Comedy Key West Schedule 2026-2027

See upcoming events, concerts, schedules, and ticket prices at Comedy Key West.

  • Address: 218 Whitehead St, Key West, FL 33040

Comedy Key West hosts live shows, music, and seasonal events throughout the year. Check the latest schedule, compare ticket prices, and see what’s coming up next in Key West, FL.

  • 19 Upcoming Events
  • $43 Tickets From
  • Live Event Venue Venue Type
  • 2026–2027 Current Schedule
On this page: Best Seats

Upcoming Events at Comedy Key West

Browse the complete schedule of upcoming events at this venue
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Updated Daily • Upcoming Events: 19
  • Nov 14, 2026, 8:00 PM Sat — COMEDY, Best Value, Weekend Event: Nat Baimel at Comedy Key West, Key West, FL, US. From $43, Avg. price ~ $54, Tickets Available: 40. Select Seats
  • Nov 18, 2026, 8:00 PM Wed — COMEDY: Greg Fitzsimmons at Comedy Key West, Key West, FL, US. From $56, Avg. price ~ $66, 22 tickets remaining! Select Seats
  • Nov 19, 2026, 8:00 PM Thu — COMEDY: Greg Fitzsimmons at Comedy Key West, Key West, FL, US. From $56, Avg. price ~ $66, 22 tickets remaining! Select Seats
  • Nov 20, 2026, 8:00 PM Fri — COMEDY: Greg Fitzsimmons at Comedy Key West, Key West, FL, US. From $56, Avg. price ~ $66, 22 tickets remaining! Select Seats
  • Nov 21, 2026, 8:00 PM Sat — COMEDY, Weekend Event: Greg Fitzsimmons at Comedy Key West, Key West, FL, US. From $56, Avg. price ~ $66, 22 tickets remaining! Select Seats
  • Jan 13, 2027, 8:00 PM Wed — COMEDY: Luis J. Gomez - Comedian at Comedy Key West, Key West, FL, US. From $58, Avg. price ~ $68, 22 tickets remaining! Select Seats
  • Jan 14, 2027, 8:00 PM Thu — COMEDY: Luis J. Gomez - Comedian at Comedy Key West, Key West, FL, US. From $58, Avg. price ~ $68, 22 tickets remaining! Select Seats
  • Jan 15, 2027, 8:00 PM Fri — COMEDY: Luis J. Gomez - Comedian at Comedy Key West, Key West, FL, US. From $58, Avg. price ~ $68, 22 tickets remaining! Select Seats
  • Jan 16, 2027, 8:00 PM Sat — COMEDY, Weekend Event: Luis J. Gomez - Comedian at Comedy Key West, Key West, FL, US. From $58, Avg. price ~ $68, 22 tickets remaining! Select Seats
  • Feb 17, 2027, 8:00 PM Wed — COMEDY: Lenny Clarke at Comedy Key West, Key West, FL, US. From $58, Avg. price ~ $68, 20 tickets remaining! Select Seats
  • Feb 18, 2027, 8:00 PM Thu — COMEDY: Lenny Clarke at Comedy Key West, Key West, FL, US. From $58, Avg. price ~ $68, 22 tickets remaining! Select Seats
  • Feb 19, 2027, 8:00 PM Fri — COMEDY: Lenny Clarke at Comedy Key West, Key West, FL, US. From $58, Avg. price ~ $68, 22 tickets remaining! Select Seats
  • Feb 20, 2027, 8:00 PM Sat — COMEDY, Weekend Event: Lenny Clarke at Comedy Key West, Key West, FL, US. From $58, Avg. price ~ $68, 22 tickets remaining! Select Seats
  • Feb 25, 2027, 8:00 PM Thu — COMEDY, High Demand: Mary Mack at Comedy Key West, Key West, FL, US. From $53, Avg. price ~ $80, 22 tickets remaining! Select Seats
  • Feb 26, 2027, 8:00 PM Fri — COMEDY, High Demand: Mary Mack at Comedy Key West, Key West, FL, US. From $53, Avg. price ~ $80, 22 tickets remaining! Select Seats
  • Feb 27, 2027, 8:00 PM Sat — COMEDY, High Demand, Weekend Event: Mary Mack at Comedy Key West, Key West, FL, US. From $53, Avg. price ~ $80, 22 tickets remaining! Select Seats
  • Mar 04, 2027, 8:00 PM Thu — COMEDY, High Demand: Kevin Bozeman at Comedy Key West, Key West, FL, US. From $57, Avg. price ~ $83, 22 tickets remaining! Select Seats
  • Mar 05, 2027, 8:00 PM Fri — COMEDY, High Demand: Kevin Bozeman at Comedy Key West, Key West, FL, US. From $57, Avg. price ~ $83, 22 tickets remaining! Select Seats
  • Mar 06, 2027, 8:00 PM Sat — COMEDY, High Demand, Weekend Event: Kevin Bozeman at Comedy Key West, Key West, FL, US. From $57, Avg. price ~ $83, 22 tickets remaining! Select Seats

Comedy Key West Location

Comedy Key West is a Entertainment Venue in Key West, FL

FAQ about Comedy Key West

Quick answers on tickets, seats, parking, and what to expect.

How much are tickets at Comedy Key West?

Depends on the event, honestly. Weeknight shows and smaller games are usually cheaper, while big concerts, rivalry games, and playoffs can get expensive fast. Prices move around a lot once demand picks up in Key West.

Where are the best seats at Comedy Key West?

Most people go for center sections if they can. Lower levels feel closer to the action, while mid-level seats usually give the best overall view without spending a fortune.

Are upper-level seats still worth it?

Yeah, for sure. Modern arenas and stadiums in Key West are built so the view stays decent almost everywhere. You’re farther back, obviously, but still totally fine for most events.

What time should I get there?

Showing up about an hour early is usually the safe move. Security lines, parking, grabbing food, and finding your section around Comedy Key West can take longer than people expect.

Is parking available at Comedy Key West?

Usually, yeah. Most venues around Key West have nearby lots, garages, or rideshare drop-off spots. Bigger events can get pretty backed up after the show, especially on weekends.

Do seats feel different depending on the event?

Definitely. A concert setup is totally different from basketball, hockey, football, or comedy. Same section can feel amazing one night and just okay the next depending on the stage or crowd setup.