Seasons of Sunshine Holiday Offer

Celebrate the holidays and beyond with our Seasons of Sunshine offer. Nestled in the heart of the Florida Keys, Islander Resort invites you to trade snowflakes for sunshine, festive cocktails, and ocean breezes.

From twinkling lights at Sandy's Bar to oceanfront igloo dinners beneath the stars, Islander Resort captures the spirit of the season in true Florida Keys fashion - warm, welcoming, and wonderfully unique.

Holiday Happenings at the Islander
Sandy Claus Social
Every Friday in December, Sandy's Bar transforms into a vintage holiday speakeasy with nostalgic decor, festive tunes, and creative cocktail challenges. Join the Elf Name Cocktail Contest or Sparkle up Sandy's craft hour to make your own ornament or seaside postcard.

The Big Sandy Claus Soiree
Celebrate December 26 with live music, trivia, costume contests, and treats for the naughty and nice.

Snow Globe by the Sea
Drift invites you to dine beneath the stars in a private beachfront igloo. Enjoy a curated three-course dinner for two, chilled champagne, and the sound of waves along Islamorada's shoreline.

However you celebrate, the Islander spirit shines brightest in Islamorada - where joy feels endless and paradise feels like home.
*Blackout Dates apply.