Flamingo Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Abby Fieldhouse

  • Plan, book, travel with confidence

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    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Flamingo Vacation Packages

Flamingo Hotel Deals

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 ₩332,590 per night from Jul 20 to Jul 21
₩332,590
₩468,096 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (1,139 reviews)
"This is a really great property."

Reviewed on Jul 15, 2025

Cheeca Lodge & Spa
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 ₩207,694 per night from Aug 4 to Aug 5
₩207,694
₩311,933 total
Aug 4 - Aug 5
includes taxes & fees
9/10 Wonderful! (1,480 reviews)
"Great view! Sweet ppl that work there!"

Reviewed on Jul 19, 2025

Chesapeake Beach 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 ₩437,655 per night from Aug 14 to Aug 15
₩437,655
₩569,080 total
Aug 14 - Aug 15
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"My experience at Baker’s Cay was outstanding from start to finish. The room was very clean, well-prepared, and super comfortable. You can really tell they pay attention to every detail. The beach area was one of my favorite spots—beautiful, peaceful, and full of fun ways to enjoy the ocean and surroundings. ..."

Reviewed on Jul 13, 2025

Baker's Cay Resort Key Largo, Curio Collection by Hilton
See all 2,897 properties in Flamingo
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.

Frequently asked questions

How much does a Flamingo vacation package cost?
You'll find cheap prices on Expedia for your Flamingo break. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Flamingo costs.
What are the cheapest months to go to Flamingo?
January, February and August are great times to look for cheap Flamingo vacation packages. Choosing to travel in quieter months means you can usually find lower prices on flights and accommodations.
How many days is enough for Flamingo?
With a well-planned itinerary, you can easily visit the top Flamingo attractions in a few days. But if you prefer to discover hidden gems or go on day trips, consider booking your Flamingo vacation for longer.
Is it worth booking a vacation package to Flamingo?
Flamingo has everything you need for a memorable trip — camping, walking trails and fishing are just the start. Whether you'd like to visit attractions like Flamingo Visitor Center and Eco Pond, or take the road less traveled, there's plenty to do on your Flamingo vacation.
How to find the best Flamingo package deals?
Start your search for a Flamingo package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Flamingo package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Flamingo escape off to a flying start.
Is it cheaper to book a Flamingo vacation as a package?
An Expedia vacation package could land you great savings when compared to booking accommodations and flights individually. Better still, you can tailor your Flamingo trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Flamingo?
If you have your Flamingo vacation dates confirmed, book as early as you can to score some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Flamingo?

  1. Choose when to go: Check your schedule and pack your bags. Your favorite time of year and the type of activities on offer will also help you decide when to escape to Flamingo.
  2. Plan your budget wisely: On top of the price of your stay, you should consider other expenses. These include food, transportation and flights. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Flamingo.
  3. Decide your trip length: Think about how much time you want to spend discovering Flamingo. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your airfare and accommodations: Once you've settled on your dates and duration, lock in the ideal Flamingo vacation package for you.

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