largo, Curio Collection by Hilton
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

Can I cancel my flight booking to Florida Keys due to COVID-19?
If you've yet to book your tickets, read the terms and conditions of the airfare you're considering. If you've already reserved your flight to Florida Keys, make use of our Customer Service Portal. The information here will help determine which COVID-19 policies apply to your booking and guide you with the next steps.
What's the best way to find cheap flights to Florida Keys that have flexible change policies?
We understand that things can change from one minute to the next, so booking a flexible ticket with Expedia is a sensible idea. Just tick the "No change fee" box directly under the "Flexible change policies" filter. Your low-cost, flexible flight to Florida Keys is just a few clicks away.
What are some of the general tips for travelers to Florida Keys during the COVID-19 outbreak?
The COVID-19 pandemic has brought about dramatic changes to the way we travel. If you're planning an escape to Florida Keys, the following tips will help you navigate these new rules and challenges:
  • Research what, if any, rules or restrictions apply to both your origin and destination. It may not be possible to travel depending on local circumstances, so be sure to check before you lock something in.
  • When you pass through airport screening, keep your face mask on. You will be asked to briefly lower it for identification purposes. Anyone refusing to wear a mask may be fined and denied entry.
  • Avoid handing your boarding pass directly to a TSA employee. Instead, position the pass on the reader and then hold it up to allow the agent to visually inspect it.
  • TSA is now permitting passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on luggage. This will have to be removed from your bag for screening.
  • Put any personal items (phone, wallet and keys) in your carry-on rather than a bin to minimize handling during screening.
  • Separate any food you have for X-ray screening. Placing it in a clear plastic bag and into a bin reduces the need for a TSA employee to touch and inspect your belongings.

Which airlines fly to Florida Keys?
Delta is a leading airline servicing Florida Keys. Search for airfares to Key West Intl. Airport (EYW) and you'll have 191 Delta flights each month to pick from.
How can I find cheap tickets to Florida Keys?
An effective strategy for scoring cheap airfares is to be flexible with your travel dates. Begin with searching for your flight to Florida Keys, then click on the "flexible dates" box to see prices for nearby days. Another helpful hint? Book well in advance. To give you an idea of fares, was the best price for a flight to Florida Keys in the last seven days.
How much is a flight to Florida Keys?
The cost of a round-trip journey to Florida Keys in the last seven days ranged between and . If you were traveling one way from (), you could have gotten a great deal from only .
What are the most popular airports to fly into in Florida Keys?
Start planning your Florida Keys escape by securing one of the 1119 flights each month to Key West Intl. Airport (EYW). This is the region's main entry point.
When is the cheapest time to fly to Florida Keys?
Jet off on a Tuesday to boost your odds of picking up the cheapest deal to Florida Keys. Mondays are usually the second most affordable day to depart. Saturday is normally the most expensive day to fly anywhere.
How much is a plane ticket to Florida Keys?
In the last seven days, ticket prices to Florida Keys varied from to .
Which airlines with flights to Florida Keys employ COVID-19 cleanliness policies?
As passengers begin traveling once again, most reputable airlines have introduced social distancing and other important measures to help lessen the spread of COVID-19. Here are some of them:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • Frontier Airlines - this airline is known for electrostatic cleaning and conducting passenger temperature checks.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.