• First Fridays on Fleming

    First Fridays on Fleming
    Various Key West, FL, United States

    Every First Friday (6–9pm), Fleming Street in Key West comes alive for First Fridays on Fleming — a monthly evening of local shopping, gallery openings, artisan pop-ups, live music, tastings and book signings. Wander the Fab 500 Block’s boutiques, studios and eateries for island vibes and unique finds. Perfect for leisure travelers seeking island flavor.

    Free
  • Womenfest 2026: Lost Women in the Arts

    Various Key West, FL, United States

    Experience Womenfest in Key West, the ultimate celebration for women in paradise! Enjoy pool parties, live entertainment, water adventures, and vibrant nightlife in a welcoming, inclusive atmosphere. Join the fun September 2-6, 2026, and make unforgettable memories in the Florida Keys! From Wednesday, Sept. 2 through Sunday, Sept. 6, attendees can explore fresh paths to...

  • 3rd Annual Just a Few Friends – Favorite Son Celebration

    Various Key West, FL, United States

    The highly anticipated Just a Few Friends, Key West festival returns September 3-7, 2026, bringing together music, camaraderie, and a celebration of the island spirit inspired by Key West’s favorite son. This multi-day event will feature an exciting lineup of live performances, unique island experiences, and signature gatherings, culminating in the Second Line Memorial Walking...

  • First Fridays on Fleming

    First Fridays on Fleming
    Various Key West, FL, United States

    Every First Friday (6–9pm), Fleming Street in Key West comes alive for First Fridays on Fleming — a monthly evening of local shopping, gallery openings, artisan pop-ups, live music, tastings and book signings. Wander the Fab 500 Block’s boutiques, studios and eateries for island vibes and unique finds. Perfect for leisure travelers seeking island flavor.

    Free
  • First Fridays on Fleming

    First Fridays on Fleming
    Various Key West, FL, United States

    Every First Friday (6–9pm), Fleming Street in Key West comes alive for First Fridays on Fleming — a monthly evening of local shopping, gallery openings, artisan pop-ups, live music, tastings and book signings. Wander the Fab 500 Block’s boutiques, studios and eateries for island vibes and unique finds. Perfect for leisure travelers seeking island flavor.

    Free
  • First Fridays on Fleming

    First Fridays on Fleming
    Various Key West, FL, United States

    Every First Friday (6–9pm), Fleming Street in Key West comes alive for First Fridays on Fleming — a monthly evening of local shopping, gallery openings, artisan pop-ups, live music, tastings and book signings. Wander the Fab 500 Block’s boutiques, studios and eateries for island vibes and unique finds. Perfect for leisure travelers seeking island flavor.

    Free