Outdoor art market with people browsing colorful paintings under umbrellas.

Events

It's not just another day in paradise! You'll find doings and happenings up and down the Keys, nearly every day of the year. Check out the latest fun and frolic below.

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Islamorada

Guided Bird Walk at Green Turtle Hammock

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Saturday, November 14, 2026 | 8:30–9:30 a.m. Guided bird walks are back at Green Turtle Hammock Nature Preserve, located at 81224 Overseas Highway in...

Islamorada

Crafts & Conservation at Green Turtle Hammock

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Saturday, November 14, 2026 | Noon–4 p.m. Celebrate local art, literature and conservation at Crafts & Conservation, hosted by Florida Bay Forever at...

Islamorada

Florida Keys Farmers Market

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Spend your Sunday soaking up local flavor at the Florida Keys Farmers Market in Islamorada. Held every Sunday from 10 a.m. to 3 p.m. in the parking...

Islamorada

America 250 Florida Keys: 9/11 Never Forget Exhibit, Golden Knights & Drone Show

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Wednesday, November 18, 2026 | 5–8 p.m. Join Monroe County at Founders Park in Islamorada for a special celebration of America's 250th anniversary...

Islamorada

Morada Way Third Thursday Art Walk

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Every third Thursday of the month from 6 to 9 p.m., Morada Way in Islamorada comes alive with color, music, flavor, and island charm. Stroll through...

Islamorada

Islamorada Sailfish Tournament

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December 4–6, 2026 The Islamorada Sailfish Tournament kicks off the Florida Keys Gold Cup Championship as the first leg of the three-tournament series...

Islamorada

Lignumvitae Christmas

Saturday, December 5, 2026 Celebrate the holiday season with a unique island experience at Lignumvitae Christmas, held at Lignumvitae Key Botanical...

Islamorada

Fall Lecture Series: The Florida Sponge War, Conflict Between Key West and the Gulf Towns

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Wednesday, December 9, 2026. Social hour at 5:00 p.m., lecture at 6:00 p.m. Dr. Rina Bousalis closes the Florida Keys History & Discovery Center’s...

Islamorada

Islamorada Junior Sailfish Tournament

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Celebrate the 61st Islamorada Junior Sailfish Tournament, a longstanding Florida Keys tradition that brings young anglers and families together for...

Islamorada

A Night in Monaco: Black & White Formal Gala Casino Night

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Friday, December 11, 2026 | 6–10 p.m. Dress to impress for A Night in Monaco, a Black & White Formal Gala Casino Night hosted by the Florida Keys...

Islamorada

Baygrass Bluegrass Festival

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Old Grass, New Grass, Baygrass Bluegrass! Don’t miss the popular Baygrass Bluegrass Festival, one of the great annual events presented by Islamorada...