Events in Key West — September 2026 (135 Things to Do)

September 2026 in Key West, Florida brings 135 live events across the city, led by music (121), community (7), theater (3). 4 events are explicitly listed as free. Here's what's on.

Frequently Asked Questions

What's happening in Key West in September 2026?

There are 135 events in Key West, Florida in September 2026, including Tim Bradach at Irish Kevin's, Andy Mauerman at Hog's Breath Saloon, Jeff Harris at Irish Kevin's, Mark King Duo at Hog's Breath Saloon. Browse the full September 2026 calendar on VenuNite.

Are there free things to do in Key West in September 2026?

Yes — 4 September 2026 events are explicitly listed as free in Key West. Confirm current entry details on the event page or organizer source.

How do I find events in Key West for a specific date in September 2026?

VenuNite lists every upcoming event in Key West, Florida with date filters. Use the date picker on this page to narrow September 2026 down to a single day or weekend.

Events in Key West — September 2026

All September 2026 Events

Frequently Asked Questions

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Events in Key West — September 2026

All September 2026 Events

Tim Bradach

Andy Mauerman

Jeff Harris

Mark King Duo

Oren Polak

Ivan Duke Band

Mylo O'Maolain

Jon Hollywood

Zack Seemiller

Jeff Harris

The Local Discounts

NY Pauly

The Coal Men

Mylo O'Maolain

Jon Hollywood

Pierce August

Andrew Burleson

The Local Discounts

NY Pauly

The Coal Men

Riptide Riot

The Living Web — Live Workshop (Key West)

Oren Polak

Andy Mauerman

Jon Hollywood

The Local Discounts

Aaron Hudgins

The Coal Men

Tim Bradach

Clases Gratis Con Consejeras Certificadas En Lactancia Materna

Breastfeeding and Lactation Education

Mylo O'Maolain

Sherese

Aaron Hudgins

The Local Discounts

Oren Polak

The Coal Men

Riptide Riot

Pilates After Hours

Oren Polak

Elle Haley

Mylo O'Maolain

The Local Discounts

NY Pauly

Illusions The Drag Queen Show Key West - Drag Queen Show - Key West, FL

Diva Royale Drag Queen Show Key West, FL - Weekly Drag Queen Shows

Hunk-O-Mania Male Revue Strippers Show - #1 Male Strip Club in Key West, FL

The Coal Men

Riptide Riot

Childbirth Education

Tom Curtis Jr.

Sherese

Kari Wolf

The Local Discounts

Mylo O'Maolain

The Coal Men

Gemini

Andrew Burleson

Victoria Leigh

Tim Bradach

Tim Bradach

Tim Bradach

Andy Mauerman

Andy Mauerman

Jeff Harris

Jeff Harris

Mark King Duo

Mark King Duo

Oren Polak

Oren Polak

Ivan Duke Band

Ivan Duke Band

Mylo O'Maolain

Mylo O'Maolain