📅 When
August 22, 2026
17:00 – 22:00
📍 Where
63 Main Street, Rosemary Beach, FL 32461
📞 Contact
About this event
One of the most dazzling nights of the 30A social calendar, Havana Nights at The Pearl Hotel transforms the entire Forbes 4-Star property into a vibrant mid-century Havana experience from dusk to midnight. The event spans multiple iconic spaces throughout the hotel, each with its own distinct flavor of Cuba golden era — from the Tropicana-inspired casino rooftop to the lively ballroom dance floor.
On the rooftop, casino tables from Bama Casino Co. offer blackjack, roulette, and craps as cigar aficionados browse hand-rolled selections from Shore Thing Cigars and sip craft cocktails against the backdrop of Rosemary Beach white rooftops. Downstairs, a live DJ spins from 6 to 10 PM in the ballroom where salsa lessons mingle with pure dance-floor energy, while a Cuban-inspired buffet at Havana Beach Bar & Grill keeps the flavors flowing all evening. Renowned local artist Justin Gaffrey transforms the Boardroom into an intimate art gallery with live painting.
This adults-only (21+) event fills up quickly and represents a rare opportunity to experience The Pearl at its most festive and theatrical. Whether you are celebrating a special occasion or simply looking for the most memorable Saturday night on the Gulf Coast, Havana Nights delivers magic from the first mojito to the last dance.
Best for: Adults seeking a glamorous themed night out, couples celebrating anniversaries, social weekenders on 30A
What to expect: Casino-style games, live DJ and salsa dancing, cigar lounge, Cuban buffet, live painting demonstration, full bar service throughout the evening
Planning tip: Book reservations early at 1-888-656-6463. Dress to impress — guests typically embrace Cuban-inspired attire, Panama hats, and vintage Hollywood glamour.
Cost: Ticketed event; adults 21+ only. Check thepearlrb.com for pricing.
