The Islands of Islamorada offers a personalized, intimate experience centered around the beauty of the water. Enjoy our on-site amenities, or let our Concierge connect you to the best of the Florida Keys through locally sourced experiences, and trusted local partners. Explore our current resort specials and packages below.
This December, The Islands of Islamorada hosts the Sport Fishing Championship (SFC) All-Star Week, broadcast worldwide to more than 330 million homes. Celebrate the occasion in true Florida Keys style by choosing one of the two exclusive packages below, each designed to pair the excitement of world-class sportfishing with a luxurious island escape.
Sharpen your skills before the pros arrive with luxury villa accommodations, a $400 fishing charter credit, and a branded cooler stocked with lunch and gear. Available for stays through November 8, 2025.
Stay in a villa or suite during SFC All-Star Week and enjoy a cooler packed with $500 in local gift cards and swag, a complimentary book, exclusive access to select tournament events, and on-property experiences like cigar rolling and rum tasting.
This special offer is valid for new reservations only | Black-out dates apply | Based on availability
Golden sunsets, gentle breezes, and fewer crowds—fall is the perfect time to escape to the Florida Keys. For a limited time, enjoy up to 20% off private villas when you book by October 3, 2025. Stay anytime now through November 8, 2025, with a 2-night minimum, and savor the season in island style with oceanfront pools, spacious accommodations, and the laid-back luxury of Islamorada.
This special offer is valid for new reservations on villa stays of 2 nights or more only | For stays now through November 8, 2025 | Black-out dates apply | Based on availability.
The Isla Edit includes everything you need to kick off an unforgettable escape with your crew. Each stay features:.
Bookings must be made at least 5 days prior to arrival | Black-out dates apply | Package inclusions are based on occupancy of four guests | Additional food and beverage are available upon request for $25pp
Summer camp, reimagined for grown-ups. This 3-night retreat includes a private oceanfront villa for up to 8 friends, unique activities like hammock meditation, yoga, and glass-making, plus camp-style touches from s’mores by the fire to late-night snack baskets. With island adventures, a “field trip” to the Diving Museum, and plenty of time to relax, it’s the ultimate blend of play, connection, and laid-back luxury in the Florida Keys.
Cast off with a fishing getaway—your perfect escape starts here.
Welcome to The Islands of Islamorada, where laid-back comfort meets world-renowned sportfishing. Nestled in the heart of the Sport Fishing Capital of the World, this tailored experience invites you to cast off, unwind, and embrace life by the water.
This Fishing-Focused Package Includes:
Whether you're chasing trophy catches or simply soaking in the stillness of the sea, The Islands offers the perfect place to drop anchor and stay awhile.
Reserve your villa today—because every great fishing story starts somewhere unforgettable!
This special offer is valid for new reservations on villa stays of 3 nights or more only | Stay dates: May - October 2025, based on availability
Soak up the sunshine with an exclusive offer just for our Florida and Georgia neighbors. Stay at The Islands and receive 15% off your entire stay. Enjoy the Florida Key’s with great weather and plenty of activities. Enjoy a day on the water, your own private beach and the convenience of resort amenities and services.
This special offer is based on availabilty for stays of two or more nights | Florida or Georgia state issued identification required at check-in | Blackout dates may apply | Offer is subject to change
Find casual luxury at The Islands of Islamorada and soak up the beauty of The Florida Keys as you stay in a tranquil, tropical paradise. Treat yourself to an exceptional experience for less when planning ahead.
Book your stay early and enjoy 15% savings.
This special offer must be booked 60 days in advance | Subject to change | Based on new reservations
Indulge your passion for pickleball in one of Florida’s most idyllic waterfront destinations. Whether you’re a seasoned player or simply discovering the joys of the game, this special package is designed to enhance your stay with the perfect balance of play and relaxation.
Your Pickleball in Paradise Package Includes:
Named one of Florida’s top hotels for pickleball enthusiasts, our property is the ideal setting to combine your love of the game with a rejuvenating island retreat.
Book your Pickleball in Paradise Getaway today and let the games begin!
Based on new reservations for 3 or more night stays in a villa | Paddleball set includes two branded paddles and balls | Subject to availability and can change with without notice
