Here try these. I've Highlited some that you may like.
Fine dining:
HOT TIN ROOF - Here, Latin, Caribbean, and South Florida flavors are artfully combined with landfood and local seafood to create one-of-a-kind dishes like Caribbean Bouillabaisse. 305-296-7701
ANTONIA'S - Excellent Italian dining, superb service. 305 294 6565.
PISCES - Formerly Cafe des Artistes. Exotic seafood selections in a fine dining atmosphere. 305 294 7100
LOUIE’S BACKYARD - Located on the water, fantastic menu, gorgeous view. 305 294 1061.
MARQUESA - Menu changes daily, always impressive. 305 292 1244.
SQUARE ONE - Beautifully prepared American Cuisine - Intimate Piano Bar. 305 296 4300.
ALICE'S - Good mix of seafood, steaks, and always something very unique. Romantic atmosphere. 305 292 5733
More Casual:
ROOFTOP - Delightful after sunset dining, Close to Mallory Dock. Inventive cuisine in a tropical outdoor setting. 305 294 2042.
DUVAL BEACH CLUB - Formerly KELLY'S ON THE BEACH. Caribbean Food, Great bar with ocean views
TURTLE KRAALS - Southwest Seafood, fresh local seafood with a great flair. 305 294 2640.
MANGOES - On Duval St. Salads, seafood, pasta & more. Wood oven pizza. Lunch, Dinner & Late Night. 305 292 4606.
EL SIBONEY - Local’s favorite Cuban Cuisine. Home style and cheap! (Call 45min. ahead for Paella) 305 296 4184.
CAMILLE’S - Great food all day long - gourmet breakfast. Always something different! 305 296 4811.
MARTINS CAFÉ - Fine European dining . The best eggs benedict in the Keys. 305 296 1183.
MO'S - French-Canadian country cooking fresh daily. 305 296 8955.
BAHAMA MAMA'S - In Bahama Village Market. 305 294 3355
BARS :
SCHOONER WHARF - 200 William ST. 305 292 3302 Waterfront Bar and Galley - Live Music
A last little piece of Old Key West
SLOPPY JOE'S - 201 Duval ST. 305 294 5717
A Key West Tradition
HOG'S BREATH SALOON - 400 Front St. 305 296 4222 Across the street from Sunset, Entertainment from 1PM to 2AM
GREEN PARROT BAR - 601 Whitehead St. 305 294 6133 Famous Since 1890, Live Music
THE BULL AND WHISTLE BAR - 224 Duval St.
305 296 4565 Live Music Daily Third floor has a clothing optional bar, that you can look down on the street below.
Of special interest to you Steve may be;
GAY BARS:
BOURBON STREET PUB AND GARDEN BAR
724 Duval St. 305 294 9354 Video and Dance Bar, Dancers Daily after 10PM
801 BOURBON CABARET - 801 Duval St. 305 294 4737 Shows at 9PM and 11PM every night
KWEST MEN - 705 Duval St. 305 292 8500
Happy Hour from 3PM to 8PM, Dancers nightly
AQUA NIGHTCLUB - 711 Duval St. 305 294 0555
Happy Hour Nightly from 4:30PM to 8:30PM
LA TE DA - 1125 Duval St. 305 296 6706
Shows Nightly in the Crystal Room Cabaret