Florida may have travel restrictions in place due to COVID-19.

Book Exclusive Islamorada Vacation Packages

Choose two or more items and save on your trip:

Islamorada flight + hotel packages

The Gates Hotel Key West
Orchid Key Inn
Almond Tree Inn
Kimpton Lighthouse Hotel
Key West Marriott Beachside Hotel

2021 Islamorada vacations

The Gates Hotel Key West
Orchid Key Inn
Almond Tree Inn
Kimpton Lighthouse Hotel
Key West Marriott Beachside Hotel

Top Islamorada hotels deals

Don't see what you're looking for?
See all available properties in Islamorada
View all properties
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

Frequently asked questions

How much are vacation packages to Islamorada?
You might be pleasantly surprised — you can find yourself in Islamorada for a mere $892. 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.