902 Whitehead Street ~ Across From The Hemingway House

Conch Republic Flag

Conch Republic Days: April 18th – 27th

The Conch Republic’s 10-day birthday party showcases the independent and eccentric spirit that characterizes Key West.

Come for these fun events: wacky bed races down Duval, sea battles featuring tall ships, the Conch Cruiser car show, the ‘Til The Dancing Stops’ music festival, the pet stroll and the Great Sea Battle For The Conch Republic at the Key West Harbor.

Key West Paddleboard Classic Matt McDonald

Key West Paddleboard Classic: May 1st -4th

Lazy Dog kayaks and Turtle Kraals are sponsoring this 17th ocean paddleboard race where participants will challenge themselves on a  12-mile course over crystal blue waters, circling Key West through scenic mangroves, passing by the Historic Seaport district and more. The race around Key West is open to paddlers on standup paddleboards, prone boards, outrigger canoes, dory boats, surf skis and kayaks. Other weekend beach and paddling activities are planned as well.

Short Attention Span TheatreShort Attention Span Theatre – Red Barn Key West: May 16th – 31st

This is a really fun night out. These short plays by various playwrights star various actors in often surprising plots. This year’s crop will be directed by Mimi McDonald and others. A fresh assortment of 10- minute plays – funnier and more thought-provoking than ever!

Come have a cocktail, or three, as you lounge around the pool at the Mojito Bar – Lighthouse Court Hotel, relaxing to tunes before you head out for the evening’s fun.


Key West Songwriter's Festival

Key West Songwriter’s Fest: May 7th -11th

Robert Earle Keen, Bush Hawg and many others will be in town for this soulful and rockin’ festival. The show schedule can be found here in a few weeks. We will have performers spinning musical magic at our Lighthouse Court Mojito Bar as well. Come join us for the vibe!


Key West Bacchanalia copy
Key West Bacchanalia: June 13th – 15th

A food and wine event with a twist – enjoy a Grand Tasting Village, Celebrity Cook-off, Burger Wars, Bulldogs BBQ, seminars, dinner and mixology competitions and more!

Enjoy celebrity chefs, Bravo TV Top Chef stars and some of the best rums, spirits, wine, beer and food from local restaurants, in one of the Keys’ premier foodie events.


Papa Hemingway Contest At Hemingway Days Key West

Hemingway Days Key West : July 15th – 20th

The 34th annual celebration of the legendary author’s work and lifestyle features literary readings, a theatrical premiere, short story competition, fishing tournament, Sloppy Joe’s Look-Alike Contest, paddleboard race, a ‘running of the bulls’ and a pre-birthday “party” commemorating Ernest’s July 21st birthday.

It’s zany craziness and ‘Papa’s’ will be everywhere! Come join the fun.



Red Barn Theatre: Ongoing

Red Barn sets the bar for really great theatre in Key West. Works by Bob Bowersox, Mike Marrero, Mike Craver, Debra Monk, Mark Hardwick, Mary Murfitt, Charles Busch, Nora Ephron & Delia Ephron, Eric H. Weinberger and Donald Margulies have audiences laughing, crying, singing and generally just having a great night out. Get more info about the Red Barn Theatre here. Start your evening off with a Sour Coconut coconut Bacardi white rum and lime, at our Poolside Mojito Bar and then head out to the barn for the performance.

DAILY: Enjoy poolside Happy Hours at Lighthouse Court Cafe & Mojito Bar from 4PM – 7PM Peter will be happy to make you a Sex on the Sand or your favorite libation! Come try our delicious specialty drinks or just relax the day away under the sunshine by the pool with your family & friends.