Orlando Baxter

Orlando Baxter exploded onto the Boston comedy scene in 2005, and was quickly established as one of the areas hottest young comics. His fresh perspective and unique relatability soon made this former high school teacher a fan favourite and led to a string of finalist positions in a host of contests and festivals all over the world including NBC’s ‘Stand Up for Diversity’, Boston Comedy Festival, Montreux Comedy Festival, Johannesburg International Comedy Festival, Edinburgh Fringe Festival, Turku Comedy Festival, and the Melbourne Comedy Festival. Orlando currently tours across the country performing at clubs, colleges and festivals at home and overseas. In 2016, Orlando made his late night TV debut on the Conan show on TBS. And since then he's appeared on television shows like "Comedy Up Late" in Australia, B.E.T.'s "50 Central", Laff Mobb's Laff Track on Tru TV and TBN's Mike Huckabee show. His DryBar comedy special “Glorified Baby Sitter” has over 2.5 Million views on YouTube and 5.5 Million views on Facebook

Hosted by Tom Dustin (Comedy Central, Winner of the Great Canadian Laugh-Off), Comedy Key West presents Orlando Baxter who will be performing with Key West local comedians.

Please note:

If you are purchasing Booth Seats, 1 Booth = 2 tickets for 2 people. Please do not purchase (2) Booths if you are coming with 2 people. We cannot refund erroneous additional booth purchases the night of the show.

Due to the adult content, themes, and language of our shows, we have an age requirement of 16 years old.

Showtime at 8:30 PM. Doors at 7:30 PM.

Tickets purchased in advance will ensure that groups can sit together. Please let us know in advance if you will be joining another party.

We ask that you please keep all conversations to a minimum during the show. It's a small room, and even whispering can be heard by the performers and people around you. If this seems like a no-brainer, it's because you are sober. After a drink or two, it sometimes seems less obvious!

Orlando Baxter exploded onto the Boston comedy scene in 2005, and was quickly established as one of the areas hottest young comics. His fresh perspective and unique relatability soon made this former high school teacher a fan favourite and led to a string of finalist positions in a host of contests and festivals all over the world including NBC’s ‘Stand Up for Diversity’, Boston Comedy Festival, Montreux Comedy Festival, Johannesburg International Comedy Festival, Edinburgh Fringe Festival, Turku Comedy Festival, and the Melbourne Comedy Festival. Orlando currently tours across the country performing at clubs, colleges and festivals at home and overseas. In 2016, Orlando made his late night TV debut on the Conan show on TBS. And since then he's appeared on television shows like "Comedy Up Late" in Australia, B.E.T.'s "50 Central", Laff Mobb's Laff Track on Tru TV and TBN's Mike Huckabee show. His DryBar comedy special “Glorified Baby Sitter” has over 2.5 Million views on YouTube and 5.5 Million views on Facebook