Cheap Flights to Islamorada from $44

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How Much Does it Cost To Fly To Islamorada?

The cheapest prices found with in the last 7 days for return flights were $87 and $44 for one-way flights to Islamorada for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
EWRMiamiJune 24 to June 26$87
EWRMiamiJune 24 to June 26$87
LGAMiamiJuly 9 to July 9$87
BOSMiamiSeptember 10 to September 17$97
ATLMiamiSeptember 9 to September 10$105
JFKMiamiJuly 8 to July 10$116
PHLMiamiAugust 11 to August 14$118
LAXMiamiJune 24 to July 1$179
JFKKey WestAugust 20 to August 26$249
ORDKey WestJuly 30 to August 6$254
BOSKey WestAugust 13 to August 20$257
ATLKey WestAugust 12 to August 16$279
LGAKey WestJuly 29 to August 18$282
DTWKey WestAugust 5 to August 27$283
PHLKey WestAugust 14 to August 18$356
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ATLMiamiJune 14 to June 17$140
LGAMiamiJune 15 to June 26$159
EWRMiamiJune 14 to June 19$160
PHLMiamiJune 15 to June 19$196
JFKMiamiJune 14 to June 18$201
DTWMiamiJune 15 to June 19$203
ORDMiamiJune 14 to June 17$205
EWRKey WestJune 13 to June 14$259
EWRKey WestJune 13 to June 14$259
LAXMiamiJune 15 to June 20$293
DTWKey WestJune 15 to June 25$416
LGAKey WestJune 14 to June 15$457
JFKKey WestJune 14 to June 15$458
ATLKey WestJune 13 to June 19$495
PHLKey WestJune 13 to June 14$605
*Prices include taxes and fees

Islamorada Flight Information

Traveling to
Islamorada
Lowest Price
$87
Number of Airlines Serving
Airlines Serving
Spirit Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Islamorada Accommodation Deals

Conch On Inn Motel

Conch On Inn Motel

2 out of 5
103 Caloosa Street, Tavernier, FL
Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Old Road Gallery and Florida Keys Dive Center are ...
"The room was about 90° when we got there and never did cool off for two days we were there. Water pressure in the bathroom was bad. And one of the owners gave us a real bad attitude when we inquired about checking out a little bit late on our last day. We will never go back there again I would not ..."

Reviewed on Aug 6, 2018

Conch On Inn Motel
Creekside Inn Islamorada

Creekside Inn Islamorada

2.5 out of 5
90611 Old Highway, Tavernier, FL
Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (1,001 reviews)
"Always clean. Conveniently located and friendly staff."

Reviewed on Jun 4, 2025

Creekside Inn Islamorada
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
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! (1,097 reviews)
"Excellent stay!!"

Reviewed on Jun 3, 2025

Cheeca Lodge & Spa
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Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 out of 5
84951 Overseas Hwy, Islamorada, FL
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)
"lovely very floridian vibe - my only issue was stairs no elevator ok for me but not my guest but there wise staff friendly very good location"

Reviewed on Jun 2, 2025

Fisher Inn Resort & 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.

Luxury Hotels in Islamorada

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
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! (1,097 reviews)
"Excellent stay!!"

Reviewed on Jun 3, 2025

Cheeca Lodge & Spa
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,192 reviews)
"The pool area and Chase lounges around the pool need to be replaced. We were told they were on backorder. Otherwise the hotel is very nice. The rooms are very nice and updated."

Reviewed on Jun 4, 2025

Amara Cay Resort
Drop Anchor

Drop Anchor

3 out of 5
84959 Overseas Highway, 222, Islamorada, FL
Stay at this 3-star hotel in Islamorada. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (1,000 reviews)
"The boat dock is a little rough to enter and exit especially on low tide."

Reviewed on May 26, 2025

Drop Anchor
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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
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 ...
9.2/10 Wonderful! (28 reviews)
"Beautiful grounds and great views"

Reviewed on May 31, 2025

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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.

Family Friendly Hotels in Islamorada

Islander Resort
Great for families

Islander Resort

4 out of 5
82100 Overseas Highway, Islamorada, FL
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! (1,006 reviews)

Families like: Outdoor pools, miniature golf, on the beach, bicycle rentals

Travelers say...
"Nice accommodations. Friendly staff. Seemed more family friendly than couples vibe. Long wait for food was the only downside."

Reviewed on Jun 4, 2025

Islander Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,192 reviews)
"The pool area and Chase lounges around the pool need to be replaced. We were told they were on backorder. Otherwise the hotel is very nice. The rooms are very nice and updated."

Reviewed on Jun 4, 2025

Amara Cay Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway, Islamorada, FL
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)
"great place"

Reviewed on Jun 5, 2025

La Siesta Resort & Villas
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Cheeca Lodge & Spa
Great for families

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
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! (1,097 reviews)

Families like: Outdoor pools, kids club, playground, game room

Travelers say...
"Excellent stay!!"

Reviewed on Jun 3, 2025

Cheeca Lodge & Spa
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.

Best Islamorada Flight and Hotel Packages

Islamorada flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Crest Hotel Suites
The Retreat Collection at 1 Hotel & Homes South Beach
Cavalier Hotel South Beach
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See all available trips from Atlanta to Islamorada
View all trips

Islamorada flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Miami
1 Hotel South Beach
Fontainebleau Miami Beach
Don't see what you're looking for?
See all available trips from Atlanta to Islamorada
View all trips

Islamorada flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Miami accommodations BeachFront
Villas At Hawks Cay Resort
Fontainebleau Miami Beach
Don't see what you're looking for?
See all available trips from Dallas to Islamorada
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 6 hours. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Which airlines fly to Islamorada?
There are plenty of airline companies that advertise flights to and from Islamorada — 20 to be exact. Highly rated ones include:

  • American Airlines
  • Delta Air Lines
  • Spirit Airlines

Where to stay in Islamorada
Every magnificent journey begins with just one step — along with a comfortable place to lay your weary head! Book your Islamorada accommodations through Travelocity and you’ll have 615 options to pick from.Have a thing for the fancier things in life? Then spend your nights in style at the Cheeca Lodge & Spa. If you’d prefer to be more economical with your accommodations, consider a budget option like the Hadley House Islamorada.
Places to visit in Islamorada
Come face to face with some amazing underwater creatures at Theater of the Sea. It’s a fantastic place for people of all ages. Like some more ideas? Clear your mind and quietly ponder past events with a visit to Hurricane Monument. But that’s not all. Experience the beauty of the great outdoors at Windley Key Fossil Reef Geological State Park.
How to get through airport security fast when traveling to Islamorada
Your trip to Islamorada starts as soon as you’ve finished the security checks. Here are some hints and tips to make sure you get through quickly:

  • Airport security staff will expect to see your travel ID and boarding pass as part of their checks. Have them in an accessible place, so they’re all ready for inspection.
  • Wallets, belts and power banks should be put in a tray for X-raying. If you enter the body scanner with any one of these items, you’ll be asked to turn back and remove them.
  • Everyday electronics such as phones, laptops and cameras will need to be put through the X-ray machine separately. Be sure to have them within easy reach.
  • When it comes to flying with gels or liquids, each passenger is allowed a quart-sized clear resealable bag to transport containers no larger than 3.4 ounces (100 milliliters).
  • Undo your shoelaces before approaching the body scanner. Depending on the type of shoes you’re wearing, security may tell you to remove them.
  • The list of non-permissible items is forever updating. Browse your airline’s official website for what is not allowed on board their flights.

Plane Tickets To Islamorada

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Islamorada. Browse through our inventory to explore a wide range of cheap flights to Islamorada to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Islamorada as you anxiously await to exit the plane and explore what Islamorada has to offer. Considering all the amazing local food and culture in Islamorada, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Islamorada to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Islamorada without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Islamorada with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Islamorada today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.