Key West Holiday Dining (2024)

Whether you’re looking for somewhere for dinner on Christmas Eve, Christmas Day, New Year’s Eve, or New Year’s Day, this Key West Holiday Dining post has you covered.

While most of America bundles up for traditional holiday meals beside crackling fireplaces, Key West offers a distinctly tropical take on festive and fun holiday dining. Palm trees wrapped in twinkling lights and gentle ocean breezes set the scene for an island-style celebration that breaks from mainland conventions.

From historic mansions turned restaurants to waterfront establishments serving fresh-caught seafood, Key West’s Christmas and New Year’s dining scene reflects its unique blend of sophistication and laid-back island charm. Local chefs embrace both traditional holiday fare and innovative coastal cuisine, creating memorable experiences that capture the essence of celebrating in paradise.

Key West Festive Holiday Christmas & New Year Dining Guide

Matt’s Stock Island Kitchen & Bar at the Perry

The Perry Hotel houses this welcoming establishment where festive decor sets the perfect holiday mood. Their three-course Christmas Eve and Christmas Day Dinner in Key West, priced at $99 per person, features standout dishes like Key West Surf & Turf, a Jamaican Surf & Turf, and expertly prepared scintillating Jamaican Crab Cakes. The attentive service and family-friendly atmosphere make Matt’s ideal for your holiday dining celebrations.

Key West Holiday Dining menus for Matt's Stock Island Restaurant

Azur Restaurant

This Mediterranean-influenced establishment brings a unique flair to holiday dining in Key West. In addition to its special holiday Christmas dinner menu, it offers a notable Christmas Day brunch. They are ready for you on New Year’s Eve, with brunch and dinner daily. Last-minute shoppers will appreciate the on-site gift options, making it a practical choice for holiday entertaining.

Antonia’s

You are invited to celebrate New Year’s Eve at Antonia’s Restaurant. They will offer a four-course feast priced at $150 per person. Give them a call to secure your reservation and prepare to bring on the new year in style.

Spend NYE at Antonia's with a four course dinner special

Cafe Sole

Nestled at 1029 Southard Street, Cafe Sole exudes old-world charm during the holiday season. From 3-10 PM on Christmas Eve and Day, diners can choose between slow-roasted goose with homemade stuffing or prime rib enhanced by black truffle au jus. The intimate setting perfectly complements their upscale holiday offerings.

Surly Siren Saloon

Making plans for NYE? Make sure to check out Surly Siren on Front Street! They’ve got a fun-filled night planned! Live music all day, with Rob Benton capping it off with the countdown at midnight! Free appetizer buffet and champagne toast, too!

Surly Siren New Year's Eve happenings

The Docks

The perfect spot to enjoy delicious seafood in Stock Island this Christmas and New Year’s Eve has to be The Docks. Reservations are open for 12/24, 12/25, & 12/31! Make your holiday dining experience a memorable one at this prime location. Book your table today to celebrate the holidays with friends and family!

Reservations at The Docks Restaurant for Christmas and New Years holiday dining in Key West.

The Docks Restaurant + Raw bar is serving up Holiday Specials, along with a full menu and daily specials, until January 2025

Holiday specials menu for The Docks Restaurant

Martin’s

Ring in the New Year at Martin’s with an outstanding multi-course menu for $145 per person. Celebrate with timeless favorites such as Beef Wellington, Grouper Meuniere, and more. Kick off your celebration in style with a little flare on Duval Street at Martin’s Key West.

Grand Cafe

Christmas is becoming always memorable at Grand Cafe. A delightful Christmas Day menu awaits, featuring Baked Carved Turkey, Honey-Glazed Ham, and traditional sides. This menu is available from noon until close. Grand Cafe is also open and celebrates New Year’s Eve with a special menu and two different seatings—$ 100 for the first seating and $125 for the second.

New Year's Eve multi-course menu for Grand Cafe

A & B Lobster House

This Key West institution shines during the holiday season with stunning sunset views and a festive atmosphere. Fresh seafood takes center stage in their diverse Christmas menu, while the vibrant setting creates the perfect backdrop for your holiday celebration.

Santiago’s Bodega Key West

An excellent choice for a New Year’s Eve dinner tucked away in Bahama Village is Santiago’s Bodega. They are offering the following menu for their patrons.

New Year's Eve menu for Santiago's Bodega Key West

First Flight Island Restaurant & Brewery

This holiday season, their chefs are bringing the magic of Christmas to your plate with a limited-time festive menu that’s as merry & bright as the season itself. Come and be merry and enjoy some fabulous food this holiday. December 24th & 25th only! Reservations are filling up fast, so make yours today!

First flight Island Brewery Christmas eve and day menu

Bel Mare Restaurant

Celebrate the New Year at Bel Mare. The gorgeous waterfront restaurant showcases coastal Italian fine dining. You can reserve your spot for a preset 3-course dinner. There will not be a regular menu. The cost is $130 per person, and a kids’ menu will be available for children aged 12 and under.

NYE prix fixe menu for Bel Mare

Flagler’s Restaurant at Casa Marina

Flagler’s presents an annual Christmas Day Buffet that’s become a local tradition. The lavish spread offers a grand celebration fitting for the historic Casa Marina setting. Each evening, there are themed Holiday Buffets (Cuban, Southern, Italian, Mexican). The links below take you to all of the activities and the menus.
Christmas Day Buffet ($95 per person, Kids under 12 $35)
Themed Holiday Buffets Dec 26th – Dec 29th ($55 per person, children $25)
Christmas Dining Schedule

Blue Heaven

Blue Heaven wants you to step into the New Year with a perfect meal. They will have a curated menu, with supplements such as stone crab & shaved truffle. There will be white linen, champagne upon arrival, and music to set the mood. You’ll be ready for a three-course meal that’s sure to wow. Call to book your table for NYE.

Blue Heaven New Year's Eve menu

Dorada Key West

New Year’s Eve at Casa Marina. Their new restaurant Dorada, invites you to join them for a night under the stars. Celebrate with a chef-curated 5-course prix fixe menu, live entertainment, festive activities, and oceanfront ambiance.
Dorada New Year’s Eve $150 per person

Milagro Restaurant and Bar

Make this holiday season unforgettable! Join Milagro for a special 3-course Prix Fixe menu on Christmas Eve, Christmas Day, and New Year’s Eve for $125 per person. (open on Monday during the holidays)

Hot Tin Roof Restaurant

Situated at 0 Duval Street, this waterfront gem presents a four-course Christmas special at $130++ per person. The menu artfully blends Cuban and Caribbean influences, creating a distinctive Hot Tin Roof Restaurant experience with spectacular water views.
Christmas Eve or Christmas Day Dinner Menu ($130 per person)
Christmas Cocktail Menu
New Year’s Eve Dinner Menu ($175 per person)

Rams Head Southernmost

How does brunch with Santa and Mrs Claus sound? Well, you are in luck because brunch with Santa at Rams Head Southernmost is a holiday event you won’t want to miss! Enjoy a delicious brunch menu, festive decor, and a special visit from Santa & Mrs. Claus! We see event dates from their Facebook page as December 20th and December 24th from 11 am – 1 pm.

Rams Head Southernmost Christmas brunch

Also, you can eat, drink, and be merry at Rams Head on Christmas Day, with a special Christmas menu to make your holiday extra delicious. Reserve your spot and celebrate!

Key West holiday dining on Christmas day menu for Rams Head Southernmost

Tempt Restaurant at The Saint Hotel Key West

Make a plan for a wonderful Christmas day dinner at The Saint. Let them do the cooking while you enjoy time and a meal with your family and friends. Their Christmas Day dinner special is $70 per person. It will be held from 2-8 pm at the Tempt Restaurant. Call ahead to make your reservations. (305) 294-3200

Cafe Marquesa

In addition to the nightly dinner menu, Café Marquesa presents festive selections specially curated for Christmas Eve, Christmas Day, and New Year’s Eve. Dine at Cafe Marquesa this holiday with its intimate ambiance while you celebrate the joys of the season. Delectable specials are featured on these Key West holiday dining menus, as seen below.
Christmas Eve and Christmas Day (4:00 – 9:30 pm)
New Year’s Eve at Cafe Marquesa (seating from 5:30 pm)

Seven Fish

Seven Fish has released its Christmas Eve and New Year’s Eve pre-fixe menu! The 3-course meal will be $99 per person (gratuity not included). Christmas Eve and New Year’s Eve reservations are now open! Book through Open Table or call them directly, and get ready to enjoy their delicious food!

Christmas Eve and New Year's Eve holiday dining menu for Seven Fish restaurant

Four Marlins at The Reach

The Reach Resort’s signature restaurant at 1435 Simonton Street offers holiday-specific options in an elegant resort setting. Christmas Eve and Day specials and New Year’s Eve and Day specials complement the Holidays at The Reach and elevate the dining experience, which has become its hallmark. All the details on your holiday plans are in the link above. Catch one of their happy hours to top yourself up with cheer.

Broil Steakhouse

Broil is already booking for Christmas Eve, so don’t wait to contact them and reserve your dinner spot! Additionally, New Year’s Eve is also filling up quickly. Please give Lola a call to secure your reservation as soon as possible!

Broil Steakhouse Christmas Eve and New Years Eve dinner

The Bent Prop

We are seeing that they will be open on New Year’s Eve. Call to book your reservation and ring in the New Year on Cudjoe Key!

La Te Da

This vibrant spot at 1125 Duval Street brings holiday cheer with festive specialties. Known for its dynamic atmosphere, La Te Da combines Christmas dining with the spirited ambiance that defines Key West celebrations. There is typically, a Christmas Day brunch.

Nine One Five

Enjoy a specially curated selection of holiday-inspired dishes alongside a regular full menu at Nine One Five! Each dish brings forth the spirit of the season. Celebrate with them and this limited-time menu. Reservations are recommended. Visit OpenTable now to secure your spot.

Holiday features menu for nine one five restaurant. Key West holiday dining 2024

Southernmost VFW Post 3911

Call or stop by to make your Christmas Eve or New Year’s Eve reservations. Dinner will be held on both days, and seating will start at 4 pm. A Beef Wellington is set to be the main course and star of the dinner service.

Ocean Grill & Bar

With a four-course dining menu, this Duval Square hideaway invites you to join them and ring in the New Year. Price is $125 per person. Don’t forget this location also provides free parking.

Ocean Grill & Bar New Year's Eve dinner menu

Alonzo’s Oyster Bar

Opening from noon to 10 PM on Christmas Day, this casual seafood spot offers holiday specials while maintaining its regular fresh menu options. The relaxed atmosphere is perfect for those seeking a more laid-back Christmas dinner experience.

Four Flamingos

Celebrity chef Richard Blais brings his culinary expertise to 601 Front Street, offering Christmas and New Year’s menus. Evening reservations are from 5-9 PM and provide access to creative cuisine in a modern atmosphere that elevates the traditional holiday dinner in Key West. Besides Christmas dinner, there is also a New Year’s Eve Dinner and New Year’s Day Brunch (7:30-1:30). Click for Details and Reservations.

Bob’s on Margaret

Happy Holidays from Bob’s on Margaret. They invite you to join them on Christmas Eve and New Year’s Eve with a prix fixe special holiday dining menu in Key West. The cost is $75 per person for your starter, entree, and dessert. Reservations are required so get yours in today!

Bob's on Margaret Christmas Eve & New Year's Eve prix fixe menu

Duffy’s Steak & Lobster House

Duffy’s helps you ring in the holidays in style. This corner stalwart always has plenty of cheer and a festive, fun atmosphere. We enjoyed dining here on Christmas Eve a few years back. Fantastic food and service leave you not worrying about much during the season. They are open on Christmas Eve and Day and New Year’s Eve and Day. Walk-ins are always welcomed; reservations are recommended.

Hard Rock Cafe Key West

Hard Rock Cafe Key West offers its signature Holiday Menu all December. It features a two—or three-course menu with exciting new offerings and holiday-themed cocktails.

Visit with the kids on Saturday, December 21st, at 9 AM for a magical breakfast with Santa! Enjoy their breakfast buffet, donut-making station, and—for the adults—bottomless mimosas! 9 am to 12 pm PRICE: Adults – $24.95 Kids – $11.95 Bottomless Mimosa – $15

Ring in 2025 with your friends at Hard Rock Cafe Key West! Catch them on New Year’s Eve at 10 PM for a legendary New Year’s Eve Costume Party​. Come dressed as your favorite music icon or group and prepare for a night filled with music, delicious bites, and a dance floor that won’t quit! Enjoy 1/2-priced appetizers from 10 pm to 1 am.

Hard Rock Cafe Key West December Specials all day, all month menu

Sarabeth’s Key West

Sarabeths announced they are holding a three-course meal for you on New Year’s Eve and are now taking reservations. Make those dinner reservations to ring in New Year’s Eve. $75/person. Choose an appetizer, entree, and dessert, and you will be good to go.

New Year's Eve menu for Sarabeth's in Key West

Noche Buena Feast at Oldest House & Gardens

Christmas Eve Traditional Cuban Dinner on Duval! Dec. 24, 6-8 pm. The festive Noche Buena feast in the Garden at the Oldest House & Gardens. Celebrate with Cuban traditional favorites. Succulent Roast Pig with all the fixings, Sangria, and El Mocho’s homemade flan! Perfect timing to dine before or after Christmas Eve services. $50 for adults and only $15 for kids under 12.

Noche Buena Christmas Eve Feast

Tavern N Town

Tavern N Town has released its Holiday menus. You can now make your reservations and join them on Christmas Day and New Year’s Eve. There will be a special Christmas Day entree and a full dinner menu. They will be open on New Year’s Eve until the ball drops, with late-night happy hour, a special menu, and the regular dinner menu.

Yellowfin Bar & Kitchen

Ocean’s Edge Resort’s signature restaurant offers a unique holiday dinner featuring highlights like tiger shrimp pasta and prime rib. This year, the Christmas dinner is from noon until 9 pm and costs $80 pp. Choose a starter, main, and dessert. The regular menu will also be available. The coastal-inspired decor creates a relaxed yet refined atmosphere perfect for holiday dining on Stock Island.

Yellowfin bar and kitchen Christmas day menu

Fausto’s

Fausto’s offers convenient Key West holiday dining at-home meal solutions with locations at 522 Fleming Street and 1105 White Street. Their pre-order options include a $179.99 Turkey Dinner, a $99.99 Cuban Pork Dinner for 8-10 people, and a $59.99 Cuban Pork Dinner for 4-6 people, which require orders by December 19th. These fully prepared meals provide a taste of Key West’s culinary heritage.

Tropical Food Market

Another catering option, if you prefer, is from Tropical Food Market. You can choose for Christmas or New Year’s. This meal will feed up to 10 people and will cost $160. Call to place your orders before the December 22nd deadline.

Holiday catering option from Tropical Food Market choose Christmas or New Years.

Make Your Key West Christmas or New Year’s Holiday Dinner Memorable

Whether seeking an elegant four-course experience overlooking the water or a casual seafood feast, Key West’s diverse dining landscape delivers something for every holiday dining celebration. The island’s restaurants thoughtfully blend traditional Christmas favorites with local flavors, creating unique interpretations of holiday classics.

As December 25th approaches, these establishments fill quickly with visitors and locals seeking their perfect holiday meal. We recommend securing your reservations to ensure your spot at one of these sought-after holiday tables. Each venue offers its interpretation of festive dining, promising a holiday celebration distinctly Key West.

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