he Truman Waterfront Farmers Market (often referred to simply as the Key West Farmers Market) is a weekly staple of island life. Held at the scenic, breezy end of the island, it is a “pop-up island bazaar” that serves as both a grocery stop for locals and a scenic lunch or sunset destination for visitors. […]
The Sunset Celebration at Mallory Square is the nightly heartbeat of Key West—a “multicultural circus” and arts festival that has been a mandatory island ritual since the late 1960s. Every single evening, locals and visitors gather at the water’s edge to toast the setting sun in a communal salute that is equal parts high-energy street […]
The Sunset Celebration at Mallory Square is the nightly heartbeat of Key West—a “multicultural circus” and arts festival that has been a mandatory island ritual since the late 1960s. Every single evening, locals and visitors gather at the water’s edge to toast the setting sun in a communal salute that is equal parts high-energy street […]
The Sunset Celebration at Mallory Square is the nightly heartbeat of Key West—a “multicultural circus” and arts festival that has been a mandatory island ritual since the late 1960s. Every single evening, locals and visitors gather at the water’s edge to toast the setting sun in a communal salute that is equal parts high-energy street […]
The Florida Keys Farmers Market (often referred to as the Islamorada Farmers Market) is a vibrant Sunday tradition in the Upper Keys. Known for its “oasis” atmosphere, it’s much more than a grocery stop—it’s a social hub featuring live music, colorful murals, and a lush garden setting that feels like a hidden park. Schedule & […]
The Monroe County Sheriff’s Animal Farm Open House is one of the most unique and heartwarming community attractions in the Florida Keys. Located on the grounds of the Stock Island Detention Center, this “jailhouse zoo” serves as a sanctuary for over 150 abandoned, abused, or confiscated animals, ranging from traditional farm residents to exotic species. […]
The Sunset Celebration at Mallory Square is the nightly heartbeat of Key West—a “multicultural circus” and arts festival that has been a mandatory island ritual since the late 1960s. Every single evening, locals and visitors gather at the water’s edge to toast the setting sun in a communal salute that is equal parts high-energy street […]
The Sunset Celebration at Mallory Square is the nightly heartbeat of Key West—a “multicultural circus” and arts festival that has been a mandatory island ritual since the late 1960s. Every single evening, locals and visitors gather at the water’s edge to toast the setting sun in a communal salute that is equal parts high-energy street […]
Mile 0 Fest 2026 is the premier boutique festival for Red Dirt and Americana music, bringing the heart of the Texas and Oklahoma music scenes to the tropical shores of Key West. Now in its ninth year, the festival is celebrated for its intimacy, high-caliber songwriting, and “music in paradise” atmosphere. Festival Dates: January 27 […]
The Sunset Celebration at Mallory Square is the nightly heartbeat of Key West—a “multicultural circus” and arts festival that has been a mandatory island ritual since the late 1960s. Every single evening, locals and visitors gather at the water’s edge to toast the setting sun in a communal salute that is equal parts high-energy street […]
The 17th Annual Key West Food & Wine Festival in 2026 is a premier culinary event that transforms the island into a world-class tasting destination. This year, the festival features a unique geographical focus, celebrating the bounty of the Pacific Coast through its “Red, White & Pacific Blue” theme. Festival Dates & Theme Dates: January […]
The Sunset Celebration at Mallory Square is the nightly heartbeat of Key West—a “multicultural circus” and arts festival that has been a mandatory island ritual since the late 1960s. Every single evening, locals and visitors gather at the water’s edge to toast the setting sun in a communal salute that is equal parts high-energy street […]