You’ve landed on the right page. 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. Consider it your shortcut to skipping the research and getting straight to the part where you’re sitting somewhere with … 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
This Valentine’s Day, it’s amore and a lot more at Four Flamingos, A Richard Blais Key West Kitchen. The celebrity chef-helmed waterfront dining destination will feature a stunning five-course prix fixe menu that’s made with love. Here is a little deep dive and peek into the well-thought-out and curated Valentine’s Day menu at Four Flamingos. Kicking Things … 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
During the slow season in Key West, a few restaurants close for various reasons every year. It could be for yearly staff breaks or vacations, time off to recoup and regroup, construction and maintenance issues, dodging hurricane season, or just because it is the slowest time of the year. I have seen people ask which … Read more
Whether flying into, driving down, or cruising in, Key West is an ideal carefree destination where good times await. Especially with the Key West Bar Card in hand. Situated at the very end of the Florida Keys, closer to Havana, Cuba, than the nearest Walmart, you will find yourself at Mile Marker Zero. At the … Read more