Flamingo Vacations from $544

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Your Flamingo Vacation

Amazing adventures await when you lock in a Flamingo vacation package. Whether you're a foodie, history buff or just a traveler who loves to discover new places, there's something for everyone in this vibrant city. A trip to Flamingo is an excellent opportunity to do a bit of sightseeing. Be sure to visit big-name attractions such as Buttonwood Canal, Pa-hay-okee Trail and Eco Pond. Check out Expedia's wide range of travel options and begin planning your perfect vacation to Flamingo now.

The Latest Flamingo vacation packages

Price found within the past 48 hours. Click for updated prices.
The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Price was $1,156, price is now $544 per person
$544
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (1,440 reviews)
Cool place in south beach

Reviewed on Sep 27, 2025

President Hotel

President Hotel

3.5 out of 5
South Beach
Price was $1,261, price is now $589 per person
$589
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,825 reviews)
Everything was close and convenient..from the beach on Ocean Drive to the restaurants and shopping centers. I highly recommend this property, and I'm looking forward to coming back in the future.

Reviewed on Sep 26, 2025

Bentley Hotel South Beach

Bentley Hotel South Beach

4 out of 5
South Beach
Price was $2,480, price is now $1,158 per person
$1,158
per person
Dec 2 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (334 reviews)
Everything was great

Reviewed on Sep 25, 2025

Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

5 out of 5
Mid Beach
Price was $2,283, price is now $1,078 per person
$1,078
per person
Dec 7 - Dec 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (1,234 reviews)
I would like to give a huge shout out to Gwendelyn from room service department. It was my birthday weekend and she sang me happy birthday with her beautiful voice. Her loving and positive attitude had all the girls with smiles from ear to ear. She is such a beautiful soul and deserves to be recognized.

Reviewed on Sep 23, 2025

Park Central South Beach

Park Central South Beach

4 out of 5
South Beach
Price was $1,424, price is now $675 per person
$675
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (116 reviews)
Rooms clean and fresh. Two options of pools to choose from. Great atmosphere, highly recommend

Reviewed on Sep 24, 2025

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Discover the most popular places to visit in Flamingo

You know, if you take a wide look at this bird It isn't the most pleasing bird in the word, but come mating colors and looking right at you it is very beautiful!

Eco Pond

Commune with nature and explore the great outdoors at Eco Pond during your travels in Flamingo. While you're in the area, stroll along the marina.

Eco Pond

Flamingo Visitor Center

Explore the great outdoors at Flamingo Visitor Center, a lovely green space in Flamingo. While you're in the area, wander around the natural setting.

Flamingo Visitor Center

Buttonwood Canal

Commune with nature and explore the great outdoors at Buttonwood Canal during your travels in Flamingo. While you're in the area, wander around the natural setting.

Buttonwood Canal

Flamingo 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
$165 nightly
The price is $186 total per night from Oct 1 to Oct 2
$186 total
Oct 1 - Oct 2
Total with taxes and fees
9/10 Wonderful! (1,534 reviews)
"Everything was perfect and beautiful"

Reviewed on Sep 23, 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
$151 nightly
The price is $170 total per night from Oct 6 to Oct 7
$170 total
Oct 6 - Oct 7
Total with taxes and fees
9/10 Wonderful! (1,210 reviews)
"I love it"

Reviewed on Sep 21, 2025

Cheeca Lodge & Spa
Reefhouse Resort & Marina

Reefhouse Resort & Marina

3.5 out of 5
103800 Overseas Hwy, Key Largo, FL
Fully refundableReserve now, pay when you stay
$259 nightly
The price is $286 total per night from Sep 28 to Sep 29
$286 total
Sep 28 - Sep 29
Total with taxes and fees
9.2/10 Wonderful! (1,308 reviews)
"We thoroughly enjoyed our stay at Reefhouse. Staff was friendly and helpful. Water and cookies at the front desk is a nice touch. Carlos, bartender at pool bar, went out of his way to make you feel welcome. When we saw him the following day he even remembered our drinks."

Reviewed on Sep 24, 2025

Reefhouse Resort & Marina
See all 2,956 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.

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Frequently asked questions

How much does a Flamingo vacation package cost?
You'll find cheap prices from $544 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?
If you'd like to book a cheap Flamingo vacation package, consider visiting in August, September and October. You'll typically find better rates on flights and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Flamingo?
Typically, a handful of days is enough to see the major sights during your Flamingo vacation. But if you prefer to have time to kick back or go on day tours, think about extending your itinerary.
Is it worth booking a vacation package to Flamingo?
Whether you'd like to check out top sights such as Flamingo Visitor Center and Eco Pond on your Flamingo vacation, or coming for its excellent views, nature and hiking, there's something for everyone here. With so many things to see and do, you'll quickly learn why so many people think Flamingo is a good vacation destination.
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 your dates: What you'd like to do in Flamingo and your favorite season will help you decide when to get away.
  2. Set your budget: Factor in costs like flights, food and transportation when calculating how much to save for your trip to Flamingo. Then, pick a hotel that matches your budget, whether that's an affordable stay or a lavish getaway.
  3. Organize your Flamingo escape with Expedia's trip planning tool: Search for and book accommodations and activities all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Flamingo together.
  4. Decide how long to go away for: Now that you're up to speed on Flamingo, you can work out the perfect length of your vacation. Create a draft plan and allocate enough time to cover everything you want to do.
  5. Combine your accommodations and airfare: After you've nailed down your dates and duration, lock in the perfect Flamingo vacation package for you.
  6. Book any activities or day trips: Now to the fun part — locking in everything you want to do and see. Browse some of the best things to do in Flamingo and book your tickets early to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Flamingo vacation packages?
Your Flamingo getaway is meant to be an escape from your daily routine, not a reason for money worries. So to allow you a little more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.