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
Tax Season Sale
Escape to paradise with our exclusive offer: Book Three Nights, Get Your Fourth Night FREE! Plus, enjoy a $200 Food & Drink Credit to indulge in delicious dining experiences. It’s the perfect opportunity to relax, recharge, and savor every moment. Don’t miss out on this unbeatable deal for stays through 2025.
Three Waters Resort & Marina
Bonvoy Member Exclusive
Unlock a world of perks with our Bonvoy membership! Enjoy 15% off your stay, earn 3,000 Bonus Points per visit, and indulge in a $100 daily food and drink credit. It’s the perfect way to make your getaway even sweeter! Treat yourself to more savings and rewards—book now!
La Siesta Resort & Villas | Amara Cay Resort
Sun-Kissed Savings
Get ready for the sale of the year—Our BIGGEST Sale of 2025! Enjoy 40% off standard rooms and 25% off premium rooms and suite for vacations from May 23 – November 30, 2025.
Three Waters Resort & Marina
Helm to Hearth Culinary Celebration
Stay Tuned for Our 2026 Dates!
Join us at Three Waters Resort & Marina for Helm to Hearth, a weekend of culinary excellence and marine conservation. In partnership with the James Beard Foundation, six acclaimed chefs will craft sustainable dishes in a stunning oceanfront setting, celebrating the ocean’s bounty through unforgettable dining experiences.
Three Waters Resort & Marina
Members Stay For Breakfast
Enjoy a daily breakfast for two guests at Mercado Morada (50 USD daily value) when you stay with us.
La Siesta Resort & Villas | Amara Cay Resort
Florida and Georgia Residents Sweet Summer Sale
Florida and Georgia residents enjoy up to 25% off plus a $250 dining credit per stay—just in time for your perfect summer getaway.
Three Waters Resort & Marina
Florida and Georgia Residents Sweet Summer Sale
Sweet summertime in the Florida Keys! For a limited time, Florida & Georgia residents will save 25% on accommodations and a $250 dining credit per stay for summer vacation.
Three Waters Resort & Marina
Grand Getaway
Escape to paradise with 10% off select oceanview suites. Enjoy island-inspired design and stunning sea views, perfect for a romantic retreat or relaxing getaway. Don’t miss this exclusive offer!
La Siesta Resort & Villas | Amara Cay Resort
Romance by the Reef
Indulge in the ultimate romantic escape to the Florida Keys with our exclusive package designed to sweep you off your feet. Imagine arriving to a room adorned with delicate rose petals, sipping on chilled bubbly, and savoring decadent chocolate-covered strawberries—creating the perfect ambiance for a love-filled getaway in paradise.
Three Waters Resort & Marina
Resort Retreat Package
Stay 3+ nights and enjoy a $100 nightly food and beverage credit! Indulge in nine culinary destinations—your perfect escape just got better!
Amara Cay Resort
Amara Cay's 10th Anniversary
Celebrate 10 years of Amara Cay Resort! Enjoy a $1,000 F&B credit and a special anniversary keepsake. Book your 3-night stay now and be part of the celebration!
Three Waters Resort & Marina
Elite Exclusive Grand Opening Offer
Celebrate the grand opening of Three Waters Resort & Marina. Reserve this offer to receive 5,000 Bonus Marriott Bonvoy™ points, a commemorative waterproof bag by BOTE, and a $50 daily food and drink credit.
La Siesta Resort & Villas
Best Siesta at La Siesta
Take advantage of our exclusive offer for Garden View Rooms and Suites, and enjoy 20% off your stay, steps from the beach. Start your day right with a delicious daily breakfast included.
La Siesta Resort & Villas | Amara Cay Resort
Pampered Pups in Paradise
Treat your pup to a special stay with a keepsake pet bowl, bandana, toy, waste bags, in-room water & food bowls, and a treat— for a paw-some getaway!
La Siesta Resort & Villas
BOTE House Island Getaway
Book 3 nights or more to enjoy 20% off BOTE House Islamorada, a $50 daily food and beverage credit, and a keepsake cooler by BOTE filled with refreshments for your sunny days on the water. Perfect for your next getaway!
La Siesta Resort & Villas
Villa Vacations
Reserve a Private Villa and enjoy a dedicated Villa Butler, 15% off your stay, a $100 resort credit daily, and complimentary chilled champagne on 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.
Three Waters Resort & Marina
Prepay & Save At Three Waters Resort
Plan ahead for paradise! Book and pay in advance to unlock savings!
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!
Amara Cay Resort
Celebrate 10 Years of Amara Cay Magic
It’s been 10 incredible years since Amara Cay first made waves in Islamorada, and to celebrate, we’re throwing it back to 2015 — including group rates!
Amara Cay Resort
Celebrate Your Love and Our 10-Year Anniversary
Amara Cay is turning 10—and we’re celebrating with exclusive wedding perks for couples who book their big day before December 31, 2025.
Three Waters Resort & Marina
A New Port of Call
Chart Your Course to Something Unforgettable
Three Waters Resort & Marina
A New Port of Call: Chart Your Course To Forever
Chart a new course for your next event or celebration at Three Waters Resort & Marina, A Tribute Portfolio Resort — where discovery meets natural beauty and unforgettable experiences.
La Siesta Resort & Villas
Postcards & Perks — A Love Letter to Group Getaways
Some trips feel like a checklist. This one feels like a memory you’ll keep forever.
La Siesta Resort & Villas
Sealed with a Kiss
A love letter to your forever. Signed, Love, La Siesta.
Three Waters Resort & Marina
Locals Back at the Isle – Summer at Three Waters
Rediscover what you love right here in Islamorada. The spirit of Holiday Isle lives on at the all-new Three Waters Resort & Marina. Monroe County residents can enjoy rates starting from $129/night—this summer only.
La Siesta Resort & Villas | Amara Cay Resort
Senior Citizen Summer Sale
Seniors, your perfect getaway just got even better! Save up to 25% on stays from Sunday to Thursday and indulge in a $150 dining credit to savor mouthwatering meals at any of our 12 unique dining destinations across the stunning Islamorada Resort Collection.