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Book Exclusive Islamorada Vacation Packages

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Islamorada flight + hotel packages

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Westgate Lakes Resort & Spa Universal Studios Area
Fairfield Inn & Suites Key West at The Keys Collection
Fantasy World Resort
Crowne Plaza Key West-La Concha

2021 Islamorada vacations

Kimpton Fitch Lodge
The Gates Hotel Key West
Casa Marina Key West, A Waldorf Astoria Resort
The Reach Key West, Curio Collection by Hilton
The Gardens Hotel

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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.

Popular places to visit in Islamorada

Islamorada Vacations

How much are vacation packages to Islamorada?

Prepare to be surprised — you can vacation in Islamorada for a paltry $714. Allow Travelocity to save you time and money with our excellent vacation packages. With flights, hotels and experiences all available at our one-stop shop, what's stopping you?

How long should my Islamorada vacation be?

There's no rule when it comes to how long you should spend in Islamorada, but many people decide to stay around 3 nights. Got some wiggle room in your travel dates? Extend your vacation by a few more nights. That way, you'll have loads of time to explore the area's off-the-beaten-path gems as well.

Where can I get the best vacation package deals for Islamorada?

No matter how you like to travel, Travelocity can help you get your hands on an unbeatable Islamorada package deal. The only thing you need to do is pick and choose between our 400 air carriers and 665,000 properties across the globe.

Why should I purchase my Islamorada vacation bundle via Travelocity?

We've got 24/7 support, excellent service and a Price Match Guarantee. Life is one big journey — and we have enticing destinations for you to journey to in all four corners of the globe. Explore with us and your bank balance will thank you for it.

Can I save on my Islamorada car rental if I combine it with a hotel or flight?

Absolutely — combine your hotel, car and flight into an Islamorada vacation package and you'll save a tidy sum. With so much to discover in and around Islamorada, that rental car will come in handy. Once you've buckled up, turn up the tunes and head to PortMiami, a well-known sight about 62 mi from Islamorada.

What is the best time of year to go to Islamorada?

Visiting in the least busy months, , comes with a few upsides — think cheaper hotels and flights and less pushing past hordes of strangers. But there's magic in the destination in the peak season. More events are likely to be on and more attractions will be open in . If you're on a tight budget, typically has the cheapest hotel rates. You can expect to pay more for a room in .

What is there to do in Islamorada?

Theater of the Sea should be at the top of your must-see list. Once you've crossed off this top attraction, simply wander the streets of Islamorada and find out what makes this vibrant city tick.

Where should I stay when visiting Islamorada?

The Hadley House Islamorada (2.0 stars) and the Coconut Cove Resort and Marina (2.0 stars) are ideal options if you're visiting Islamorada on a tight budget.

Frequently asked questions

How much are vacation packages to Islamorada?
You might be pleasantly surprised — you can find yourself in Islamorada for a mere $714. Allow Travelocity to save you time and money with our vacation packages. With hotels, flights and tours all ready to be snapped up, what’s holding you back?
How long should my Islamorada vacation be?
If you need some guidance, most travelers spend an average of 3 nights vacationing in Islamorada. But to discover the true essence of this destination, stay a little longer. That way you can check off more attractions and really immerse yourself in the local vibe.
Where can I get the best vacation package deals for Islamorada?
For the best Islamorada package deal, turn to Travelocity. Take your pick from as many as 400 partner airlines and 665,000 properties worldwide to create the ultimate escape — simple as that.
Why should I book my Islamorada vacation package with Travelocity?
Travel is all about making fantastic new memories and forgetting all your worries — which is why we have a friendly team of customer service experts available 24/7 should you need them. On top of that, our Price Match Guarantee ensures you’ll always get the best price available on our huge range of package deals. So what are you waiting for? There’s no time like the present to secure that vacation you’ve always wanted.
Can I save money on my Islamorada car rental if I combine it with a hotel or flight?
With an Islamorada vacation package, you can combine your flight, hotel and car bookings and save a whole lot. When you’re ready to uncover the best of this exciting destination, why not head to PortMiami? This famous attraction is 62 mi from Islamorada. With your own wheels, you’ll be there in a jiffy.
What is the best time of year to go to Islamorada?
Go in if you want to see this place at its most exciting. Even though they’re the most crowded months, the buzzing atmosphere that comes with peak season is part of its charm. If you’re after a more chilled pace, may fit your plans better. Don’t want to fork out for a place to sleep? Hold off on booking in , when rates generally skyrocket. Search for something cozy and affordable in instead.
What is there to do in Islamorada?
Theater of the Sea is just one of the superb sights that make Islamorada a popular place to visit. But leave some extra time to discover its lesser-known attractions too. This is sometimes where the best memories are made.
Where should I stay when visiting Islamorada?
Those traveling on a tight budget will enjoy spending their evenings at the Hadley House Islamorada (2.0 stars) or the Coconut Cove Resort and Marina (2.0 stars). These inexpensive Islamorada hotels have all you need for a great night’s snooze.

^Savings based on all package bookings with Flight + Hotel made on Travelocity.com from 2019-04-01 - 2020-03-31 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.