• candles and pumpkin in the woods

Spooky Season is Upon Us

Seven Days of Frightful Fun

October 26th – November 1st

 

Join us all week at the Havana Cabana and Barbary Beach House for the island’s very first Spooky Season! From family friendly games and contests, to adult only haunted beach walks, our action packed calendar has events for all ages! These events are included at no extra charge and are all held in outdoor open areas. Guests from both Barbary Beach House and Havana Cabana will be able to take our free shuttles to either hotel to enjoy the haunted festivities. Due to limited spacing, reservations are strongly encouraged. To ensure your space for the below activities, please contact Amy at [email protected]. To make a hotel reservation please visit our Offers or Stay page.

three kids dressed up as a cat a pirate and a witch

Kick Off Party

Havana Cabana / Family Friendly 
Monday October 26th 6:00pm-9:00pm 

Come out to the largest pool in Key West for our Kick Off Party at Havana Cabana! This family friendly event kicks off with a kid’s costume contest, where kids will receive prizes for the cutest, scariest and best homemade costumes. The contest begins at 6:30pm and will be followed by a special Moonlight Poolside Pumpkin Painting session at 7:30pm, where kids will be able to paint their pumpkin and take it home! Live music and Halloween themed treats will be available for the children, along with our food specials and drink specials for the adults. Shuttle will be available to take guests to Havana Cabana and back to Barbary. Don’t forget your bathing suit!

Click “Reserve Now” below and email us with your: name, event you’d like to reserve, amount of people that will be attending.

a dog dressed up as a pirate

Pet Parade

Barbary Beach House / Family and Pet Friendly 
Tuesday October 27th 6:00pm-9:00pm 

Dress up your four-legged best friend for a chance to win some great prizes! Our pet parade and costume contest kicks off at 7:00pm at the Barbary Beach House pool deck. Prizes will be awarded for the best dressed pups, and treats and refreshments will be available. We ask that all participants please bring a can or dry pet food as a donation for the Florida Keys SPCA. All cash donations from the event will be donated to the Lower Keys Friends of Animals.

Click “Reserve Now” below and email us with your: name, event you’d like to reserve, amount of people that will be attending.

group of witches

Halloween Trivia

Barbary Beach House/ Adults Only 
Wednesday October 28th 8:00pm-10:00pm 

Gather your team of ghouls under the Shanty Tiki Hut and show everyone just how much you know about Halloween! This trivia is all about Halloween facts, haunted places, famous ghosts and more. Players dressed in costume receive their first drink free! A full bar and food specials will be available as well as great prizes for the winning teams. Trivia starts at 8:00pm, bar and seating will open at 7:30pm.

Click “Reserve Now” below and email us with your: name, event you’d like to reserve, amount of people that will be attending.

 

woman looking into camera holding a lantern

Special Edition Sip & Tales

Barbary Beach House / Ages 16 Years and Older Only 
Thursday October 29th 8:00pm – 10:00pm

In this special edition of our weekly Sip & Tales, we will have new stories and guest appearances. Our local historians will take turns telling the dark tales of Key West, and locals will get a chance to share their own stories and close encounters from the beyond! Seating starts at 8:00pm and show starts at 8:30pm sharp under the Shanty Tiki Hut. A full bar will be available with drink specials.

Click “Reserve Now” below and email us with your: name, event you’d like to reserve, amount of people that will be attending.

A moon on the water

Haunted Beach Walk

Barbary Beach House / Adults Only 
Friday October 30th 8:00pm-11:00pm

Prepare to encounter the unexpected on Key West’s very first Haunted Beach Walk! The pre-party will begin at 8:00pm under the Shanty Tiki, where we will serve food and drink specials. The Haunted Walk will begin at 8:30pm and we will explore the dark side of Smather’s Beach.

Click “Reserve Now” below and email us with your: name, event you’d like to reserve, amount of people that will be attending.

witch

Monster Mash

Havana Cabana / Adults Only 
Saturday October 31st 9:00pm-12:00am 

Gather at Havana Cabana for our Monster Mash costume party! There will be great drink and food specials, a live DJ and of course the largest pool in Key West. Come dressed in your Halloween best for your chance to win great prizes. Our costume contest judging will begin at midnight for Most Creepy, Crowd Favorite and Best Group Costume. Our shuttle will be available to take guests from Barbary Beach House to Havana Cabana. Don’t forget your bathing suit!

Click “Reserve Now” below and email us with your: name, event you’d like to reserve, amount of people that will be attending.

a girl in facepaint

Day of the Dead Celebration

Barbary Beach House / Family Friendly 
Sunday November 1st 7:00pm-10:00pm

Join us as we wrap up Spooky season with our Day of the Dead celebration! Show off your Day of the Dead costumes and face painting. There will be festive Mexican music and food and drink specials. We will be building a beautiful Key West Ofrenda where you can add photos of your loved ones to be remembered on this special evening. There will be a special showing of Disney’s Coco under the Shanty Tiki at 8pm for children, and fresh popcorn and snacks will be available.

Click “Reserve Now” below and email us with your: name, event you’d like to reserve, amount of people that will be attending.

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