The Key West Post

The impact of Maduro's Downfall has been celebrated all over the world. The impact will be felt soon in Key West. The desire for freedom is innate, and it doesn't geographical boundaries. America began as an idea—one grounded in freedom and built on the belief that our rights come from God, not government. From that foundation grew a nation shaped by liberty and the pursuit of happiness. And that idea didn’t stay where it started. It inspired people across the world.

Overview of City Commission Meeting Agenda for 1/6/26

Keys Patriot Alliance Wants Equal Enforcement of HARC Guidelines: The rainbow fence controversy now facing Key West did not appear out of nowhere. It emerged at a moment when public trust in local government was already strained and scrutiny of City Hall was unusually intense. In a recent email sent to City Hall and the Historic Architectural Review Commission (HARC), the Keys Patriot Alliance (KPA) called for enforcement under the city’s historic preservation laws. The gr

From Rainbow Crosswalks to Rainbow Fences in Key West: The debate first surfaced with rainbow-painted crosswalks, which were removed earlier this year by the Florida Department of Transportation. The removals weren't unique to Key West and followed similar actions taken in other Florida cities. Most city commissioners, the mayor, and their voters defied the law until, much like the immigration issue, Governor DeSantis stepped in to reinforce it.  While many residents anticipa

Food Pantries Update: Rare Show of Unity at City Commission: The Key West City Commission came together tonight in a rare show of unity, voting unanimously to provide emergency funding for local food banks and nonprofits. The resolution sets aside up to $75,000, money that will be distributed quickly to groups already serving families in need.

Water Quality Testing Drama in Key West: Key West is famous for its sunsets and coral reefs, and most of us agree: clean water matters. But agreeing on the goal is the easy part. The hard part is deciding how to measure, manage, and pay for the work that keeps our waters healthy. Key West sits next to one of the country’s largest marine sanctuaries, so local water quality isn’t just an environmental issue—it’s an economic one.

Former Planning Director Katie Halloran Complaint and Final Report Findings: On November 13, 2025, attorney Ria Chattergoon of RC Law Group in Hollywood, Florida released a public investigation report commissioned by the City of Key West. The report examined allegations made by former Planning Director Katie Halloran, who resigned on September 1, 2025 after claiming she faced a hostile work environment under City Manager Brian Barroso.

Food Pantries & Outrage Politics in Key West: If you received e‑mails asking for campaign donations after false accusations that commissioners refused to help food pantries, that was no accident—it was part of a calculated plan. The tactic is familiar: first, say something outrageous to get voters angry. Then, climb on the soapbox and beat down the strawman you created. The goal is to demonize your opponent so you look better. 

Grand Jury Report Update by City Manager Brian Barroso: At the December 2, 2025 City Commission meeting, City Manager Brian L. Barroso presented a detailed update on the City’s progress in addressing the recommendations issued by the grand jury last spring.

Greg Veliz Appointed Interim District 5 Commissioner: The Key West City Commission voted on December 2, 2025, to appoint Gregory Veliz, former City Manager and current Executive Director of the Florida Keys Aqueduct Authority, as interim District 5 Commissioner. The appointment fills the vacancy left by Commissioner Mary Lou Hoover's passing in November. Veliz was sworn in before the evening session and began serving immediately, continuing until the August 18, 2026, election

City Manager Installs Primary Color Bike Racks Against HARC Rules: Recent discussions in Key West have focused on unapproved primary color installations in the city’s historic district. At the Historic Architectural Review Commission (HARC) meetings on October 28 and November 18, 2025, commissioners addressed the primary color arch, fences, and bike racks. These items remain under review, with possible ordinance or guideline changes pending. One board member noted that staff

Florida Department of Transportation District 6 staff presented their tentative five-year work program to Monroe County commissioners on October 15, 2025, outlining priorities and funding through 2031. The overall District 6 (lower South Florida area) program totals about $4.15 billion, with Monroe County’s share estimated at roughly $600 million.

The District 5 seat on the Key West City Commission became vacant following the passing of Commissioner Mary Lou Hoover on November 19, 2025. Hoover had represented District 5 since 2018 and was widely respected for her dedication to civic service. Under Section 2-31 of the Key West Code of Ordinances, the City Commission was required to appoint an interim commissioner within fifteen days of the vacancy.

The last time Key West faced the unusual task of appointing an interim city commissioner was in 1995, when District 6 Commissioner Emery Major was suspended and later removed from office. Governor Lawton Chiles issued the suspension on June 30, 1995, after federal investigators uncovered evidence of election fraud and bribery tied to Major’s 1993 campaign. The suspension created a vacancy that required immediate action under city law, much like the current District 5 process

The Future of Key West 2026 Elections: Turnout and Tension-Key West politics reveal a striking contrast between uncontested victories and hard-fought campaigns. Nearly 30% of city leadership entered office without voter input, while other races—like Commissioner Lissette Carey’s—showed how turnout and credibility can decide outcomes. As the 2026 elections approach, Mayor DeeDee Henriquez faces her first real challenge against Commissioner Sam Kaufman, setting up a contest tha

Immigration enforcement in the Florida Keys has taken center stage over the past year, blending local politics with national priorities. In November 2025, federal agents staged roadside stops in Key Largo, detaining individuals from cars and buses while a helicopter circled overhead. These visible operations signaled a renewed emphasis on border security in the Upper Keys.

District 4 City Commission Race Heats Up: The "One Human Family" has two distinct communities in Key West, and District 4 in the center of the island is a perfect example of the differences. Key West now has a third candidate running for the District 4 City Commissioner seat. Juan Llera, born in Cuba, and Sarah Compton from Missouri, are two outsiders hoping to lead District 4 residents in Key West. Commissioner Lissette Carey, a Key West native, has yet to announce a re

Remembering Commissioner Mary Lou Hoover

District 2 City Commission Seat Draws Two Candidates: With Commissioner Sam Kaufman launching a mayoral bid, his District 2 seat will be open in the 2026 election. Two longtime Key West business owners have stepped forward, one with political experience and deep Key West roots, and the other a newcomer to Key West without political experience.

How U.S. Presidents and the Military Defined Key West: While Key West champions "One Human Family" today, its historical motto might have been "One Military Family." The island's deep military connection, dating back to the Navy's 1820s establishment, has shaped its identity. During the Civil War, Key West, the sole Union city in Florida, strategically disrupted Confederate shipping. This vital role continued through two World Wars and Cold War aviation and submarine operatio