top of page

Enjoy Fall Festivities at Southernmost Beach Resort in Key West

Southernmost Beach Resort, in Key West, Florida has a multitude of newness and activities heading into the fall. The first is that the hotel will have recently underwent an $11 million dollar renovation to their property. Guests who visit during the fall will be some of the first to be able stay in the updated spaces and rooms.

Besides the renovations, the property will be participating in the annual Fantasy Fest that takes place every October. Fantasy Fest is a ten day party that was started by locals in the 1970’s and now is known as a national event that is filled with costumes, parades, parties, good food and excitement. Since the first Fantasy Fest, it has continually boosted the local economy by filling up hotel rooms and showcasing local businesses, restaurants, and bars during the two weekends closest to Halloween. Bringing in as many as 75,000 revelers each year, it’s an event that invites grown-ups out to play and celebrates the lively Florida Keys culture.

This year the Southernmost Beach Resort is hosting many of the events. Pasting these specific events at the end of the body of the email.

Tuesday, Oct 24


A sunset beach concert not to be missed! New England based, Rob Benton has spent the last decade as both a solo artis, a member of the duo “key West Kings”, and lead guitarist performing alongside artists as diverse as Nelly, Lee Brice, Lansdowne, Skidrow, Everlast, LFO, New Kids On The Block, J. Geils Band, and many more! Rob also made an appearance on NBC’s “America’s Got Talent” television show, which earned him a contract with MGM Grand headlining a yearlong residency at Circus Circus Casino on the Las Vegas strip! A dynamic performer, Rob’s style is extremely unique. By combining percussion, looping, beat boxing, electrified rock, and hip-hop elements to his solo acoustic playing; he fills out his sound like a four-piece band. Whether playing original tracks from his own albums, “Dawn Meet Day” and KWK’s “Caroline Street” or covering one of the multitude of artists who have influenced him over the years, Rob makes every song his own. 6:30-9:30 FREE!

Reserve your space HERE

Thursday, Oct 26


Bring all you favorite guys and ghouls for a one-of-a-kind TRIVIA experience.

This spooky Fantasy Fest trivia features all the fun decorations of a proper Halloween Party, 6 great rounds of Trivia, Creepy drink specials, and the BEST part of all… all players in costume receive 5 bonus points! Reservations are a must; tables will fill fast! 6pm Sharp! FREE! Reserve your space HERE

Sunday, Oct 29


We'll have plenty of food and drink specials, and a live DJ spinning all your favorites, along with free Booze Bandages for the first 50 guests, to bring you back to life! Deep Eddy’s Bloody Mary specials. Sunday, 10/30, 1-4pm Southernmost Beach Resort’s Pineapple Pool. FREE!

Reserve your space HERE


bottom of page