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1588 Travelers rated Islamorada highly for Fishing and Sea

Book a package and join the 188 others who’ve received 100% off their flights this year!
Book a package and join the 188 others who’ve received 100% off their flights this year!
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Book a package and join the 188 others who’ve received 100% off their flights this year!

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Best Islamorada Flight and Hotel Packages

Islamorada Trip Packages for 3 Nights

Islamorada Trip Packages for 4 Nights

Islamorada Trip Packages for 6-7 Nights

Top Rated Hotels for your Islamorada Vacation

Sunset Inn
Sunset Inn
82200 Overseas Hwy, Islamorada, FL
Free Cancellation
$80
4.8/5 (8 reviews)

The hotel is beautifully remodeled. The rooms are spacious and clean. I love that they have multiple outlets located on the furniture to make it easy to charge phones. The pool was one of the cleanest hotel.pools I've ever seen. They supply Beckman 1802 products shampoo, conditioner, shower gel and ...

Reviewed on Sep 10, 2019
Situated in Islamorada, this inn is 0.8 mi (1.3 km) from History of Diving Museum and 2.5 mi (4 km) from Theater of the Sea. Hurricane Monument and Bud n' Mary's ...
Pines & Palms Resort
Pines & Palms Resort
3.0 out of 5.0 80401 Old Hwy, Islamorada, FL
$127
4.7/5 (13 reviews)

Very clean and the kitchen, den, bath and bedroom had everything we needed for a comfortable stay.

Reviewed on Sep 15, 2019
Nestled on the beach, this Islamorada resort is within 1 mi (2 km) of Bud n' Mary's Dive Center and Hurricane Monument. Lignumvitae Key Botanical State Park ...
Drop Anchor
Drop Anchor
3.0 out of 5.0 84959 Overseas Highway, 222, Islamorada, FL
$103
4.5/5 (31 reviews)

Friendly service, clean rooms rooms were a bit small with limited room to put stuff.

Reviewed on Sep 17, 2019
Situated in Islamorada, this hotel is within a 10-minute walk of Windley Key Fossil Reef Geological State Park and Theater of the Sea. Founders Park and History ...
Cheeca Lodge & Spa
Cheeca Lodge & Spa
4.0 out of 5.0 81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free Cancellation
$159
4.4/5 (98 reviews)

It had everything that a top shelf resort should have.

Reviewed on Aug 26, 2019
Nestled on the beach, this Islamorada resort is 0.4 mi (0.7 km) from Hurricane Monument and 2.9 mi (4.7 km) from Theater of the Sea. Bud n' Mary's Dive Center ...
Amara Cay Resort
Amara Cay Resort
3.5 out of 5.0 80001 Overseas Hwy, Islamorada, FL
Free Cancellation
$155
4.2/5 (47 reviews)

Such a perfect spot in a sleepy town! Grounds were perfect

Reviewed on Oct 11, 2019
Nestled on the beach, this Islamorada hotel is within 3 mi (5 km) of Bud n' Mary's Dive Center, Lignumvitae Key Botanical State Park, and Hurricane Monument. ...
Islander Resort
Islander Resort
3.0 out of 5.0 82100 Overseas Highway, Islamorada, FL
Free Cancellation
$199
4.0/5 (82 reviews)

Absolutely picture perfect! Just wish the pool was open later.

Reviewed on Oct 5, 2019
Nestled on the beach, this Islamorada resort is 0.7 mi (1.1 km) from Hurricane Monument and 2.7 mi (4.3 km) from Theater of the Sea. Bud n' Mary's Dive Center ...

Things To Do during your Islamorada Vacation

See all 11 things to do in Islamorada

Tips for planning your Islamorada vacation

Islamorada flight + hotel dealFrom $677
Cheapest time to go to IslamoradaSeptember
Most expensive time to go to IslamoradaMarch
Islamorada peak seasonJuly, June, August
Islamorada low seasonDecember, November, October

Islamorada Vacation Package Deals

The knowledgeable team here at Orbitz will assist you to bundle your hotels and flights to save money and time. Simply choose an option and get packing for your dream trip to Islamorada.

If you simply bundle your bookings, you could save up to $857*! Simply take your pick of airfares, hotels, rental cars and experiences.

And that's not all — if you're wondering where to stay or who to fly with, our ever-expanding database has more than 500,000 international hotel options and 500 airline partners. It's completely your choice!

It doesn't matter what sort of experience you're seeking, there are endless options to create the escape of your dreams.

Join Orbitz Rewards

Who doesn't want easy rewards? Just keep on booking with us and you'll get Orbucks! We've built a simple program that will reward you quicker than anyone else.

For perks and added extras at Orbitz Rewards VIP Hotels, simply get gold or platinum membership. How? Book four nights for gold status and 12 nights for platinum status. Also, don't forget — you can use your Orbitz Rewards points on your very next booking.

Islamorada Travel Guide

Where is Islamorada?

You won't have to wait until you're miles in the air gazing at the flight route to learn where Islamorada is — let us point you in the right direction.

This city is approximately 440 miles southeast of Florida's capital, Tallahassee. Islamorada is also 16 miles southwest of Key Largo.

This area of Florida Keys is home to around 7,000 people.

Places to Visit in Islamorada

History of Diving Museum is an interesting spot to wander around when it's wet and gloomy outside. Want some more options? Experience a wonderful adventure below the water without the need to get wet at Theater of the Sea. But that's not all there is! A structure where the community comes to reflect on the past, Hurricane Monument is an enlightening experience.

Car Rentals in Islamorada

Nothing is as fun as exploring a new destination with your own vehicle. If you're looking for car rentals in Islamorada, Orbitz is here to help.

Arrive at Marathon Airport and then drive away from it in your own car a short while later. Make the brief journey to Budget, at 9400 Overseas Hwy, and you’re more than likely to find the ride you want.

Where to stay in Islamorada – Hotel Accommodation

With some 24 hotels in Islamorada, you shouldn't encounter too many problems locking in a bed for the night.

Take a look at the fantastic facilities and services at The Moorings Village and The Caribbean Resort.

Nearest Airports to Islamorada

Unexpected vacations can be exciting, but it's still wise to know a little bit about where you're going. The closest airport to Islamorada is Homestead Air Reserve Base Airport (HST), 40 miles north of the downtown area.

Popular Places to Visit Near Islamorada

Only 30 miles away from Islamorada is Key Colony Beach. This area gives easy access to the unforgettable sight, Dolphin Research Center. Sombrero Beach is another worthwhile option. If you have enough time, we recommend getting to both.

No Cancellation Fees

Changing or canceling a booking can often be quite tedious — but not with us! We won't charge a fee, which will make it simple and straightforward.^ Hotels and airlines sometimes have a similar policy, so it's a wise idea to check with them.

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from January 1, 2018 to December 31, 2018 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

*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.