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Home / Concerts & Shows

Concerts, Theatre & More

The biggest shows on tour — music, orchestra, plays, musicals and once-in-a-lifetime events. Pick your night and we'll build the getaway around it.

Events in key west flClear

Concerts, theatre and special events

Events in

37 upcoming eventsTicket prices are live-market estimates in CAD — your exact seats are quoted live when you pick them.

November 2026

Nov78:00 p.m.

The Ocean Blue

Key West Theater · Key West, FL

Nov88:00 p.m.

Bruce Cockburn

Key West Theater · Key West, FL

from$214.08Plan trip →

Nov188:00 p.m.

Greg Fitzsimmons

Comedy Key West · Key West, FL

Nov198:00 p.m.

Greg Fitzsimmons

Comedy Key West · Key West, FL

Nov208:00 p.m.

Dusty Slay

Key West Theater · Key West, FL

Nov208:00 p.m.

Greg Fitzsimmons

Comedy Key West · Key West, FL

Nov218:00 p.m.

Dusty Slay

Key West Theater · Key West, FL

Nov218:00 p.m.

Greg Fitzsimmons

Comedy Key West · Key West, FL

Nov228:00 p.m.

The Buena Vista Orchestra

Key West Theater · Key West, FL

December 2026

Dec108:00 p.m.

Shaun Cassidy

Key West Theater · Key West, FL

Dec128:00 p.m.

The Broken Hearts - Tom Petty Tribute

Key West Theater · Key West, FL

Dec168:00 p.m.

Dana Gould

Comedy Key West · Key West, FL

Dec188:00 p.m.

Dana Gould

Comedy Key West · Key West, FL

Dec188:00 p.m.

Mac McAnally

Key West Theater · Key West, FL

Dec198:00 p.m.

Mac McAnally

Key West Theater · Key West, FL

January 2027

Jan28:00 p.m.

Keller Williams Trio

Key West Theater · Key West, FL

Jan138:00 p.m.

Luis J. Gomez

Comedy Key West · Key West, FL

Jan148:00 p.m.

Luis J. Gomez

Comedy Key West · Key West, FL

Jan158:00 p.m.

Luis J. Gomez

Comedy Key West · Key West, FL

Jan168:00 p.m.

Luis J. Gomez

Comedy Key West · Key West, FL

Jan207:30 p.m.

Yacht Rock Revue

Coffee Butler Amphitheater · Key West, FL

Jan218:00 p.m.

Tom Papa

Key West Theater · Key West, FL

Jan228:00 p.m.

Tom Papa

Key West Theater · Key West, FL

Jan237:30 p.m.

South Florida Symphony Orchestra - Beethovens Fifth and Bottesinis Double Bass Concerto No 2

Tennessee Williams Theatre · Key West, FL