[Skip to Content]Privacy Policy
Call Now: 305-296-2215

The Best Key West Restaurants Are Just Steps Away

Fresh seafood, key lime pie, and cheeseburgers in paradise go hand-in-hand when thinking of the Key West dining scene. Enjoy outdoor cafes, food trucks, and waterfront dining with fresh seafood from the Gulf of Mexico and the Atlantic Ocean.
 
Infused with island flavors and Caribbean influences, Key West is brimming with restaurants and eateries, from casual to upscale dining. Walk to dozens of restaurants and bars from our hotel near Duval Street in the heart of Old Town Key West. Try the conch fritters at Louie's Backyard and the freshest catch at Bo's Fish Wagon.
Tipsy Rooster in Key West, Florida

Tipsy Rooster

Drink now or stack up for later. The Tipsy Rooster is the one stop, sip and shop liquor store and a bar. The Tipsy Rooster specializes in locally made spirits and hand-crafted cocktails. Whether you're on a rum run or looking to prepare for today's adventure with a new flavor, we have what you to keep the good times going.

Fresh Local Dining And Nightlife In Key West, Fl

Located in the Old Town section of Key West, our top rated motel puts you right in the middle of some of the most popular restaurants and nightlife.
 

Popular Key West Restaurants

A vacation to the Florida Keys wouldn't be the same without fresh local seafood and waterfront dining. With perfect weather year-round, you'll find plenty of outdoor options with an emphasis on island flavors. You'll also find a wide variety of international dishes, vegetarian cuisine and island specialties including conch fritters and Key Lime pie. In typical Old Town Key West style, dining ranges from food trucks to candlelit rooms with ocean views.

Camille's Restaurant in Key West
Just one block from Southwinds Motel, Camille's Restaurant has been a local favorite for over 20 years. Their quirky pink building on Simonton serves breakfast, lunch and dinner and offers a Wild Alaskan Snow Crab special on Tuesday, Wednesday & Saturday.
Southernmost Beach Café in Key West
At the southern end of Duval Street, Southernmost Beach Café is located directly on South Beach. Enjoy a casual dining atmosphere and specialty cocktails at this open air restaurant offering one of the best views in town.
Caroline's Restaurant in Key West
Located right on Duval Street, enjoy people watching at this open air restaurant while dining on some of the best Conch fritters in town. Caroline's offers a cool, relaxed atmosphere, fresh local ingredients and a bar where the staff serves up all your favorite libations.

Seafood Restaurants

Blue Heaven in Key West
A free spirited outdoor restaurant, Blue Heaven is famous for their colorful tables and chairs, great food, and local chickens and roosters that may stop by to say hello to diners. Located in Bahama village, its eclectic menu includes items such as Caribbean shrimp deglazed with Red Stripe beer and jerk chicken.
A&B Lobster House at Key West Florida
For a special night out, plan a meal at this elegant 2nd floor restaurant located on the Bight Marina. With white tablecloths and spectacular harbor views, A&B Lobster House can be counted on for the freshest local seafood and an unforgettable culinary experience.
Key West Florida Conch Republic Seafood Company
Also located on the Bight Marina, Conch Republic Seafood Company (known as "Conch Farm" to the locals) is a favorite for fresh seafood, happy hour specials and fun, Key West ambiance.
Half Shell Raw Bar in Key West Florida
The cover art for Kenny Chesney's "When I See This Bar" single, Half Shell Raw Bar is a favorite for fresh seafood and casual atmosphere at the Historic Seaport. It's also the only seafood restaurant in Key West that runs its own Fish Market.
Turtle Kraals at Key West Florida
Turtle races, oyster bar and fresh seafood ceviche are just a few of the specialties at this Historic Seaport bar. Head up to the upper deck and enjoy unbeatable views of the marina and a front row seat to the sunset.

Steak And Lobster Restaurants

Duffy's Steak & Lobster House in Key West Florida
Open since 1948, Duffy's arguably serves the finest steaks and seafood in Key West in a casual atmosphere at affordable prices. From prime rib to whole fresh Maine or Florida lobster, Duffy's decadent menu won't disappoint.
The Commodore Waterfront at Key West Florida
Another Historic Seaport option, the Commodore is located on the second floor above The Boat House restaurant. The premiere waterfront view is complemented by excellent service and delicious menu items like yellowtail snapper "Cayo Hueso" and bone-in rib eye steak.

Italian Restaurants

Abbondanza in Key West Florida
The winner of "The People's Choice" for favorite Italian restaurant in Key West for many years, Abbondanza offers an extensive selection of pasta and other Italian favorites. Its Old Town Key West location, friendly atmosphere and great service make this a top choice for locals and visitors alike.
Mangia Mangia at Key West Florida
Known for their fresh homemade pasta, Mangia Mangia's delicious menu offers spaghetti with green-lipped New Zealand mussels and a variety of other pasta dishes. Mangia Mangia is located in the heart of Old Town at the corner of Southard and Margaret streets and offers both indoor and outdoor patio seating.
Key West Florida Antonia's
Located on Duval Street, Antonia's is a Key West landmark serving handmade pasta created in-house daily. They specialize in finely crafted sauces, pristine local seafood and a carefully curated bar to ensure a delicious meal you won't soon forget.

Caribbean Restaurants

Bien in Key West Florida
At the corner of Eaton and Grinnell, this Caribbean Latino restaurant is a top choice on TripAdvisor for good reason. Try the slow roasted pork shoulder, steak, and/or chicken breast sandwiches with a side of fire roasted corn and black beans & rice.
El Siboney at Key West Florida
A bit of a hidden treasure, El Siboney is located in the small mid-town neighborhood on Catherine Street. The Cuban cuisine menu features a variety of authentic Cuban meals including pork, beef, seafood and chicken dishes.
Key West Florida El Mason de Pepe
Located in Mallory Square, El Mason de Pepe has been crafting authentic Cuban food and drinks for over 30 years. Dine in or visit their patio bar after the sunset celebration for a fresh mojito and live music performance.

Sushi Restaurants

Ambrosia Sushi in Key West Florida
Right across the street from Southwinds Motel you'll find Key West's most popular Sushi Bar, Ambrosia. Open since 1998, Ambrosia meticulously crafts the finest sushi and Japanese food on the island. Elegant décor and its prime location make Ambrosia the perfect choice for a celebration.
Origami Sushi Bar at Key West Florida
For a Key West casual option, Origami Sushi Bar is located in Duval Square and offers a quaint garden patio looking out onto the square. This Japanese Bistro complete with fresh sushi bar is the perfect casual dining option.

Tacos And Burritos

Bad Boy Burrito in Key West Florida
Featured on the Food Network's "Diners, Drive-Ins and Dives", Bad Boy Burrito is only 2 blocks from the motel and is our top choice for delicious burritos or homemade soft corn tacos packed with fresh local seafood.
Amigo's at Key West Florida
A tortilla bar with casual bar counter seating, Amigo's is the perfect place to people-watch while sipping a cold Corona and enjoying a Baja fish burrito. They're also the "Home of the Square Taco", a taco machine they invented to hold more fillings with less spilling!
Key West Florida Garbo's Grill
At the Northern end of Duval, you'll find another "Diners, Drive-Ins and Dives" sensation: Garbo's Grill. The eclectic menu also features fresh local seafood, but it's known for its Umami burger featuring ½ pound of Angus beef, Applewood bacon and chipotle Gouda.

French

Banana Café in Key West Florida
Back at our end of Duval, Banana Café is known for their rooftop terrace and authentic French flavors. Their breakfast, lunch and dinner menu offer a wide variety of options including delicious homemade crepes & quiches.

Key West Nightlife

Key West is also well known for its world famous nightlife scene. Though the island is only 4x2 miles in size, there are over 360 liquor licenses, providing you with plenty of options to de-stress. From low-key bars to clubs, Key West's nightlife never has a shortage of fun, cocktails or live music.

Live Music

Green Parrot in Key West Florida
Though you can find live music pretty much anywhere in Key West, the Green Parrot bar has been named one of the best live music venues in Florida. Bands from around the world perform onstage during Friday, Saturday and Sunday 5:30 to 7pm "soundchecks" followed by a second late night performance.
Irish Kevin's at Key West Florida
"I came, I drank…I don't remember" is not only the slogan, but also likely a warning! Entertainers encourage audience participation in their performances at this fun Irish themed bar.
Key West Florida Hog's Breath
This world famous bar is a popular Key West watering hole complete with shop, restaurant and bar. Conveniently located at the corner of Front and Duval streets, they stand behind the fact that "Hog's Breath is Better Than No Breath at All!"
Schooner Wharf of Key West Florida
A Key West classic, the Schooner Wharf is located in the Key West harbor providing patio seating and live band performances. They serve breakfast, lunch, dinner and late night snacks in this low-key bar on the water.
Whistle Bar The Bull in Key West Florida
Among one of the last old-time, open-air Duval Street Bars, the Bull Key West and Whistle Bar offers up live music and entertainment, old-fashioned beers, cocktails, and great people watching from the second story balcony.
Captain Tony's Saloon in Key West Florida
Every time a celebrity visits this time-honored bar, a stool is added in their honor, and Captain Tony's has a lot of stools. This is where Jimmy Buffet got his start in Key West, and remains a favorite hotspot to this day.

Casual

The Porch and The Other Side in Key West Florida
The old Porter Mansion on the corner of Duval and Caroline street houses 2 different bars on the 1st floor with porch seating. The Porch has a laid back vibe and features craft beer and wine, while The Other Side offers a lounge-like atmosphere and signature cocktails.
Vino's at Key West Florida
This quaint wine bar has an extensive wine collection that is constantly changing to keep selections fresh and exciting. Enjoy a glass on the porch overlooking Duval Street or in its cozy, vintage setting.

Clubs

Rick's in Key West Florida
Key West's largest entertainment complex features 8 bar venues, each offering a different experience from the rest. Options include a dance club, live music & sports bar, tree bar on Duval and more.
Fat Tuesday's at Key West Florida
A world famous chain, Fat Tuesday's frozen daiquiris are guaranteed to cool you off after a long day on the town. This lively venue has a DJ every night and is one the hot dancing venues on Duval.

Cabaret And Drag Shows

La Te Da in Key West Florida
This downtown cabaret is only 3 blocks away from the Southwinds Motel. La Te Da features an outdoor bar and restaurant as well as nightly performances from Christopher Peterson, Randy Roberts and more.
Aqua at Key West Florida
At this popular Key West bar & nightclub, "Reality is a Drag&" and drag is a reality! Nightly shows include performances from the Aquanettes with singing, dancing and comedy.
Book Your Rooms
  • Book Now