Christmas in Key West at The Reach
Celebrate Christmas in true island style at The Reach Key West, Curio Collection by Hilton. This holiday season, enjoy festive Christmas Eve and Christmas Day dinner specials, holiday Tide to Table dinners, weekend brunch celebrations, and fun seasonal happenings by the sea. Whether you’re gathering with family, escaping with friends, or celebrating with someone special, The Reach offers the perfect oceanfront setting to make your holidays merry and bright.
Book your Holiday getaway early and save up to 20% on stays of 3 nights or more in island paradise!
Four Marlins Christmas Dinner
Gather with family and friends at Four Marlins Oceanfront Dining and celebrate the season with a festive holiday feast by the sea. Enjoy chef-crafted Christmas Eve and Christmas Day specials, featuring fresh coastal flavors and classic holiday favorites — all served with sweeping ocean views and the warm island breeze. With live music on the patio setting the perfect backdrop, this is holiday dining in Key West at its finest. Reserve your table and make this Christmas one to remember.
- Christmas Eve & Christmas Day at Four Marlins 5:30pm – 9:30pm
- Enjoy Live Music While you Dine
- Reservations Recommended
Holiday Happenings:
Find Marlin the Christmas Elf | All Month Long | The Reach Resort
Join the festive fun and search for Marlin, The Reach’s playful Elf on the Shelf, hiding in new spots around the resort each day! Grab your clue guide from the Recreation Team and tag @TheReachResort when you spot him to share the holiday magic.
Gift Wrapping Competition | December 21st & 24th | 1PM | Event Lawn
Show off your wrapping skills (and creativity!) in this festive, friendly competition on the lawn; ribbons, bows, and holiday bragging rights included.
Poolside Holiday Trivia | December 18 | 3PM | The Reach Pool
Test your holiday knowledge under the sun with a splash of friendly competition and poolside prizes.
Where’s Kevin? Scavenger Hunt | December 19–24 | Property-Wide | All Day
Join the hunt for our mischievous elf, Kevin! Snap a selfie when you spot him and share the fun with #TheReachResort
Holiday Karaoke | December 19 | 8PM | Four Marlins
Sing your heart out to festive favorites at our lively karaoke night. Join the fun and spread some holiday cheer!
PJ & Ugly Sweater Party | December 20 | 9PM–Midnight | Four Marlins Patio
Slip into your coziest PJs or tackiest holiday sweater and hit the patio for music, laughs, and our festive fashion show!
Patio Paint & Sip $$ | December 21 | 7PM | Four Marlins Patio
Unleash your creativity with a holiday-inspired paint session by the sea, cocktail in hand.
Four Marlins Holiday Brunch
Keep the holiday spirit going all weekend long with our festive Weekend Brunch at Four Marlins. Enjoy bottomless mimosas, chef-inspired à la carte selections, and decadent desserts, all served with sweeping ocean views.
- Saturday & Sunday Dec. 27th-28th at Four Marlins 7:00am-2:00pm
- Live Music from 10:00am-2:00pm
- Reservations Recommended
Happy Hour
Unwind with the best views in Key West during Happy Hour at Four Marlins. Sip handcrafted cocktails, local beer, and fine wines while enjoying exclusive discounts on select menu items—all against the backdrop of endless ocean views and warm island breezes. Join us daily from 4:00pm–5:30pm and toast to paradise.
- Daily Happy Hour Specials from 4:00pm-5:30pm
- Exclusive Discounts on Craft Cocktails, Beer, Wine & Select Menu Items
Oceanfront Dining at Its Finest
Savor island-inspired flavors with a front-row seat to the sea. Begin your culinary journey at The Reach with fresh, coastal cuisine at Four Marlins Oceanfront Dining, where every meal is served with sweeping ocean views and warm island breezes. Looking to explore beyond our shore? Our sister resort, Casa Marina, offers even more to discover—indulge in breakfast at Flagler’s Restaurant, Baja-Med creations at Dorada, or handcrafted cocktails at The Canary Room. Whether you’re in the mood for seafood, small plates, or a sunset sip, your perfect table awaits.
Holiday Themed Cabanas & Daybeds
Unwind in style this season with a Holiday Cabana or Daybed Experience at The Reach. Nestled along our private shoreline, these festive retreats pair ocean breezes with holiday sparkle—perfect for lounging beneath the palms, sipping something merry, and soaking up the Key West sunshine. Celebrate the holidays your way, island-style.
Explore the Water with Barefoot Billy’s
Adventure starts where the ocean meets the shore. With Barefoot Billy’s located right onsite, you’re just steps away from paddleboarding through turquoise waters, snorkeling above vibrant reefs, jet skiing across the coastline, or setting sail at sunset. Your Key West experience isn’t complete without time on the water.
Spa Al Mare: Relax, Renew, Recharge
Step into serenity at Spa al Mare, where relaxation is the only item on your to-do list. Treat yourself to a soothing massage, brightening facial, or custom body treatment—all designed to leave you feeling refreshed and radiant. A visit to the spa is the ultimate way to settle into the weekend spirit.
Oceanfront Relaxation at Its Best
Located in the heart of Key West, The Reach offers a serene escape with access to the island’s only natural sand beach. Lounge in a cabana, dine at Four Marlins, and explore immersive experiences all weekend long.
