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.
Cyber Savings Arrived Early!
Plan a private retreat to The Florida Keys and save 15% off any new villa stay now through February 12, 2026!
Recently voted by CNN Travel as, "Where To Stay in Islamorada" - this is an exclusive offer you don't want to miss.
Whether unwinding on your private oceanview balcony, lounging poolside enjoying the turquoise waters, playing a match of pickleball, exploring vibrant marine life, or savoring a sunset cocktail at the tiki hut, The Islands of Islamorada is designed to make every moment distinctly yours.
Must be booked by December 2, 2025 | Blackout dates apply | New reservations only | Two-night minimum stay
December 10-14 The Islands of Islamorada will host the 2025 All-Star Sports Fishing Championship!
Broadcasted on SFC+ and ESPN Live to over 330 million homes worldwide, guests staying at The Islands will get exclusive access to the resort and be immersed in all the action! This multi-day event is one enthusiast do not want to miss. Join the best anglers, captains, and mates from both the Gulf and Atlantic divisions as they come together in Islamorada for a head-to-head showdown in sportfishing!
Book your stay now and dive into the thrill of world-class sportfishing, soak up the vibrant energy on the island, and savor the luxury and laid-back charm of the Florida Keys. For the ultimate stay, book this special event package for an unforgettable experience, perfectly blending tournament excitement with an extraordinary island escape.
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. Designed to capture the spirit of the islands, this experience pairs world-class sportfishing with authentic Florida Keys flavor.
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
