Caribbean

Tin Cup Chalice Bar & Chill

American RestaurantsCaribbean

Whether you’re in the mood for a classic rum runner or our signature frozen concoction, it’s always 5 o’clock at Tin Cup Chalice Bar & Chill. This poolside paradise serves up a spectacular array of tasty tropical beverages and bites throughout the day and well into the night. Located on the Margaritaville Beach House grounds.
Red Shoe Island Bistro

CaribbeanDessert

The Red Shoe Island Bistro is a small restaurant in the heart of old town Key Wes that is known for fresh local seafood, unique salads, and beef stroganoff. There is also beer and wine available. Please join them for one of three seatings offered at 5pm, 7pm, or 9pm.
Kaya Island Eats

CaribbeanCaribbean Restaurants

Serving delicious Caribbean, South Pacific and Pacific Rim cuisine. A truly unique experience!
One Love

CaribbeanLocal Seafood

One Love Food Truck offers Real Island Flavor, high vibe & health conscious gourmet offerings, Award winning hot tuna tacos, jerk chicken, gluten free conch fritters, house-made fresh ginger iced tea and more!
Four Marlins

BreakfastBrunch

Enjoy a culinary adventure with regional flair at Four Marlins. Savor ocean to table highlighting the freshest, locally sourced seafood and produce. Enjoy an extensive selection of the finest rums, specialty cocktails, ice-cold draft beer, and a thoughtfully selected wine list.
Moondog Cafe

American RestaurantsBakeries

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!
Hogfish Bar and Grill

American RestaurantsCaribbean

A true locals’ spot overlooking Safe Harbor on Stock Island, is the Hogfish Bar and Grill. Don’t leave without tasting their signature Killer Hogfish Sandwich or Fried Hogfish Benedict. Or how about a Po' Boy or Lobster BLT? Burgers, Tacos, Fish & Chips and decadent soups and chowders. Bring you catch. They will cook that too! Live Music on the weekends make the Hogfish an island gem.
Shor

American RestaurantsBreakfast

Experience Hyatt's signature Key West restaurant, SHOR. The best of the area's fresh-off-the-boat seafood can be found at their Key West, Florida restaurant, beloved by guests and locals alike.
Ocean Grill and Bar

American RestaurantsBreakfast

Ocean Grill & Bar is in many ways a testimony to the bounty of the sea, the adaptability of creating wondrous dishes from the vast variety of life beneath the waves and the endless multitude of flavors created by cultures all across the world using all manner of natures riches to bring out the natural beauty of seafood.
Thirsty Mermaid

American RestaurantsBurgers

The Thirsty Mermaid serves only the finest ingredients. Including fresh local catch, as well as an array of oysters and other choice seafood items for all those thirsty mermaids. Not to mention, an extensive list of craft beers and wines.
DJ's Clam Shack

American RestaurantsCaribbean

Since 2009, this Diners, Drive-Ins & Dives featured restaurant is a must. DJ's Clam Shack features the best of seafood from the North and the South. Whether you get their world famous clams or lobster roll DJ's Clam Shack offers some of the best seafood in Key West.
Azur

American RestaurantsBreakfast

Azur is a unique dining experience featuring Mediterranean specialties. Whether you choose their shaded terrace or the comfort of their dining room, you are in for a completely different dining experience in Old Town, Key West. Azur is a must on your list of innovative-chef restaurants in Key West.
Matt's Stock Island Kitchen and Bar

American RestaurantsBreakfast

At Matt’s Stock Island Kitchen & Bar, the ingredients speak for themselves. It’s American Coastal Comfort Food—simple, comforting, and delicious in a way you’d never expect. Whether you bring in your own fresh catch for them to prepare or come in to order just a few dishes, you’ll want to try everything on the menu.
Hurricane Hole

American RestaurantsBurgers

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.
Seven Fish

American RestaurantsCaribbean

Serving the freshest local fish in a casual, contemporary bistro setting, Seven Fish is the perfect finish to your day. Unpretentious dishes, with a commitment to only the finest ingredients, and made from scratch every day, it is the meal you don’t want to end. Try the house specialty, Thai Curry Snapper, or any of their other fresh fish dishes. There is something for everyone, lovingly prepared to exceed your expectations, including Seven Fish's specialty drinks and inspiring wine menu.
Conch Republic Seafood Company

American RestaurantsBurgers

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 RestaurantsBurgers

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!