Day Trip to Cuba - Friday
- Roundtrip from the Key West airport.
- Arrive at airport by 7AM
- Return by 6PM
- Visit the Hemingway home in Cuba, see the original Pilar boat, and Visit Hemingway's favorite bars!
- Passport Required!
Text Neil @ 910-599-6430 to be put on waitlist
Sandbar Trip 9:30-1:30
Leaving Garrison Bight 9:30 AM. Arrive Early!
All cocktails included! Live Dawson Wright music with Key West Cocktail Cruises!! Sponsored by Bombarda Rum!
More info coming soon!
Rum Fest Book Signing
Join us for a book signing with three famous Rum Authors! Ian Burrell, Jeff "Beachbum" Berry, and Shawn Martin. Free admission!
Rum Tasting with Down Island!
Cliff Cody
Landsharks at Lagerheads
Cliff Cody will be performing "Landsharks at Lagerheads" live at Lagerheads Beach Bar!
This song was originally written by Cliff, which was made famous by Jesse Rice.
2-2:30pm
Mojito Pool Party
Join us at the Marker Resort Pool Bar for a custom mojito! Sponsored by Nauti Beach.
Friday, August 14th. 3-6pm
Free admission. Donations accepted for the Marc House
Meet & Greet Jesse Rice Concert
Experience the small and intimate concert with Jesse Rice. Max capacity of 60 people for this event.
Key West Theater
3:30-5pm Friday, August 14th.
Papa's Pilar Rum Dinner
Expect bold, tropical notes, elevated culinary technique, and a lively atmosphere that captures the essence of rum culture and seaside indulgence.
Local Artists - Cliff Cody and Sharese
Opening by Dawson Wright! Also including the 2026 Rum Cake Competition. Call or Text Neil to enter.
August 14th, 2026
Doors open 7pm
Ends around 10pm
After Party at Sloppy Joe's!
Join us at 10pm after the concert for a great time! No tickets necessary and open to the public.
21+ only