Key West Restaurant Guide

Smokin’ Tuna Saloon

Nearest Trolley Stop: #3
Distance to Trolley Stop: 5 minute walk
4 Charles Street
(305) 517-6350
Best live music in Key West. Delicious seafood on a secluded Old Town street.

Two Friends Patio

Nearest Trolley Stop: #1
Distance to Trolley Stop: 5 minute walk
512 Front Street
(305) 296-3121
A Key West icon since 1967; serving fresh seafood, fabulous drinks and Karaoke all in an open air patio.

Rams Head Southernmost

Nearest Trolley Stop: #5
Distance to Trolley Stop: At the stop
804 Whitehead Street
Featuring fresh local seafood, build your own Bloody Mary bar and live music.

Glazed Donuts

Nearest Trolley Stop: #4
Distance to Trolley Stop: 5 minute walk
420 Eaton Street
(305) 296-9142
The Southernmost Donut Shop in the USA; featuring homemade, gourmet donuts.

Hog’s Breath Saloon

Nearest Trolley Stop: #1
Distance to Trolley Stop: 3 Minute Walk
400 Front Street
(305) 296-4222
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!

Lagerhead Beach Bar and Water Sports

Nearest Trolley Stop: #3
Distance to Trolley Stop: 2 minute walk
0 Simonton Street
(305) 293-2033
Great seafood, burgers and drinks on the beach overlooking the Key West Harbor.

Fisherman’s Cafe

Nearest Trolley Stop: #2
Distance to Trolley Stop: 2 Blocks
205 Elizabeth Street
(305) 900-6878
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.

Cuban Coffee Queen

Nearest Trolley Stop: #2
Distance to Trolley Stop: At the stop!
284 Margaret St.
(305) 294-7787
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.

Pinchers Crab Shack

Nearest Trolley Stop: #13
Distance to Trolley Stop: 2 minutes
712 Duval Street
(305) 440-2179
Amazing local seafood in a fun atmosphere overlooking Duval Street.

Irish Kevin’s

Nearest Trolley Stop: #3
Distance to Trolley Stop: Five minute walk
211 Duval Street
(305) 292-1262
With over 20 beers on tap, delicious food and live entertainment, it’s the place visitors and locals alike go for a good time.

El Meson de Pepe

Nearest Trolley Stop: #1
Distance to Trolley Stop: 2 minute walk
410 Wall Street
(305) 295-2620
A family-owned and operated Cuban restaurant dedicated to great quality food and the preservation of Cuban-Conch Heritage in Key West.

Haagen-Dazs

Nearest Trolley Stop: #1
425 Front Street
(305) 296-2299
America’s favorite ice cream in all the wonderful flavors.

Mangia Mangia

Nearest Trolley Stop: #2
Distance to Trolley Stop(s): Beautiful 15 minute stroll through Old Town Key West
900 Southard Street
(305) 294-2469
Fresh pasta at its finest. Open every day at 5:30 PM, seating until 10:00 PM.

Hard Rock Café

Nearest Trolley Stops: #3 & #4
Distance to Trolley Stop(s): Great 10 minute stroll down Duval Street
313 Duval Street
(305) 293-0230
Typical American food, as well as rock-music memorabilia and plenty of Hard Rock-branded merchandise.

The Café

Nearest Trolley Stop: #4
Distance to Trolley Stop: 5 minute walk
509 Southard
(305) 293-0230
A mostly vegetarian place. Delicious vegetarian & vegan dining.

Salute!

Nearest Trolley Stop: #10
Distance to Trolley Stop: 5 minute walk
1000 Atlantic Ave
(305) 292-1117
Delicious Italian dining right on the beach.

Santiago’s Bodega

Nearest Trolley Stop: #5
Distance to Trolley Stop: 5 minute walk
207 Petronia St
(305) 296-7691
Tapas-style dining with a fabulous wine list in the heart of Bahama Village.

Fogarty’s

Nearest Trolley Stop: #3
Distance to Trolley Stop: 5 minutes
227 Duval Street
(305) 294-7525
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.

Mattheessen’s

106 Duval Street
Key West, FL 33040
Nearest Trolley Stop: #1
Distance to Trolley Stop: 8 Minute Walk
(305) 296-1616
Delicious cookies, ice cream and fudge.

419d Duval Street
Key West, FL 33040
Nearest Trolley Stop: #4
(305) 296-8014
Delicious cookies and fudge.

Half Shell Raw Bar

Nearest Trolley Stop: #2
Distance to Trolley Stop: 1 Minute Walk
231 Margaret St.
(305) 294-7496
A Key West classic. Waterfront dining with a large menu of local seafood and fresh oysters, clams and shrimp served your way.

Island Dogs

Nearest Trolley Stop: #1
Distance to Trolley Stop: 5 Minute Walk
505 Front St.
(305) 509-7136
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.

Amigos Taco Bar

Nearest Trolley Stop: #3
425 Greene Street
(305) 292-2009
Fresh and healthy tacos, burritos, nachos, quesadillas and more!

Caroline’s Café

Nearest Trolley Stop: #4
Distance to Trolley Stop: 5 minutes
310 Duval Street
(305) 294-7511
Salads, sandwiches, seafood and such. Plus the biggest burger on the island!

Mangoes

Nearest Trolley Stop: #13
Distance to Trolley Stop: 1 minute
700 Duval Street
(305)-294-8002
A delicious selection of Island Cuisine and Caribbean Sushi Bar.

Jack Flats

Nearest Trolley Stop: #4
Distance to Trolley Stop: 5 minutes
509 Duval Street
(305) 294-7955
Key West’s only sports bar with 12 projection screens, 11 plasma tv’s, EVERY Sports package & amazing homemade food. 12 oz burgers, ginormous Grouper sandwiches, delicious app’s & great drink prices!!!