| AMERICAN SCHOOL OF MAGIC, INC.Key West, FL · Active | Key West, FL | Corporation | Jan 27, 2025 | Active |
| KEY WEST COOKING SCHOOL, LLCKey West, FL · Active | Key West, FL | LLC | May 9, 2024 | Active |
| OLD TOWN VACATION RENTALS, LLCKey West, FL · Active | Key West, FL | LLC | May 7, 2024 | Active |
| KHEVH INVESTMENT, LLCKey West, FL · Active | Key West, FL | LLC | Dec 13, 2021 | Active |
| KEY WEST VACATION HOME RENTALS, LLCKey West, FL · Active | Key West, FL | LLC | Dec 16, 2019 | Active |
| KEY WEST TOURS & ATTRACTIONS LLCKey West, FL · Active | Key West, FL | LLC | Aug 17, 2018 | Active |
| KEY WEST LUXURY PROPERTY MANAGEMENT, INC.Key West, FL · Active | Key West, FL | Corporation | Apr 12, 2017 | Active |
| EXCLUSIVE LUXURY PROPERTY MANAGEMENT, INC.Key West, FL · Active | Key West, FL | Corporation | Apr 10, 2017 | Active |
| LUXURY KEY WEST PROPERTY MANAGEMENT, INC.Key West, FL · Active | Key West, FL | Corporation | Apr 10, 2017 | Active |
| ST. AUGUSTINE WAX MUSEUM, LLCKey West, FL · Active | Key West, FL | LLC | Feb 5, 2014 | Active |
| CASA CAYO HUESO, LLCKey West, FL · Inactive | Key West, FL | LLC | Mar 22, 2013 | Inactive |
| HISTORIC DUVAL STREET, LLCKey West, FL · Active | Key West, FL | LLC | Nov 29, 2012 | Active |
| YANKEE FREEDOM III, LLCKey West, FL · Active | Key West, FL | LLC | Jul 14, 2008 | Active |
| ISLANDER VILLAGE MASTER PROPERTY OWNERS' ASSOCIATION, INC.Key West, FL · Active | Key West, FL | Nonprofit | May 15, 2008 | Active |
| ISLANDER VILLAGE, LLCKey West, FL · Active | Key West, FL | LLC | Apr 6, 2007 | Active |
| TORTUGA WEST HOUSING, LLCKey West, FL · Active | Key West, FL | LLC | Aug 17, 2006 | Active |
| TRUSTED TOURS OF AMERICA, L.L.C.Key West, FL · Active | Key West, FL | LLC | Jan 19, 2006 | Active |
| PARK VILLAGE, LLCKey West, FL · Active | Key West, FL | LLC | Sep 7, 2005 | Active |
| FLORIDA KEYS ASSISTED CARE COALITION, INC.Key West, FL · Inactive | Key West, FL | Nonprofit | May 21, 2004 | Inactive |
| DRIVE IN, LTD.Key West, FL · Active | Key West, FL | Partnership | Apr 7, 2004 | Active |
| 719 EISENHOWER, LTD.Key West, FL · Active | Key West, FL | Partnership | Mar 12, 2004 | Active |
| OLD TOWN KEY WEST DEVELOPMENT, LLCKey West, FL · Active | Key West, FL | LLC | Mar 10, 2004 | Active |
| KEY COVE LANDINGS, LLCKey West, FL · Active | Key West, FL | LLC | Nov 21, 2002 | Active |
| THE KEY WEST--HARRY S. TRUMAN FOUNDATION, INC.Key West, FL · Active | Key West, FL | Nonprofit | Jan 24, 2002 | Active |
| OLD TOWN TROLLEY TOURS OF ST. AUGUSTINE, L.L.C.Key West, FL · Active | Key West, FL | LLC | Jul 20, 2001 | Active |
| KEY HAVEN ESTATES, LLCKey West, FL · Active | Key West, FL | LLC | Mar 30, 2001 | Active |
| HISTORIC TOURS SHIP SERVICES, INC.Key West, FL · Active | Key West, FL | Corporation | Mar 20, 2001 | Active |
| HISTORIC PROPERTIES MANAGEMENT, INC.Key West, FL · Active | Key West, FL | Corporation | Oct 10, 2000 | Active |
| TROPICAL SHELL & GIFTS, INC.Key West, FL · Active | Key West, FL | Corporation | Feb 8, 1962 | Active |
| BUGGY BUS, INC.Key West, FL · Active | Key West, FL | Corporation | Jul 17, 1969 | Active |
| AUTHENTIC OLD JAIL, INC.St. Augustine, FL · Active | St. Augustine, FL | Corporation | Jan 28, 1972 | Active |
| OLD TOWN KEY WEST DEVELOPMENT,LTD.Key West, FL · Active | Key West, FL | Partnership | Jun 5, 1975 | Active |
| KEY WEST HAND PRINT FABRICS, LTD.Key West, FL · Active | Key West, FL | Partnership | Dec 31, 1985 | Active |
| ST. AUGUSTINE HISTORICAL TOURS, INC.St. Augustine, FL · Active | St. Augustine, FL | Corporation | Sep 21, 1981 | Active |
| IMAGES OF KEY WEST, INC.Key West, FL · Active | Key West, FL | Corporation | Feb 25, 1982 | Active |
| OLD TOWN TROLLEY TOURS OF WASHINGTON, INC.Location not reported, FL · Active | Location not reported, FL | Corporation | Jan 16, 1996 | Active |
| OLD TOWN TROLLEY TOURS OF SAN DIEGO, INC.Location not reported, FL · Active | Location not reported, FL | Corporation | Sep 9, 1998 | Active |
| CONCH TOUR TRAIN, INC.Key West, FL · Active | Key West, FL | Corporation | May 9, 1983 | Active |
| HISTORIC TOURS OF AMERICA, INC.Key West, FL · Active | Key West, FL | Corporation | Feb 7, 1984 | Active |
| TREASURES OF THE FLORIDA KEYS, INC.Key West, FL · Active | Key West, FL | Corporation | Aug 19, 1986 | Active |
| STEAMPLANT CONDOMINIUMS, LLCKey West, FL · Inactive | Key West, FL | LLC | Nov 21, 2002 | Inactive |
| MARQUESA COURT, LLCKey West, FL · Inactive | Key West, FL | LLC | Mar 18, 2003 | Inactive |
| 200 KEY HAVEN, LLCKey West, FL · Inactive | Key West, FL | LLC | Jun 24, 2016 | Inactive |
| CLINTON SQUARE, LLCKey West, FL · Inactive | Key West, FL | LLC | Aug 31, 2016 | Inactive |
| KEY COVE DRIVE 9, LLCKey West, FL · Inactive | Key West, FL | LLC | Jan 5, 2017 | Inactive |
| HISTORIC COMMUNITY ASSOCIATION MANAGEMENT, LLC.Key West, FL · Inactive | Key West, FL | LLC | Nov 14, 2017 | Inactive |
| KEY COVE DRIVE 5, LLCKey West, FL · Inactive | Key West, FL | LLC | Jul 24, 2018 | Inactive |
| KEY COVE DRIVE 7, LLCKey West, FL · Inactive | Key West, FL | LLC | Jul 24, 2018 | Inactive |
| KEY HAVEN REAL ESTATE COMPANY, LLCKey West, FL · Inactive | Key West, FL | LLC | Oct 30, 2018 | Inactive |
| KEY COVE LANDINGS 2, LLCKey West, FL · Inactive | Key West, FL | LLC | Dec 5, 2019 | Inactive |