Sinz Burrito
Caribbean • Craft Beer
For those of you that like Chipotle this is the place for you! Always serving the freshest ingredients, Sinz Burritos is a place you cannot miss. Whether you get a bowl, tacos, or a burrito you will love it!
Rams Head Southernmost
Burgers • Caribbean
Rams Head was founded in Annapolis, Maryland and has been family owned and operated since 1989. With roots in Key West, Rams Head is proud to be part of the local community and is committed to providing the best in Food, Fun, and Beer.
Sloppy Joes
Craft Beer • Live Music
As one of Key West’s most iconic locations and the favorite watering hole of Ernest Hemingway, Sloppy Joe’s boasts visitors from all over the world who come to enjoy their favorite beverage, true Key West atmosphere, and high quality cuisine. There’s always a party in the main bar and Joe’s Tap Room sports a large variety of crafted and specialty beers. Live musical entertainment begins at 12 in the afternoon and rocks until 2:00 a.m.!
Old Town Tavern & Beer Garden
Craft Beer • Wine Bars
The lively bar where you can mingle with the locals. Air conditioned, smoke free, indoor high tables or cozy benches? Outdoors in the Beer Garden against the rail to watch the comings and goings of Duval Street or at a garden table? They are also pet friendly!
Heroes Bar & Liberty Lounge
Craft Beer • Wine Bars
Heroes Bar & Liberty Lounge is a pub and craft cocktail lounge in the heart of the historic district of Old Town in Key West, FL. All veterans, active duty military members and first responders receive a 20% heroes discount!
Island Dogs Bar
Craft Beer • Wine Bars
Island Dog welcomes both locals and tourist for a laid back experience, with affordable drink and delicious food. Come and enjoy live music every weekend!
Shots and Giggles
Craft Beer • Wine Bars
Shots and Giggles is a local's favorite bar in Key West, FL. Nestled next to Tattoos & Scars Saloon right off of Greene St., Shots and Giggles is known for its relaxed atmosphere, cold drinks, and always having the game on any of their 5 TVs.
Bearded Lady
Craft Beer • Wine Bars
The Bearded Lady offers a selection of 40 different beers, both domestic and import. They even have local brews on tap! Enjoy good beer right off of Duval Street.
Mary Ellen's Bar & Restaurant
American Restaurants • Cocktail Bars
Mary Ellen's Bar & Restaurant is nestled on Appelrouth Lane, right off of the famous Duval Street. They are known for beer and cocktails, as well as the cheesiest grilled cheese sandwiches and an extensive beer can collection.
General Horseplay
Cocktail Bars • Craft Beer
General Horseplay offers live entertainment and tomfoolery, along with craft cocktails and beer in an old brick house.
Moondog Cafe
American Restaurants • Bakeries
Visit Moondog Cafe & Bakery, right next door to the historical Hemingway House in Bahama Village, downtown Key West. Serving up your favorites for breakfast, lunch, and dinner. Offering a wide selection of vegetarian, vegan, and gluten-free options. Even in their bakery!
Hurricane Hole
American Restaurants • Burgers
From the dockside bar and grill, complete marina, wide range of watersports options and upstairs restaurant overlooking the harbor, Hurricane Hole Marina is a treasure waiting to be discovered from sunup to sundown. Known as "The Hole" by locals the complex is a one-stop dining and recreational shop for those wishing to experience the best the Keys has to offer. So, plan to relax, stay awhile, and have fun.
Conch Republic Seafood Company
American Restaurants • Burgers
Experience true dock-to-dish dining as you enjoy the incredible views of the Historic Seaport inside our fully open air restaurant! Often, you’ll see our very own fleet of boats unloading their catches of fresh fish, stone crab and Caribbean Lobster!
Waterfront Brewery
American Restaurants • Burgers
Opened in 2015, the Waterfront Brewery is a working brewery, restaurant, and entertainment center located in the heart of old town overlooking the Key West Historic Seaport and Bight. They’re constantly coming up with new brews, many of which have won awards! The food is as lovingly handcrafted as their beers! Bring your friends for some games, fun, and relaxation while admiring the spectacular view. They aren’t called “Waterfront” for nothing!
El Siboney
Craft Beer • cuban
El Siboney is a Key West favorite for Cuban food. Palomilla steak, grilled chicken and selection of fresh fish complement local favorites Ropa Vieja, Picadillo, Cuban Roast beef. Black beans, rice, plantains come with every meal, so you will never leave hungry. For lighter fare, sandwiches and homemade soups. Finish up with something sweet with flan, rice pudding, natilla and guava cake. Another location can be found at 5510 3rd Ave, Stock Island, FL 33040.
Denny’s
American Restaurants • Burgers
In the mood for some strictly American food? Then head over to Key West’s Denny’s. Whether you’re craving breakfast, lunch, or dinner that’s only American, they have something to satisfy every guest’s appetite. From fluffy pancakes to crispy bacon or juicy hamburgers and salads, it’s all delicious at a quick and fair value. Just like any good traditional American diner, coffee pots are always hot and brewing.
