13 events are on across the Florida Keys this weekend, Oct 1–4: IGFA Permit Invitational in Key West, Fall Backcountry Fly Championship in Islamorada and Florida Keys Premier Swordfishing Experience in Marathon. 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 October 1, 2026.

Key West

  • IGFA Permit Invitational — Tue, Sep 29 – Fri, Oct 2 · Hilton Key West Resort & Marina · Sports. Experience world-class fly fishing during the IGFA Permit Invitational in Key West. Price: Free
  • Key West Farmers Market — Thu, Oct 1, 1:00 PM · Festivals & Markets. Discover the vibrant Florida Keys Farmers Market, where fresh local flavors, handmade treasures, and island charm come together in a lively open-air setting.
  • Chef's Whimsy: Chef's Encore Dinner Series — Fri, Oct 2 · Festivals & Markets. Settle in for an evening of culinary creativity during Chef’s Whimsy, a special installment of the Chef’s Encore Dinner Series.
  • First Fridays on Fleming — Fri, Oct 2, 6:00 PM · Community. Every first Friday of the month from 6 to 9 p.m., Fleming Street in Key West transforms into a lively celebration of island creativity, community, and culture.
  • Key of Bones: Curse of the Ghost Pirate, Key West Premiere — Fri, Oct 2 · Theater & Shows. A centuries-old curse, a resurrected pirate, and the supernatural side of Key West come to the big screen.
  • Duval Mile — Sat, Oct 3 · Duval St. Pocket Park; 6:00 PM · Races & Runs. 1 mi On Southernmost Runners club calendar; RunSignup may still show 2025.
  • Key West oktoBREWfest — Sat, Oct 3 · Festivals & Markets. Raise a glass by the ocean during Key West oktoBREWfest, an annual celebration of beer, local flavors, and island vibes.
  • Aqua D'Keys Perfume Experience — Sun, Oct 4 · Community. Create a fragrance that is uniquely yours during the Aqua D’Keys Perfume Experience, a fun and engaging workshop.

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

Islamorada

  • Friends of the Islamorada Area State Parks Volunteers — Thu, Oct 1 · Community. Give back by volunteering with the Friends of the Islamorada Area State Parks. Price: Free
  • Fall Backcountry Fly Championship — Fri, Oct 2 – Sat, Oct 3 · Sports. Experience the challenge and excitement of Florida Keys fly fishing during the Backcountry Fly Championship.
  • Guided Walk Through a Hardwood Hammock at Green Turtle Hammock — Sun, Oct 4 · Community. Wander beneath a canopy of native trees and discover one of Islamorada's hidden natural treasures on a guided walk.

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

Key Largo

  • Old Highway 5K Run/Walk — Sat, Oct 3 · Coral Shores High School, Old Highway; 7:30 AM · Races & Runs. 5K Confirmed 2026. Flat, shaded out-and-back; shirts and medals to first 200.

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

Marathon

  • Florida Keys Premier Swordfishing Experience — Fri, Oct 2 – Sun, Oct 4 · Sports. Take your offshore fishing skills to new depths during the Florida Keys Premier Swordfish Experience.

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

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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