• couple man and woman floating in pool

Parties & Events

Join us for our seasonal parties and special events! From Christmas Trivia, to live concerts and Summer Kick Off Pool Parties, our events are sure to put you in the seasonal party mood! All of our events are included at no additional charge to our guests. Guests from Barbary Beach House and Havana Cabana are welcome to attend events ate either property, and can get to the properties by taking our shuttle. For more information on our events contact Amy at [email protected] 

A woman painting outside at a Sip & Paint event in Key West

Sip & Paint

Monthly, Saturdays at 6:00pm

March 27th, April 17th, May 1st, June 5th, July 17th, August 14th, September 18th, October 16th.

Come out to our beautiful Shanty Tiki for our monthly Paint & Sip classes! Each class will be themed and everything is included! We provide the supplies, the art instructor and the wine! To see each month’s date and special theme, visit our Adult Activities page.

Reservations highly encouraged. Please email us below with the number of people in your party, your name and which date you’d like to reserve for.

woman looking into camera holding a lantern

Splash Into Spooky Season

October 25 – 6pm-9pm

Spooky Season is back! Join us at Havana Cabana for the 2nd annual family-friendly poolside Halloween party from 6pm-9pm! We’ll have a poolside DJ, costume parade and contests, pumpkin painting, and more spooky surprises! The pool and bar will be open for all the fun and spooky shenanigans! Our drink and food specials will be epic, so come hungry! Costume parade and judging will take place at 7:30pm, everyone is welcome and there is no entry fee.

A group of witches

Halloween Trivia

October 27 – 8pm-10pm

So you think you know all about Halloween? Do you have what it takes to be crowned, “The wisest haunt of them all?” Show off your Halloween knowledge at our special edition trivia! The game will be held under the Shanty Tiki Hut at 8pm. Come in costume and your first round is on us! See you there.. if you dare!

a doll in a glass case

Halloween Sip & Tales

October 28 – 8pm-11pm

Join us for a very special edition of Sip & Tales! The event will be held under the Shanty Tiki at 8pm, must be seated by 7:50pm. There will be a birthday cake for Robert the Doll in honor of his 117th birthday! New stories will be added as well as door prizes and spooky food specials. Locals are encouraged to join in on the fun by offering their own stories about haunts and hauntings.

A woman smiles and poses in a Key West resort pool

Summer Splash and Save

Up to 20% off & $50 Daily Dining Credit

Splash into summer (and savings!) Stay two or more nights and receive up to 20% off and $50 daily resort dining credit!

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