Flamingo Vacations from $405

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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.
Henrosa Hotel

Henrosa Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
Oct 15 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (809 reviews)
Good location, very walkable. Front desk staff is very nice.

Reviewed on Aug 8, 2025

Hotel Colonnade Coral Gables, Autograph Collection

Hotel Colonnade Coral Gables, Autograph Collection

4 out of 5
Coral Gables Section
per person
Sep 13 - Sep 15
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (1,004 reviews)
I liked the property. Checking in staff was good. Check out staff not so good. Also hotel charge 25 dollar destination fee per day. As per Expedia u pay what u see on the booking. So not happy about that.

Reviewed on May 26, 2025

Park Central South Beach

Park Central South Beach

4 out of 5
South Beach
per person
Oct 15 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (911 reviews)
Loved everything about this property. Best stay I have had in South Beach Yet. We had the room with the ocean front balcony and did not regret it. Even stayed an extra day.

Reviewed on Aug 12, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
Oct 15 - Oct 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
President Hotel

President Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
Oct 15 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,721 reviews)
Location is the only thing that is great about this hotel. Its an older building probably from the 70's. They charge for resort fee and parking which never got to use any of their amenities because the roof top pool was closed (they sent an notification email several days after booking) and we left the hotel each morning for excursions around 630 am (breakfast is 7 am to 9 am). We asked for a discount of the resort fee but all we got was an email stating the list of things resort fees cover. Can find better places to stay in Miami for less and better service.

Reviewed on Aug 12, 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

4.5/5(74 reviews)

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
$188 nightly
The price is $212 total per night from Sep 8 to Sep 9
$212 total
Sep 8 - Sep 9
Total includes taxes and fees
9/10 Wonderful! (1,487 reviews)
"The Chesapeake Beach Resort was lovely. It is a small, clean, picturesque resort. We had the beautiful beach area with pool towels and lounge chairs to ourselves. We were surprised and excited about the 2 free hours of either paddle boarding, kayaking, or fishing poles per day. The free breakfast ..."

Reviewed on Aug 7, 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
$209 nightly
The price is $236 total per night from Aug 14 to Aug 15
$236 total
Aug 14 - Aug 15
Total includes taxes and fees
9/10 Wonderful! (1,141 reviews)
"Great all around!"

Reviewed on Aug 8, 2025

Cheeca Lodge & Spa
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
$303 nightly
The price is $341 total per night from Sep 2 to Sep 3
$341 total
Sep 2 - Sep 3
Total includes taxes and fees
8.6/10 Excellent! (1,003 reviews)
"Excellent"

Reviewed on Aug 10, 2025

Baker's Cay Resort Key Largo, Curio Collection by Hilton
See all 2,900 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 $405 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.