Rum Fest Key West
When: August 10 - August 16, 2026
Where: Key West, FL 33040
Rum Fest Key West returns for its highly anticipated Second Annual Key West Rum Fest, celebrating the island's legendary tropical vibes, mouthwatering seafood, and exceptional rums from around the globe. Scheduled from August 10 to August 16, 2026, this vibrant event combines premium rum tastings, captivating live performances, and unforgettable culinary experiences, all benefiting the local nonprofit MARC Inc., dedicated to empowering adults with developmental disabilities in the Florida Keys.
The festival’s centerpiece is the Grand Tasting Event, held at the iconic Key West Theater on Saturday, August 16, from 3:30 PM to 5:30 PM. Guests can savor an outstanding variety of rums from over 30 premier vendors, mingle with master distillers, and indulge in island-inspired cuisine. Additional highlights include sunset sails featuring live music from the Cory Heydon Band, rum tastings and master classes, the spirited Rum Cake Competition, and exciting sandbar trips with full bar service and entertainment.
For Hemingway enthusiasts, the festival offers exclusive Day Trips to Cuba on August 11th - 14th, guided by host Neil Lindley, featuring visits to Hemingway’s historic home, his favorite bars, and the original Pilar boat. Passports are required, with lunch and exclusive insights included. A special evening on August 14th features a Hemingway Life Story Dinner at Pilar Distillery, pairing Ernest Hemingway’s favorite dishes and cocktails with stories from his remarkable life.
Closing festivities include the luxurious Ti Punch Brunch presented by Clement Sipscapes on Sunday, August 17th, featuring unlimited master-crafted rum cocktails and a seven-course tasting menu at Southernmost Beach Resort.
Tickets and event details are available at rumfestkeywest.com—experience a week of island charm while supporting a meaningful cause at Rum Fest Key West 2026.
You might like these Events
Key West Triathlon
The Key West Triathlon returns on Sunday, December 14, 2025, offering athletes a unique race experience in one of the most vibrant destinations in the U.S. Hosted at Higgs Memorial Beach, 1000 Atlantic Blvd, Key West, FL, the event is designed as the ultimate “tri-cation,” blending competition with relaxation in a lively island setting. Brought to life by Integrity Multisport™ and proudly sponsore...
New Year's Eve: Conch Shell Drop at Sloppy Joe's
The arrival of 2026 is to be heralded on the island's Duval Street with the "drop" of a gigantic manmade conch shell, the symbol of the Florida Keys, to the flat roof of Sloppy Joe's Bar, 201 Duval. Spectators gather on Duval for the annual gala, emceed by a rooftop host and featuring dancing in the street and a countdown to midnight recorded on a huge clock. Inside Live music on stage noon-2:00...
Key West Literary Seminar
The 43rd annual Key West Literary Seminar returns January 8–11, 2026, bringing readers and writers together for four days of world-class literary programming at the historic San Carlos Institute. Each year the event explores a unique theme, and in 2026 the focus is “Pay Attention! The Novel, or The Long Form in a Time of Short Attention.” The Seminar features presentations, readings, and conversat...