Island Stories
Let us show you the best of Islamorada. Explore this curated guide to our favorite places and experiences, from hidden gems and locally loved things to do, to events and more at our Florida Keys resorts.
Jet Skiing In The Florida Keys
Calling all adrenaline junkies, it's time to get your feet wet and feel the wind in your hair by hopping on one of the...
Holiday Events In Islamorada
Be sure to make time for the Annual Islamorada Holiday Fest to celebrate another great holiday season at Founders Park. There...
The Florida Keys Farmers Market
While the farmers markets in more northerly climes are closing up shop, the Florida Keys Farmers Market continues to provide...
The Best Craft Beer in Islamorada
Here in Islamorada, we like to keep things local, like real local. We enjoy simple pleasures like crisp cold beers, sunsets...
Superb Snorkeling & Top Notch Tunes
May is a lovely time to enjoy the outdoors in the Florida Keys. Languid beach days are always an option, but we suggest...
Rainy Day Ideas for Your Islamorada Vacation
Rainy days equals unparalleled sightseeing opportunities! When it rains it pours, but sometimes that's not a bad thing...
Islamorada Adventures by Eco-Boat
The Florida Keys are a vibrant archipelago with a thriving ecosystem just waiting to be explored. You may not associate...
Fall Attractions in Islamorada
We know it’s hard to pull yourself away from our luxurious poolside lounge chairs, but if you find yourself craving some...
Discover One-Of-A-Kind Creations
If you’re looking to beat the heat, Islamorada offers a number of art galleries and boutiques that provide solace from the...
Discover more of our Islamorada resorts and save with these offers.
La Siesta Resort & Villas | Amara Cay Resort
National Beach Day Celebration
Celebrate National Beach Day with up to 35% off our best flexible rates, $100 food and drink credit per stay, and enjoy beach essentials with Vacation® leisure-enhancing sunscreen™ included with your stay!
Three Waters Resort & Marina
Elite Exclusive Grand Opening Offer
Celebrate the Grand Opening of Three Waters Resort with 5,000 bonus points.
La Siesta Resort & Villas | Amara Cay Resort
Endless Summer Sale
Experience a never-ending summer in Islamorada. Book now and enjoy 25% off our best flexible rate, plus a daily $100 food and drink credit.
La Siesta Resort & Villas
Villa Vacations
Book a Private Villa and receive a Villa Butler included with your stay, plus a $100 resort credit per day and chilled champagne upon arrival.
La Siesta Resort & Villas | Amara Cay Resort
Advance Purchase Offer
Plan for paradise. Pre-pay and save up to 30% off our best available rate.
La Siesta Resort & Villas | Amara Cay Resort
Florida & Georgia Resident Special
Kick back and relax on a tropical beach vacation. We offer Florida and Georgia residents up to 25% off our best available rate.
La Siesta Resort & Villas | Amara Cay Resort
Salute Our Heroes
Current and former military, fire rescue, law enforcement, medical personnel, and teachers - enjoy discounts on your stay and resort credit!
Weddings In Paradise
Gather, Celebrate, and Unwind at Islamorada's All-New Resort Destination
Three Waters Resort & Marina
Prepay & Save At Three Waters Resort
Plan ahead for paradise! Book and pay in advance to unlock savings!
Three Waters Resort & Marina
Florida Keys: Get 1,000 Bonus Points Per Night
Treat yourself to a rewarding stay and explore the Florida Keys.