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.
Only-In-The-Keys Festivals & Events
There’s always something happening in the Florida Keys & Key West, from eclectic festivals focusing on the area’s colorful history, arts and notable cuisine to events that celebrate the Keys’ unique environment, underwater adventures and quirky ambiance.
See Some Shenanigans
34th Annual Florida Keys Island Fest
Each spring, the Florida Keys Island Fest brings two days of vibrant community celebration to Founders Park in Islamorada. Organized by the Islamorada...
Morada Way Third Thursday Art Walk
Dates: Third Thursday of each month from 6 to 9pm Experience the vibrant Morada Way Arts & Cultural District Art Walk in the Florida Keys! Enjoy local...
Ben Harrison at Key West Theater
Show Dates: Jan 8, 21 Feb 5, 17 March 5, 25 IRREVERENT, FUNNY, and FULL OF KEY WEST, Ben is the author of the musicals UNDYING LOVE, EL ISLEÑO: The...
Letters from Max at Fringe Theater
Running February 18–20, Letters from Max by Sarah Ruhl is a tender meditation on art, mentorship, and the beauty of human connection. Based on the...
Feel the Spirit: Generative Poetry Weekend at Elizabeth Bishop House with Rosalind Brackenbury
Escape to Key West for a generative poetry weekend (Feb 20–22, 2026) at the restored Elizabeth Bishop House. Led by Rosalind Brackenbury, enjoy small...
Key West After Dark | The Nocturnes by Sean P. Dwyer
Experience the magic of Key West at twilight through the vibrant, expressive work of artist Sean P. Dwyer at this special exhibition presented by Key...
Darcy Cooke Songs & Stories of the Silver Screen
Glamour, gossip, movies and music. Become a Hollywood insider for the evening, enjoying the songs and backstories of the music that made the movies...
Carson Lowe Single Release at Key West Theater
Carson Lowe celebrates the release of his new song “The Poets” with a special one-night performance at the Key West Theater: experience his new album...
One Love, One Night at Grimal Grove
Grimal Grove invites you to take a step into the sounds and tropical vibrations of Jamaica. Featuring a curated menu by award winning chef and One...
Renewing Our Reefs Together: Reef Renewal 2nd Annual Fundraiser
Reef Renewal USA’s Second Annual Fundraiser, Renewing Our Reefs Together, sponsored by First Horizon Bank, will take place at Aquarium Encounters on...
Into the Light: Drawing Atmosphere & Form
Explore the expressive possibilities of graphite in this focused drawing workshop led by Priscilla Coote. Designed for artists looking to strengthen...
Flamingos in February: Friends Night Out
Join the Friends of John Pennekamp Coral Reef State Park and Dagny Johnson for Flamingos in February – Friends Night Out, a fun, social fundraising...
CONNECTIONS PROJECT Pop-Up, Key West Art & Craft Festival at Truman Waterfront Park
Join The Connections Project: A Mosaic of the Keys— pop-up event across the Florida Keys celebrating local visual and performing artists. Explore...
Capturing Nature with Printing (on Paper)
Explore the quiet beauty of botanicals in this hands-on printing workshop led by Dawn Wilkins. Participants will use simple, meditative nature...
Gigantic Nautical Market
Experience the **Upper Keys Rotary Gigantic Nautical Market** in Islamorada at Founders Park (MM 87) on **February 21–22, 2026**—a seaside outdoor...