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.



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! 

Santa SUP

DECEMBER 24, 2022


It's Christmas Eve, and you know what that means: Santa will be here soon! But before we get all wrapped up in our presents, let's celebrate the season with some live music at the world-famous Tiki Bar on the water at Postcard Inn Beach Resort.

From 2-3:30pm look out for our festive carolers as you take a stroll in a tropical winter wonderland.


DECEMBER 25, 2022


Escape to the Keys with a Christmas beach vacation at Postcard Inn.

Christmas Breakfast with Santa
Keep your eyes open on Christmas morning. Saint Nick will be stopping by each resort to say hello to all of the good boys and girls.

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

Christmas Dinner at Ciao Hound
Join us this Christmas for a Holiday Dinner at Ciao Hound. Enjoy classics like Lamb Chops and Ham or switch it up this year with fresh sea bass or seafood linguini. Bring the family or enjoy a quiet dinner with your spouse. We can't wait to spend the evening with you!

Christmas Dinner Menu

DECEMBER 31, 2022


Ring in the New Year island-style at Postcard Inn. 

New Year's Eve Dinner at Ciao Hound
Bring on 2023 with a festive dinner at Ciao Hound. Enjoy three carefully curated courses with choices of surf & turf, sea bass, and more. Bring the family or enjoy a quiet dinner with your spouse. We can't wait to ring in the New Year with you!

New Year's Eve Dinner

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! 

New Year's Buffet Menu

Oceanfront restaurant in Islamorada at Postcard Inn

JANUARY 1, 2023


Welcome 2023 with sunshine and spirits in Islamorada. 

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.



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 all 4

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.

Amara Cay Resort  Pelican Cove Resort & Marina  La Siesta Resort & Villas


Guests playing games by the beach

Defrost on a Tropical Vacation!

Wondering where to defrost this winter? Plan your next getaway to Islamorada,Florida Keys.

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