Valentine’s Day in Key West

heart shaped macaron available at four flamingos this valentine's day in key west

Love is in the air as Valentine’s Day approaches, and many of your favorite restaurants in Key West are setting the table and will be waiting for you. Whether you are deciding between a date night done right or a cozy romantic dinner for two, you will discover many options available for whatever mood may … Read more

Key West Summer Dining Specials

Early bird breakfast plate with eggs, bacon, home fries, and a mimosa at Rams Head Southernmost in Key West

Summer is one of my favorite times to eat around Key West. Every year, restaurants across the island roll out Key West summer dining specials featuring brunch deals, happy hours, seasonal menus, and limited-time promotions that make it easier to enjoy great food while spending a little less. Whether you’re a local or visiting the … Read more

The Upstairs Cafe at Louie’s Backyard

Panoramic view and food at the Upstairs Cafe at Louie's Backyard in Key West.

Elevate your dinner plans with a trip upstairs to The Cafe at Louie’s Backyard. You don’t have to worry about reservations as there are none. Simply show up, take in the stunning views, and enjoy the vibe! Chef Brandon has prepared a wonderfully light, refreshing tapas-style menu to set the mood. The dishes are elegant … Read more

Key West Local Dining Specials

Crabby Bloody Mary topped with a fried soft-shell crab and olives at Square Grouper in Key West

Local appreciation season is here, and restaurants across the island are running Key West Local Dining Specials to say thanks to residents. Most run from late spring through September, though some start earlier each year. These are locals-only specials, ID required. Savings can run up to 50% off, so it’s worth checking back as new … Read more

Christmas and New Year in Key West

Surf & Turf plate. Christmas and New Year dining in Key West

Whether you’re looking for somewhere to eat on Christmas Eve, Christmas Day, New Year’s Eve, or New Year’s Day, this Christmas and New Year in Key West 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 … Read more

White Street Pizza

Pizza boxes and cookies on display at White Street Pizza

I took my wife to White Street Pizza the other night after she got off work. We hadn’t dined in the restaurant yet and had only had delivery. It is in our neighborhood, so it is very convenient. The waiter took our orders, and we met and talked a little with the owner. White Street … Read more

Thanksgiving in Key West

A Thanksgiving plate at LaTeDa restaurant in Key West.

Thanksgiving in Key West is its own thing. The question I get most is simple: which restaurants are actually open, and are any of them worth it? Short answer: yes, and more than you’d expect. Some go full traditional turkey spread, others lean into what Key West does best: fresh seafood, good cocktails, and a … Read more

Key West Slow Season

Sign saying slow season we're closed with a rooster

Every year during slow season, a stretch of Key West restaurants lock the doors for a few weeks. Staff vacations, renovations, hurricane season, or no good reason to stay open while the island is quiet. People ask every year which places are closed, so this is the running list for 2026. Most announcements land between … Read more

Alonzo’s Oyster Bar

A sign for Alonzo's Oyster Bar. A restaurant in Key West Florida.

Alonzo’s Oyster Bar in Key West has you covered if you are after fresh seafood with stellar sea views down at the Historic Seaport. If you are in Key West and wondering where to get some oysters, Alonzo’s will be one of the options that you will find. At Alonzo’s, the oysters are “fresh as … Read more

Pepe’s Cafe (the Oldest Restaurant in Key West)

Oysters at Pepe's Cafe the oldest restaurant in Key West

What is the oldest restaurant in Key West? To answer that question, start at the end of the road. Head for the last of the “connected” islands (keys), where you will find Mile Marker Zero. Here you will also find the oldest restaurant in Key West and the Florida Keys. Pepe’s Cafe is the oldest … Read more