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Your Weekend Guide to Key West
October 9 – October 11, 2026 · 7 events
This weekend in Key West, Florida brings 7 live events across the city — from music. Here's what's on.
Key West may be the most reliably live-entertainment-dense town in America — Duval Street alone offers more stages per block than most cities' entire downtowns. Sloppy Joe's carries its Hemingway-era legend with bands playing day and night, while the Green Parrot, a locals' institution since 1890, books some of the best roots and funk acts to make the drive down the Overseas Highway. Every evening, Mallory Square's sunset celebration turns street performance into civic ritual. Fantasy Fest each October is the island's gloriously unhinged answer to Mardi Gras, and Hemingway Days each July celebrates the island's most famous resident with readings, contests, and general mischief.
Sunday (7)Music (7)
Events in Key West This Sunday
7 events are listed for Sunday, including Tom Curtis Jr. at Irish Kevin's, Aaron Blumer at Hog's Breath Saloon, Ross Brown Duo at Hog's Breath Saloon, Mylo O'Maolain at Irish Kevin's. Events that start earlier in the weekend may still be running Sunday; open an event for its current schedule.
Sunday, October 11
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Frequently Asked Questions
- What's happening in Key West this weekend?
- There are 7 events happening in Key West this weekend (October 9 – October 11, 2026), including Tom Curtis Jr. at Irish Kevin's, Aaron Blumer at Hog's Breath Saloon, Ross Brown Duo at Hog's Breath Saloon, Mylo O'Maolain at Irish Kevin's. Browse the full lineup on VenuNite.
- Are there free things to do in Key West this weekend?
- No events in Key West this weekend are currently marked free. Events with an unknown price are not counted as free.
- What events are happening in Key West this Sunday?
- 7 listed events are happening in Key West this Sunday, including Tom Curtis Jr. at Irish Kevin's, Aaron Blumer at Hog's Breath Saloon, Ross Brown Duo at Hog's Breath Saloon, Mylo O'Maolain at Irish Kevin's.
- Where can I find things to do in Key West, Florida?
- VenuNite aggregates live events from venues across Key West. Browse by date, venue, or event type to find what's happening near you.
