The Key West Happy Hour Food Guide covers 70+ bars and restaurants across the island with times, food and drink specials, addresses, and a custom map, all updated for 2026. It’s the shortcut past the research, straight to the part where you’re sitting somewhere with a cold drink and a conch fritter in front of … Read more
Key West Lobsterfest is back. After getting cancelled last year, the festival returns August 5 to 9, 2026, which means five days of spiny lobster cooked every way this island can think of and a street fair that shuts down the lower blocks of Duval. Florida Lobster Is Not the Lobster You’re Picturing If you’re … Read more
Pepe’s happy hour runs 1:00 to 6:00 PM daily for the summer, and the headline deal is half-price raw oysters, which works out to 88 cents apiece. That’s five hours of 88-cent oysters, every day, at the oldest restaurant in Key West. The normal window here is 4 to 6 PM. For the summer, Pepe’s … Read more
You booked the trip. Now the list starts. Sunset cruises. Key lime pie. Beaches. Live music. Happy hours. Seafood. Duval Street. Twenty browser tabs and a mild panic about how to fit it all in. Welcome to Key West trip planning. Here’s the thing: Key West rewards people who show up with a loose plan … Read more
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
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
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
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
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
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 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
Everybody’s favorite season is upon us and will reign supreme for the rest of the year. The temperature becomes more pleasant, leaves turn color, palm trees sway, and Sports Bars in Key West will get a little busier. In Key West, the upcoming season is about Fantasy Fest, Local Specials, Hurricane Parties, Stone Crab, and … Read more
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