10 events are on across the Florida Keys this weekend, Sep 10–13: Swim for Alligator Lighthouse in Islamorada, Swim for Alligator Lighthouse in Islamorada and Key West Farmers Market in Key West. Below they are grouped by town with dates, venues and prices as published by the organizers; open any town for its full, daily-refreshed events list.

Last updated September 10, 2026.

Islamorada

  • Swim for Alligator Lighthouse — Thu, Sep 10 – Sat, Sep 12 · Races & Runs. An exhilarating open-water challenge surrounded by stunning scenery.
  • Open Air Market at Boondocks — Sat, Sep 12, 9:00 AM · Festivals & Markets. Enjoy local creativity and island charm at this open-air market.
  • Son del Mundo Hispanic Heritage Event — Sat, Sep 12 – Sun, Sep 13 · Festivals & Markets. Celebrate Hispanic culture with traditions, flavors, and creativity.
  • Swim for Alligator Lighthouse — Sat, Sep 12, 7:45 AM · Races & Runs. 8 mi “The 8-mile swim to Alligator Lighthouse is a challenge. It’s not for the faint of heart" How it started When World Renowned Artist, Lighthouse Larry decided to swim, in his native town of… Price: $239
  • Florida Keys Farmers Market — Sun, Sep 13, 10:00 AM · Florida Keys Farmers Market · Festivals & Markets. Spend your Sunday soaking up local flavor at the Florida Keys Farmers Market in Islamorada. Price: Free

More: Islamorada festivals & markets · Islamorada: where to eat

Key West

  • Key West Farmers Market — Thu, Sep 10, 1:00 PM · Festivals & Markets. Discover fresh local flavors and handmade treasures at this vibrant market.
  • Prime of Life Yoga — Thu, Sep 10, 10:00 AM · Key West Tropical Forest & Botanical Garden · Community. Reconnect with your body and the natural beauty of Key West at yoga.
  • Truman Waterfront Farmers Market — Thu, Sep 10, 2:00 PM · Truman Waterfront Park · Festivals & Markets. Join us every Thursday from 2-7 p.m. for the Truman Waterfront Farmers Market. Price: Free
  • Monroe County Sheriff's Office Animal Farm Open House — Sun, Sep 13, 1:00 PM · Monroe County Sheriff's Office Animal Farm · Community. Come visit the animals at the farm including miniature horses, pigs, goats, and many more! Price: Free

More: Key West festivals & markets · Key West: where to eat

Key Largo

  • Science Saturdays: Marine Ecology — Sat, Sep 12, 11:00 AM · REEF · Festivals & Markets. Explore the remarkable ecosystems of the Florida Keys during Science Saturdays: Marine Ecology.

More: Key Largo festivals & markets · Key Largo: where to eat

Coming up in the Florida Keys later this month

  • Fish With A Hero Islamorada: Heroes' Welcome & Reception — Tue, Sep 15, 6:00 PM · Islamorada · Community. An evening of gratitude as Islamorada welcomes wounded heroes.
  • Aaron Berg at Comedy Key West — Wed, Sep 16 – Sat, Sep 19, 8:00 PM · Comedy Key West · Key West · Theater & Shows. New York comedian Aaron Berg performs four nights of unpredictable comedy.
  • Truman Waterfront Farmers Market — Thu, Sep 17, 2:00 PM · Truman Waterfront Park · Key West · Festivals & Markets. Join us every Thursday from 2-7 p.m. for the Truman Waterfront Farmers Market. Price: Free
  • Healthy Kids Running Series Fall 2026 - Key West, FL — Sun, Sep 20, 9:00 AM · Key West High School · Key West · Races & Runs. 4 Mile, 2 Mile, 1 Mile Who We Are: Healthy Kids Running Series is a five (5) week running program in the spring and fall for kids Pre-K through 8th grade. Each HKRS Series takes place once a week and offers… Price: $50
  • Truman Waterfront Farmers Market — Thu, Sep 24, 2:00 PM · Truman Waterfront Park · Key West · Festivals & Markets. Join us every Thursday from 2-7 p.m. for the Truman Waterfront Farmers Market. Price: Free
  • Monroe County Sheriff's Office Animal Farm Open House — Sun, Sep 27, 1:00 PM · Monroe County Sheriff's Office Animal Farm · Key West · Community. Come visit the animals at the farm including miniature horses, pigs, goats, and many more! Price: Free
  • Duval Mile — Sat, Oct 3 · Duval St. Pocket Park; 6:00 PM · Key West · Races & Runs. 1 mi On Southernmost Runners club calendar; RunSignup may still show 2025.
  • Old Highway 5K Run/Walk — Sat, Oct 3 · Coral Shores High School, Old Highway; 7:30 AM · Key Largo · Races & Runs. 5K Confirmed 2026. Flat, shaded out-and-back; shirts and medals to first 200.

Plan the weekend

Florida Keys & Key West official tourism council lists smaller community events we don't track; most arena and stadium tickets are on Ticketmaster; the National Weather Service Key West forecast decides beach plans; visitors fly into Key West International Airport (EYW). Dates and times are America/New_York and come straight from organizers' listings; we prune anything that disappears from its source.

Every town in the Florida Keys

Key Largo · Islamorada · Marathon · Big Pine Key · Key West

Official sources and further reading

We link to primary sources so you can verify hours, fees and dates:

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