A Jamaican’s Guide To The Best Things To Do In New York in September 2026 - United States
New York’s September 2026 lineup brings Caribbean culture, tennis, fashion, family outings and immersive art into the first stretch of fall, with major events unfolding across the city and Brooklyn taking a central role. The West Indian American Day Parade returned to Eastern Parkway on September 7 for its 59th staging. Elected officials, community leaders, masqueraders, musicians, vendors and thousands of spectators gathered for a celebration of Caribbean music, food, fashion and community, as organizers and participants also looked toward the parade’s 60th anniversary in 2027. The US Open continues through September 13 at the USTA Billie Jean King National Tennis Center. Ben Shelton reached the semifinals after defeating Carlos Alcaraz in a 4-hour, 28-minute quarterfinal, the latest finish in tournament history, and was set to meet Frances Tiafoe in an all-American semifinal on September 11. New York Fashion Week runs September 10–15, with some off-calendar events beginning September 9, as Spring/Summer 2027 collections arrive at venues around the city. Jamaican designers D’Marsh Couture and Samantha Black are listed alongside Ralph Lauren, Coach and other brands. Brooklyn Bridge Park hosts the free Bus Festival on September 19, where visitors can explore vintage city buses including restored Bus 303 and the 1931 double-decker “Betsy.” Arte Museum NYC at Chelsea Piers presents digital installations inspired by artists including Monet and Van Gogh, while AFUWI’s Golf & Games fundraiser is scheduled for September 25 at Marine Park Golf Course.
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