| | Name | | | City | Branch of business |
   | The café and bar @ Island House
1129 Fleming Street |
|  | Key West | Café Restaurants |
| | The Restaurant @ La Te Da
1125 Duval Street |
| | Key West | New American Cuisine |
 | The Cabaret at La Te Da in The Crystal Room
1125 Duval Street |
| | Key West | Drag Shows, Cabaret, Comedy Shows, Revues & Show Bars |
 | Truman Adult Books and Video
922 Truman Avenue |
| | Key West | Bookshops |
| | Flaming Maggie's
830 Fleming St |
| | Key West | Bookshops |
 | Venus Charters for Women
2210 Staples Ave |
| | Key West | Lesbian Travel & Accommodation for Women |
| | Gay & Lesbian Trolley Tour
513 Truman Avenue
@ Key West Business Guild Office & Visitor Center |
| | Key West | Tourist Attractions & Features |
| | Key West Blu Q |
| | Key West | Gay Yacht & Sailboat Tours & Charter |
 | Oasis Guest House
823 Fleming St |
| | Key West | Guesthouses |
| | Alyson Adventures
923 White Street |
| | Key West | Tour Operators |
 | Kwest Men
705 Duval Street |
| | Key West | Bars |
| | Bootleggers
411 Petronia St |
| | Key West | Bars |
| | Bobby's Monkey Bar
900 Simonton St |
| | Key West | Bars |
| | IWFFA - International Women's Flag Football Association |
| | Key West | Sport Clubs & Groups |
| | Pearl's Patio
525 United St |
| | Key West | Lesbian Bars, Cafés, Clubs etc. |
 | Gay and Lesbian Community Center of Key West
513 Truman Avenue |
| | Key West | Pride Centers, Switchboards & Helplines |
| | Leather Master
418 Applerouth Lane |
| | Key West | Fetish Shops (SM, Leather, Rubber) |
| | Graffitti
701 Duval St. |
| | Key West | Underwear |
| | Bourbon Street Pub
724 Duval St. |
| | Key West | Pubs / Neighborhood Bars |
| | Aqua Nightclub
711 Duval St. |
| | Key West | Night Clubs & Lounges |
| | 801 Bourbon Bar & Cabaret
801 Duval St |
| | Key West | Drag Shows, Cabaret, Comedy Shows, Revues & Show Bars |
| | Pearl's Rainbow - Lesbian Resort Hotel
525 United Street |
| | Key West | Lesbian Travel & Accommodation for Women |
| | The New Orleans House
724 Duval St |
| | Key West | Guesthouses |
| | La Te Da
1125 Duval Street |
| | Key West | Hotels |
| | Resort Hotel Island House
1129 Fleming Street |
| | Key West | Resorts |
| | Heron House
512 Simonton Street |
| | Key West | Guesthouses |
| | Heron House Court (formerly Fleur de Key)
412 Frances Street |
| | Key West | Guesthouses |
| | Equator Resort
818 Fleming St. |
| | Key West | Resorts |
| | Coral Tree Inn
822 Fleming St |
| | Key West | Inns |
| | Coconut Grove
815 Fleming Street |
| | Key West | Guesthouses |
| | Big Ruby's Guesthouse Key West
409 Applerouth Lane |
| | Key West | Guesthouses |
| | Andrews Inn
Zero Whalton Lane |
| | Key West | Inns |
| | Key West Business Guild Office & Visitor Center
513 Truman Avenue |
| | Key West | Tourist Information & Travel Guides |
| | Gay Key West Online |
| | Key West | Gay Guides online |
 | Hog's Breath Saloon
400 Front Street |
| | Key West | Music Pubs |
| | The Reach Resort
1435 Simonton Street |
| | Key West | Resorts |
 | Dexter's Thornton Park
808 Washington St. |
| | Key West | New American Cuisine |
| | The Strand @ Pearl's
525 United Street |
| | Key West | Breakfast Restaurants |
| | Square One Restaurant
1075 Duval Street |
| | Key West | American (Traditional) Cuisine |
| | Sarabeth's
530 Simonton Street |
| | Key West | American (Traditional) Cuisine |
| | Roof Top Café (New-Island Cuisine)
308 Front Street |
| | Key West | Creative Cuisine |
| | Origami Japanese Restaurant
1075 Duval St |
| | Key West | Japanese Cuisine |
| | Martin's Cafe Restaurant
416 Applerouth Ln |
| | Key West | Café Restaurants |
| | Mangoes Restaurant & Catering
700 Duval St |
| | Key West | Creative Cuisine |
| | La Trattoria Restaurant
524 Duval St |
| | Key West | Italian Cuisine |
| | Jose's Cantina Restaurant
800 White St |
| | Key West | Cuban Cuisine |
| | Duffy's Steak & Lobster House
1007 Simonton St |
| | Key West | Steakhouses |
| | Eric's Bottega Italian Deli
728 Simonton Street |
| | Key West | Delis |
| | Commodore Waterfront Restaurant
700 Front St |
| | Key West | Seafood & Fish Specialities |
| | Camille's Restaurant
1202 Simonton St |
| | Key West | Breakfast Restaurants |
| | Café Marquesa
600 Fleming Street |
| | Key West | New American Cuisine |
| | Pisces (formerly Cafe Des Artistes)
1007 Simonton Street |
| | Key West | Seafood & Fish Specialities |
| | Abbondanza Italian Restaurant
1208 Simonton St |
| | Key West | Italian Cuisine |
| | A & B Lobster House
700 Front St |
| | Key West | Seafood & Fish Specialities |
| | Virgilio's
524 Duval St |
| | Key West | Cocktailbars |
| | Schooner Wharf Bar
202 William St |
| | Key West | Seafood & Fish Specialities |
| | Ricks & Durty Harry's
202 Duval St |
| | Key West | Night Clubs & Lounges |
| | Kelly's Caribbean Bar & Brewery Restaurant
301 Whitehead St |
| | Key West | Pub Restaurants |
| | Bottlecap Lounge and Liquor
1128 Simonton Street |
| | Key West | Bars |
| | Grand Cafe Key West
314 Duval Street |
| | Key West | Café Restaurants |
| | Historic Hideaways
1109 Duval Street |
| | Key West | Accommodation Directories & Services |
| | Authors Key West Guesthouse
725 White Street |
| | Key West | Guesthouses |
| | Cypress House and Cypress House Studios
601 Caroline Street |
| | Key West | Inns |
| | Antonia's
615 Duval Street |
| | Key West | Regional Italian Cuisine |
| | Seascape Tropical Inn
420 Olivia Street |
| | Key West | Inns |
| | The Pilot House
414 Simonton Street |
| | Key West | Guesthouses |
| | L'Habitation
408 Eaton Street |
| | Key West | Guesthouses |
| | Lighthouse Court - Historic Old Town Hotel
902 Whitehead St |
| | Key West | Hotels |
| | Heartbreak Hotel
716 Duval Street |
| | Key West | Hotels |
| | Curry House
806 Fleming Street |
| | Key West | Guesthouses |
| | Key West Florida Official Tourism Website |
| | Key West | Tourist Information & Travel Guides |
gay/lesbian or gay-owned venue
gay/straight mixed or gay-managed venue
gay-friendly venue
venue has realigned: it's not gay/lesbian any more (not gay-friendly)