Cheap Flight Deals to Islamorada FL from CA $207

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How to find cheap flights to Islamorada?

The cheapest prices found with in the last 7 days for return flights were CA $73 and CA $207 for one-way flights to Islamorada for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
BOSMiamiMarch 26 to April 1CA $73
LGAMiamiMarch 11 to March 12CA $75
LGAMiamiMarch 11 to March 12CA $75
PHLMiamiMarch 31 to April 8CA $97
EWRMiamiApril 3 to April 9CA $97
DTWMiamiApril 22 to April 30CA $111
ORDMiamiMarch 11 to March 18CA $112
JFKMiamiMarch 23 to March 26CA $179
LAXMiamiMarch 18 to March 25CA $215
EWRKey WestMarch 5 to March 12CA $376
BOSKey WestMarch 31 to April 17CA $393
JFKKey WestMarch 8 to March 13CA $485
DTWKey WestMarch 17 to March 25CA $508
ATLKey WestMarch 8 to March 13CA $573
LGAKey WestMarch 30 to April 3CA $580
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
LGAMiamiFebruary 23 to February 26CA $125
PHLMiamiFebruary 23 to February 28CA $125
DTWMiamiFebruary 23 to February 26CA $226
BOSMiamiFebruary 23 to March 1CA $313
LAXMiamiFebruary 22 to February 24CA $642
JFKKey WestFebruary 22 to April 12CA $818
*Prices include taxes and fees

Your guide to flights to Islamorada, FL

American Airlines, Delta fly to Islamorada, so use Travelocity to search, find, and compare some truly tempting deals from the 2 airlines—that way you can be sure you’ve found the best deal for you. A flight to Islamorada FL currently costs between CA $73 and CA $818. Prices vary, but for the best fares, travel in June when prices are at their lowest.  

Top tips for finding cheap flights to Islamorada  

The cheapest flight for a round trip to Islamorada is currently CA $73. When you search for flights to Islamorada, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Islamorada for nearby days.  The cheapest month to travel to Islamorada is April from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Islamorada 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Islamorada with Travelocity 

We have top deals on plane tickets even for last minute flights to Islamorada, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Islamorada for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Islamorada

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 ...
7.6/10 Good! (483 reviews)
"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 6 Aug. 2018

Conch On Inn Motel
Creekside Inn Islamorada

Creekside Inn Islamorada

2.5 out of 5
90611 Old Highway, Tavernier, FL
The price is CA $306 per night from Mar. 19 to Mar. 20
CA $306
CA $345 total
includes taxes & fees
19 Mar - 20 Mar
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! (1,006 reviews)
"Nice place for the money. Would stay again"

Reviewed on 17 Feb. 2025

Creekside Inn Islamorada
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
The price is CA $575 per night from Feb. 26 to Feb. 27
CA $575
CA $744 total
includes taxes & fees
26 Feb - 27 Feb
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! (1,031 reviews)
"The property had a great resort feel to it. Very clean, and the staff was great. Also, the no smoking rule was great - especially around the pool and beach area."

Reviewed on 16 Feb. 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
The price is CA $358 per night from Mar. 2 to Mar. 3
CA $358
CA $449 total
includes taxes & fees
2 Mar - 3 Mar
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 ...
7.6/10 Good! (999 reviews)
Beautiful location
"Beautiful place on the water! Would definitely stay here again!"

Reviewed on 17 Feb. 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
The price is CA $575 per night from Feb. 26 to Feb. 27
CA $575
CA $744 total
includes taxes & fees
26 Feb - 27 Feb
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! (1,031 reviews)
"The property had a great resort feel to it. Very clean, and the staff was great. Also, the no smoking rule was great - especially around the pool and beach area."

Reviewed on 16 Feb. 2025

Cheeca Lodge & Spa
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
The price is CA $412 per night from Feb. 23 to Feb. 24
CA $412
CA $559 total
includes taxes & fees
23 Feb - 24 Feb
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! (1,215 reviews)
"Loved Amara Cay. Did not know we had access to two other resorts. Friendly accommodating relaxing. Loved the Rum Runner water taxi ride and crew were fabulous. Highly recommend"

Reviewed on 16 Feb. 2025

Amara Cay Resort
Drop Anchor

Drop Anchor

3 out of 5
84959 Overseas Highway, 222, Islamorada, FL
The price is CA $535 per night from Feb. 27 to Feb. 28
CA $535
CA $652 total
includes taxes & fees
27 Feb - 28 Feb
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)
"It was very nice."

Reviewed on 17 Feb. 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
The price is CA $701 per night from Feb. 23 to Feb. 24
CA $701
CA $883 total
includes taxes & fees
23 Feb - 24 Feb
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! (1,002 reviews)
"This is an amazing property owned by marriott. Raked sand daily, amazing staff, very nice all around"

Reviewed on 17 Feb. 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

Islander Resort

4 out of 5
82100 Overseas Highway, Islamorada, FL
The price is CA $422 per night from Feb. 27 to Feb. 28
CA $422
CA $565 total
includes taxes & fees
27 Feb - 28 Feb
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! (1,008 reviews)
"Great experience and a beautiful resort. Would go back again and again."

Reviewed on 15 Feb. 2025

Islander Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
The price is CA $412 per night from Feb. 23 to Feb. 24
CA $412
CA $559 total
includes taxes & fees
23 Feb - 24 Feb
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! (1,206 reviews)
"Loved Amara Cay. Did not know we had access to two other resorts. Friendly accommodating relaxing. Loved the Rum Runner water taxi ride and crew were fabulous. Highly recommend"

Reviewed on 16 Feb. 2025

Amara Cay Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway, Islamorada, FL
The price is CA $290 per night from Feb. 23 to Feb. 24
CA $290
CA $421 total
includes taxes & fees
23 Feb - 24 Feb
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! (1,000 reviews)
"We loved the balcony. Beautiful view with some privacy from the palm trees. A tropical paradise. Also 3 resorts available to use during your stay so 3 different types of places to use."

Reviewed on 18 Feb. 2025

La Siesta Resort & Villas
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Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
The price is CA $483 per night from Feb. 23 to Feb. 24
CA $483
CA $639 total
includes taxes & fees
23 Feb - 24 Feb
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! (1,031 reviews)
"The property had a great resort feel to it. Very clean, and the staff was great. Also, the no smoking rule was great - especially around the pool and beach area."

Reviewed on 16 Feb. 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.
Sunrise in Miami Suites
President Villa
1 Hotel South Beach
Don't see what you're looking for?
See all available trips from Detroit to Islamorada
View all trips

Islamorada flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Henrosa Hotel
Sunrise in Miami Suites
1 Hotel South Beach
Don't see what you're looking for?
See all available trips from Toronto to Islamorada
View all trips

Need a car after flight to Islamorada?

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
0 Need some more ideas? 0 And that’s not all. 0
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.