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.
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Featured
Islamorada
34th Annual Florida Keys Island Fest
Mar 28 - 29, 2026
Each spring, the Florida Keys Island Fest brings two days of vibrant community celebration to Founders Park in Islamorada. Organized by the Islamorada...
Key West
Neil Berg’s 50 Years of Rock n’ Roll, Part 6 at Tennessee Williams Theater
Feb 27, 2026
With a cast consisting of both stars from Broadway's greatest rock musicals, as well as incredible Rock & Roll singers, Neil Berg shares the often...
Key West
FOOD: Celebrating Conch Cuisine
Feb 27, 2026 - Jan 3, 2027
Feb 27, 2026 - Jan 3, 2027 A landmark exhibition, FOOD: Celebrating Conch Cuisine builds on the foundation of the Smithsonian's acclaimed Food History...
Marathon
BPW Keysino Night
Feb 28, 2026
Escape to the Florida Keys for Gatsby Keysino Night - an evening of 1920s glitz, glamour, gaming, and coastal cocktails hosted by BPW Marathon. Slip...
Key Largo
Murder Mystery Dinner Theater: Murder at Mardi Gras
Feb 28, 2026
Murder at Mardi Gras invites guests to an evening of mystery, dinner, and live entertainment at the Elks Lodge in Tavernier. This interactive murder...
Islamorada
Musical Menagerie at Founders Park
Feb 28, 2026
Musical Menagerie is a fun, animal-themed outdoor concert taking place on February 28 at Founders Park (MM 87, bayside). Guests are invited to bring...
Key West
Artist Studio Tours
Feb 28, 2026
Join The Studios of Key West Artist Studio Tours — Sat, Feb 28, 11am–3pm. Self‑guided ($40) tour of Stock Island and Key West studios where painters...
Key Largo
Upper Keys Garden Walk
Feb 28, 2026
Don’t miss this self-guided tour of beautiful private gardens at homes in the Upper Keys from 9 a.m. to 4 p.m. on Saturday, Feb. 28. The event also...
Key West
George Li - Impromptu Classical Concerts at Tennessee Williams Theater
Mar 1, 2026
Impromptu Classical Concerts Pianist George Li, is Impromptu’s 2026 “Rising Star”. Praised by the Washington Post for combining “staggering technical...
Key West
Max von Essen Spotlight Cabaret curated by Randy Roberts at The Studios of Key West
Mar 2, 2026
Catch Broadway star Max von Essen at The Studios of Key West’s Helmerich Theater on Monday, March 2 at 8PM. Tony- and Grammy-nominated tenor Max...
Key West
Library Speaker Series: Bob Rich
Mar 2, 2026
Experience an authentic Key West evening with noted outdoorsman and bestselling author Bob Rich on Monday, March 2, 2026, 6–7 PM at Key West Library...
Marathon
Mosaics in The Florida Keys - Marathon
Mar 3, 2026
Escape to Marathon, FL for "Mosaics in the Florida Keys" — a relaxed, beginner-friendly mosaic workshop at Fairfield Inn & Suites. In 2.5 hours create...
Key West
Changes In Latitude at Key West Theater
Mar 3, 2026
Changes In Latitudes is the country's premier tribute show to the Mayor of Margaritaville, Jimmy Buffett. This nationally acclaimed band roams the...
Key West
Golden Hour Cabaret: An Evening with Max von Essen
Mar 3, 2026
Tony-nominated vocalist and actor Max von Essen headlines an elegant evening of music and celebration hosted by Brian Robinson and Brendan Hill in *...
Key West
Illusionist Rick Thomas at Tennessee Williams Theater
Mar 3, 2026
Step into the Extraordinary as Rick Thomas takes you on a journey never to be forgotten…a journey within his Mansion of Dreams! Prepare to be...
