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
Louie’s Backyard is one of the Key West restaurants people book when the occasion actually matters. This page covers what’s on the menu across all three parts of the property, the hours for each, and the practical questions that come up before you book. Price ranges checked August 2026; I update this page when they … Read more
Pepe’s Cafe is one place where I send people who ask where Key West eats. It opened in 1909 and has been serving breakfast through dinner every day of the year since. It also runs a full turkey dinner every Thursday, and most things are made from scratch, which tells you most of what you … Read more
Key West Lobsterfest returned August 5 to 9, 2026, after getting cancelled the year before: five days of spiny lobster cooked every way this island can think of, and a street fair that shut down the lower blocks of Duval. The 2027 dates are already out. The 29th annual Lobsterfest runs August 11 to 15, … 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, and it is longer than the trip. Key West is four miles by two. Most people show up with three days, twenty browser tabs and a plan that includes a sunset cruise, a snorkel trip, key lime pie and a full lap of Duval. Something gets cut. … 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
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 falls on Thursday, November 26, 2026. The question I get every year is the same one: which Key West restaurants are actually open, and are any of them worth booking? More than you would expect. Some go full traditional turkey spread. Others lean into what Key West does best, which is fresh seafood, good … Read more
Everybody’s favorite season is upon us. 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 Football! College football began on August 29 and the first … Read more