Key West Restaurant Guide
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Dining -
Restrooms
El Meson de Pepe
A family-owned and operated Cuban restaurant dedicated to great quality food and the preservation of Cuban-Conch Heritage in Key West.
Nearest Trolley Stop: #1
Distance to Trolley Stop: 2 minute walk
410 Wall St.
(305) 295-2620
Website
The Alamo
Best live music in Key West. Delicious seafood on a secluded Old Town street.
Nearest Trolley Stop: #3
Distance to Trolley Stop: 5 minute walk
4 Charles St.
(305) 741-7486
Website
Two Friends Patio
A Key West icon since 1967; serving fresh seafood, fabulous drinks and Karaoke all in an open air patio.
Nearest Trolley Stop: #1
Distance to Trolley Stop: 5 minute walk
512 Front St.
(305) 296-3124
Website
Rams Head Southernmost
Featuring fresh local seafood, build your own Bloody Mary bar and live music.
Nearest Trolley Stop: #5
Distance to Trolley Stop: At the stop
804 Whitehead St.
(305) 440-3196
Website
Glazed Donuts
The Southernmost Donut Shop in the USA; featuring homemade, gourmet donuts.
Nearest Trolley Stop: #4
Distance to Trolley Stop: 5 minute walk
420 Eaton St.
(305) 294-9142
Website
Hog’s Breath Saloon
Hog’s Breath is better than no breath at all! Good times, great entertainment and fun, not to mention the drinks and food are outstanding!
Nearest Trolley Stop: #1
Distance to Trolley Stop: 3 Minute Walk
400 Front St.
(305) 296-4222
Website
Lagerhead Beach Bar and Water Sports
Great seafood, burgers and drinks on the beach overlooking the Key West Harbor.
Nearest Trolley Stop: #3
Distance to Trolley Stop: 2 minute walk
0 Simonton St.
(305) 509-7444
Website
Fisherman’s Cafe
Best Cuban Coffee on the island. Local’s hidden gem serving breakfast sandwiches, Florida lobster tacos, and quick bites for the traveler on the go.
Nearest Trolley Stop: #2
Distance to Trolley Stop: 2 Blocks
205 Elizabeth St.
(305) 900-6878
Website
Cuban Coffee Queen
Enjoy breakfast and lunch at this secret Key West Restaurant. Cuban Coffee Queen is an authentic, local Key West Café with delicious coffee and sandwiches.
Clinton Square
Nearest Trolley Stop:#6
291 Front St.
(305) 922-2896
Downtown
Nearest Trolley Stop:#13
5 Key Lime Square
(305) 294-7787
Waterfront
Nearest Trolley Stop: #2
Distance to Trolley Stop: At the stop!
284 Margaret St.
(305) 292-4747
Duval Street
Nearest Trolley Stop: #11
1130 Duval St.
(305) 985-5233
Irish Kevin’s
With over 20 beers on tap, delicious food and live entertainment, it’s the place visitors and locals alike go for a good time.
Nearest Trolley Stop: #3
Distance to Trolley Stop: Five minute walk
211 Duval St.
(305) 292-1262
Website
Haagen-Dazs
America’s favorite ice cream in all the wonderful flavors.
425 Front St.
Nearest Trolley Stop: #1
(786) 589-3465
625 Duval St.
Nearest Trolley Stop: #13
(305) 453-6218
Mangia Mangia
Fresh pasta at its finest.
Nearest Trolley Stop: #2
Distance to Trolley Stop(s): Beautiful 15 minute stroll through Old Town Key West
900 Southard St.
(305) 294-2469
Website
Hard Rock Café
Typical American food, as well as rock-music memorabilia and plenty of Hard Rock-branded merchandise.
Nearest Trolley Stops: #3 & #4
Distance to Trolley Stop(s): Great 10 minute stroll down Duval Street
313 Duval St.
(305) 293-0230
Website
The Café
A mostly vegetarian place. Delicious vegetarian & vegan dining.
Nearest Trolley Stop: #4
Distance to Trolley Stop: 5 minute walk
509 Southard St.
(305) 296-5515
Website
Salute! On the Beach
Delicious Italian dining right on the beach.
Nearest Trolley Stop: #10
Distance to Trolley Stop: 5 minute walk
1000 Atlantic Blvd.
(305) 292-1117
Website
Santiago’s Bodega
Tapas-style dining with a fabulous wine list in the heart of Bahama Village.
Nearest Trolley Stop: #5
Distance to Trolley Stop: 5 minute walk
7305, 207 Petronia St., #101
(305) 296-7691
Website
Fogarty’s
Located in one of the most historic areas with great food at downright reasonable prices and home to the Flying Monkey Bar, an outdoor, mostly mellow bar.
Nearest Trolley Stop: #3
Distance to Trolley Stop: 5 minutes
227 Duval St.
(305) 294-7525
Website
Mattheessen’s
Delicious cookies, ice cream, and fudge.
106 Duval St.
Nearest Trolley Stop: #1
Distance to Trolley Stop: 8 Minute Walk
(305) 296-1616
Delicious cookies and fudge.
419 D Duval St.
Nearest Trolley Stop: #4
(305) 296-8014
614 Greene St.
Nearest Trolley Stop: #3
(305) 923-5418
Half Shell Raw Bar
A Key West classic. Waterfront dining with a large menu of local seafood and fresh oysters, clams and shrimp served your way.
Nearest Trolley Stop: #2
Distance to Trolley Stop: 1 Minute Walk
231 Margaret St.
(305) 294-7496
Website
Island Dogs
Come as you are! One of Key West’s favorite watering holes features an impressive menu of exotic hot dogs, authentic Boston pub pizza, and top notch bar favorites specially created by Iron Chef protégé Patrick Dunn.
Nearest Trolley Stop: #1
Distance to Trolley Stop: 5 Minute Walk
505 Front St.
(305) 509-7136
Website
Amigos Tortilla Bar
Fresh and healthy tacos, burritos, nachos, quesadillas, and more!
Nearest Trolley Stop: #3
425 Greene St.
(305) 292-2009
Website
Caroline’s Café
Salads, sandwiches, seafood and such. Plus the biggest burger on the island!
Nearest Trolley Stop: #4
Distance to Trolley Stop: 5 minutes
310 Duval St.
(305) 294-7511
Website
Mangoes
A delicious selection of Island Cuisine and Caribbean Sushi Bar.
Nearest Trolley Stop: #13
Distance to Trolley Stop: 1 minute
700 Duval St.
(305)-294-8002
Website
Jack Flats
Key West’s only sports bar with 12 projection screens, 11 plasma TVs, EVERY Sports package & amazing homemade food. 12 oz burgers, ginormous Grouper sandwiches, delicious app’s & great drink prices!!!
Nearest Trolley Stop: #4
Distance to Trolley Stop: 5 minutes
509 Duval St.
(305) 294-7955
Website