Comedy Key West

Key West FL

Comedy Key West Open Mic

Cathy Rose: Object Lessons at JAG Gallery

A Pirate Looks Back: Jimmy Buffett Tribute Show

Meeting Notice: District I Advisory Committee Meeting

Hemingway in a Funny Way at Comedy Key West

Arts & Drafts

Key West Farmers Market

Tom Dustin

The Marker Key West Harbor Resort

Think pink during <a href="https://www.themarkerkeywest.com/specials?gclsrc=aw.ds&amp;gad_source=1&amp;gad_campaignid=24099178968&amp;gbraid=0AAAABCN8GszL_QDofRqfTLbb8r1a9wdq3&amp;gclid=Cj0KCQjwt9jVBhDXARIsAFSP-6evafZyNgB7aZO_ZD2rYgKOPNBsDwqfhj_COkCxFy_xz1Sor4Fi_pAaAlo7EALw_wcB" rel="nofollow noopener" target="_blank">The Marker’s</a> Barbie Pink Pool Party on Friday, October 16, beginning at 4 p.m. Held during <a href="https://fantasyfest.com/" rel="nofollow noopener" target="_blank">Fantasy Fest</a>, the poolside event will benefit womankind and breast cancer awareness, with pink drink specials, a DJ, games and a Barbie and Ken costume contest. A $20 donation is requested to join the festivities. Come dressed in your best pink look and spend the afternoon celebrating for a cause.&nbsp;

Local Event: Fantasy Fest Barbie Pink Pool Party at The Marker Key West Harbor Resort on October 16

Monroe County

Key West

Florida

Fantasy Fest Barbie Pink Pool Party at The...

Think pink during The Marker’s Barbie Pink Pool Party on Friday, October 16, beginning at 4 p.m. Held during Fantasy Fest, the...

Fantasy Fest Barbie Pink Pool Party at The Marker Key West Harbor Resort on October 16

The Oldest House

Experience an exclusive evening with a front-row view of the parade from the porch of The Oldest House. Indulge in small bites by award-winning Chef Juan Cuadra of Salty Chef, complemented by fine wines and a top-shelf bar in a private, intimate setting strictly limited to 20 guests.

Local Event: Front Row To The Icons at The Oldest House

Front Row To The Icons at The Oldest House

Experience an exclusive evening with a front-row view of the parade from the porch of The Oldest House. Indulge in small bites...

Join The Sanctuary Sailing—a premium, fully affirming LGBTQIA+ (non)holiday cruise group setting sail from Miami from December 21 to 26, 2026. 
We sail onboard Virgin Voyages adults-only ship, the Scarlet Lady, to Cozumel, Mexico and Bimini, Bahamas. Enjoy luxury made-to-order dining, free Wi-Fi, fitness classes, and festival-style entertainment!
Exclusive Group Perks Included:
- An intimate, private Meet and Greet.
- A $100 Bar Tab for premium drinks.

Group Registration Update
The deadline for group rates has passed, but we are still accepting new reservations! Reservations are now based on the best available rate at the time of your request. 
Let us make this winter holiday one to remember—surrounded by community and luxury.
Full itinerary: <a href="https://hanksmart.com/editorial/sanctuarycruise" rel="nofollow noopener" target="_blank">hanksmart.com/editorial/sanctuarycruise</a>

Local Event: LGBTQIA+ Sanctuary Cruise: Miami to Cozumel & Bimini

LGBTQIA+ Sanctuary Cruise: Miami to Cozumel &...

Join The Sanctuary Sailing—a premium, fully affirming LGBTQIA+ (non)holiday cruise group setting sail from Miami from December...

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Events and Things to Do in Key West, FL

Also around town...

Please confirm event details with the organizers before attending

Tuesday, October 6

Wednesday, October 7

Thursday, October 8

Friday, October 16

Saturday, October 24

Monday, December 21