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Islamorada

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Islamorada Flights as Low as $68

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Cheap Flights to Islamorada

Fall in love at first flight with your vacation to Islamorada by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Islamorada on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Islamorada, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Islamorada

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Islamorada with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the MIA airport.

What is the cheapest month to fly to Islamorada?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Islamorada are in April, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Islamorada?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Islamorada.

What airport is best to fly into Islamorada?

When you’re planning your trip to Islamorada, convenience is the name of the game. Luckily, Islamorada Florida Keys Marathon Airport is nearby so you can deplane and get going on checking off everything on your Islamorada must-do list.

How much are flights to Islamorada?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Islamorada on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $68, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Islamorada?

The trick to saving a stack of cash on your flight to Islamorada? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $68 right now, why wait?

Islamorada Flight Information
Destination airport
Key West Intl.
Destination airport IATA code
EYW
Roundtrip price
$76

Last Minute Hotel Deals in Islamorada

Cheeca Lodge & Spa
Cheeca Lodge & Spa
5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
The price is $516 per night from Apr 1 to Apr 2
$516
includes taxes & fees
Apr 1 - Apr 2
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,045 reviews)
"This trip is just what we needed. We were looking for a place that had everything—fine dining with atmosphere,the beach and pools and enough activities to keep you busy if you wanted to be busy. Our four days were spent enjoying everything and simply relaxing. I can’t say enough about the friendly ..."

Reviewed on Mar 14, 2025

Cheeca Lodge & Spa
Amara Cay Resort
Amara Cay Resort
4 out of 5
80001 Overseas Hwy, Islamorada, FL
The price is $420 per night from Mar 30 to Mar 31
$420
includes taxes & fees
Mar 30 - Mar 31
Stay at this 4-star beach resort in Islamorada. Enjoy free parking, 2 restaurants, and a private beach. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,212 reviews)
"The facility was very nice. The pool was clean and comfortable. The waterfront was enjoyable. The staff was helpful and friendly. Also an excellent location for people fishing out of Bud and Mary’s. The only down side was our balcony view over a roof top with air conditioning units on it!!"

Reviewed on Mar 13, 2025

Amara Cay Resort
Chesapeake Beach Resort
Chesapeake Beach Resort
2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
The price is $460 per night from Apr 13 to Apr 14
$460
includes taxes & fees
Apr 13 - Apr 14
Book a stay at this beach hotel in Islamorada. Enjoy 2 outdoor pools, a private beach, and a 24-hour front desk. Our guests praise the breakfast and the pool ...
9/10 Wonderful! (1,410 reviews)
"I love this place! Lovely maintained grounds, very clean and modern rooms. The sunrises are amazing. Front desk, cleaning staff, breakfast staff and bar staff were friendly and very accommodating. I am going to miss the great cooked to order omelets and drinks by the pool and beach. I would recommend ..."

Reviewed on Mar 14, 2025

Chesapeake Beach Resort
Islander Resort
Islander Resort
4 out of 5
82100 Overseas Highway, Islamorada, FL
The price is $476 per night from Apr 6 to Apr 7
$476
includes taxes & fees
Apr 6 - Apr 7
Stay at this 4-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,003 reviews)
"Great property, great food, clean and helpful staff."

Reviewed on Mar 12, 2025

Islander Resort
La Siesta Resort & Villas
La Siesta Resort & Villas
4 out of 5
80241 Overseas Highway, Islamorada, FL
The price is $403 per night from Mar 30 to Mar 31
$403
includes taxes & fees
Mar 30 - Mar 31
Stay at this 4-star beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious ...
8.6/10 Excellent! (1,003 reviews)
"A nice place for a family vacation. Easy access to Islamorada."

Reviewed on Mar 12, 2025

La Siesta Resort & Villas
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
3.5 out of 5
84951 Overseas Hwy, Islamorada, FL
The price is $323 per night from Apr 2 to Apr 3
$323
includes taxes & fees
Apr 2 - Apr 3
Stay at this 3.5-star beach motel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (998 reviews)
"When we arrived, there was a hidden fee of over $60. If that is going to be assessed, it needs to be clearly expressed when it is ordered on Expedia when we got into the room there was an odd smell that never went away the whole time. The couch was totally uncomfortable, and so you were pretty much ..."

Reviewed on Mar 9, 2025

Fisher Inn Resort & Marina
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3.5 out of 5
84001 Overseas Hwy, Islamorada, FL
The price is $505 per night from Mar 18 to Mar 19
$505
includes taxes & fees
Mar 18 - Mar 19
Stay at this 3.5-star beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (1,001 reviews)
"Very nice. Need sweeps under hotel door and need to fix water fill stations. Beautiful views and staff was very nice."

Reviewed on Mar 12, 2025

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Hadley Resort and Marina
Hadley Resort and Marina
3.5 out of 5
82749 Overseas Hwy, Islamorada, FL
The price is $357 per night from Apr 14 to Apr 15
$357
includes taxes & fees
Apr 14 - Apr 15
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
7.8/10 Good! (1,001 reviews)
"Very friendly. Easy to walk to bars and restaurants"

Reviewed on Mar 8, 2025

Hadley Resort and Marina
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.