Holidays in the Florida Keys



It's the most wonderful time of the year! Whether you're celebrating Thanksgiving, Hanukkah, Kwanzaa, Christmas, or New Year's Eve, a trip to the Florida Keys is sure to make your holidays memorable. Skip the planning and let your worries melt away with sunny days on the beach, festive events, daily activities, and delicious meals at our Islamorada restaurants.

dog dressed up for halloween events in the florida keys



It's the most wonderful time of the year, and we want to help you make this season one to remember. We've got a variety of holiday activities planned for the month of December: caroling, holiday ornament making, letters to santa, hot chocolate bar, wreath making, sandcastle competition... the list goes on! Explore our events to see what else we have in store for you this holiday season! 

friends enjoying cocktails by the pool at Amara Cay Resort in the Florida Keys

DECEMBER 24 & 25, 2022


Escape to the Keys with a relaxing Christmas beach vacation at Amara Cay. 
Christmas Eve Carolers
From 12pm - 1pm look out for our festive carolers as you take a stroll in a tropical winter wonderland.

Christmas Day Breakfast with Santa
Keep your eyes open on Christmas morning. Saint Nick will be stopping by ReelCatch to say hello to all of the good boys and girls from 10 am - 11 am.

Christmas Activities
From sand castle building to ornament making, there are endless chances to take advantage of the holiday fun!

Christmas Eve & Christmas Day Dinner at ReelCatch and Tiki Bar
Join us this Christmas for a Holiday Dinner at ReelCatch. We can't wait to spend the evening with you! 

Christmas - Tiki Bar Menu
Christmas - Reel Catch Menu

fire pit

DECEMBER 31, 2022 & JANUARY 1, 2023


Ring in the New Year island-style at Amara Cay. 

New Year's Eve Dinner at Reel Catch & Tiki Bar
Bring on 2023 with a festive dinner at Reel Catch or Tiki Bar. We can't wait to ring in the New Year with you!

ReelCatch New Year's Eve Menu
Tiki Bar New Year's Eve Menu

New Year's Eve Party at Raw Bar
Ring in the New Year island-style at Postcard Inn. Join us for a Florida Keys New Year's Eve party at Raw Bar complete with tropical cocktails, fresh seafood, and a live band and DJ! Welcome 2023 with sunshine and spirits in Islamorada. Tickets are required for this event. Purchase Your Tickets

Raw Bar NYE Party Menu

Second Annual Manatee Plunge at Postcard Inn's Beach
Looking to take a dip in the ocean to ring in the New Year? You can on New Year’s Day! Islamorada’s second annual Manatee Plunge at Tiki Bar is hosted in support of Give Kids the World, with the bar opening at 11 am. The Islamorada Manatee Plunge starts at 1 pm. Registration is $10 per person, includes a free beer and ,proceeds from registration will be donated to Give Kids the World, an 89-acre, nonprofit resort in Central Florida that provides weeklong, cost-free vacations to children with life-threatening illnesses and their families. So, put on a crazy outfit and head to the ocean on Holiday Isle Beach for this fun New Year’s Day event. It’s a refreshing start to 2023.

Register for the Manatee Plunge

SUP yoga at Amara Cay Resort



Guests enjoy complimentary shuttle service from 3 pm - 11 pm every day to our other resorts and local attractions between MM 77.5 to MM 85. The Front Desk can arrange your shuttle service or provide the direct phone number to request a pick-up during your stay.

Stay & Explore


When you stay at one of the resorts in the Islamorada Resort Collection, you'll have access to explore the unique amenities, events, and restaurants of four resorts. Guests enjoy free shuttle service between each resort as well as nearby attractions.

Postcard Inn Resort & Marina  Pelican Cove Resort & Marina  La Siesta Resort & Villas


Celebrate The Florida Keys’ 200th anniversary and the island’s place in Florida’s history.

Learn More



“Love, love, love this place. Everything is pretty, well kept and clean. Palm trees by day & fire pit by night plus all the lawn games, pool, & tiki bar. Do yourself a favor & stay.”
– Christie

“The views are amazing, the pool is tranquil, the beach is spectacular and the rooms are quite nice! Would definitely come back for another stay!”
– Lisa

“Highly recommended this hotel. No need to drive all the way down to Key West. Islamorada has so much to offer. This hotel is a true example of that.”
– Brandon

Experience Our Other Islamorada Resorts

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