Arts and Entertainment
July 23, 2025
From: Key West Rum FestivalSchedule Of Events:
August 11, 2025
7AM - Day Trip to Cuba - Monday
Roundtrip from the Key West airport.
Arrive at airport by 7AM
Return by 6PM
Neil will accompany on this trip with some rum related Cuban history. Lunch and other goodies included in the price!
Visit the Hemingway home in Cuba, see the original Pilar boat, and Visit Hemingway's favorite bars!
Passport Required!
August 12, 2025
7AM - Day Trip to Cuba - Tuesday
Roundtrip from the Key West airport.
Arrive at airport by 7AM
Return by 6PM
Neil will accompany on this trip with some rum related Cuban history. Lunch and other goodies included in the price!
Visit the Hemingway home in Cuba, see the original Pilar boat, and Visit Hemingway's favorite bars!
Passport Required!
7:30 PM - Dinner at Perla Restaurant, inside La Concha Hotel, with Cuban Rum History - All are Invited!!
August 13, 2025
12pm-2pm - Mount Gay Rum Tasting at The Roost.
3pm-5pm - Rum & Cigar Pairing at Rodriguez Cigar Factory With Papa's Pilar
5:45pm - Key West First Legal Rum Distillery Sunset Sail. Meet at distillery and walk to end of Greene St, leave dock at 6:30. Cory Heydon Band.
August 14, 2025
11am-1pm - Cubanita Bar at Hemingway Distillery with Papa's Pilar
Noon-2pm - Mojito Bar at Isabel's, Lighthouse Inn with Nauti Beach
2pm-4pm - Reggae & Bushwacker Party at Southernmost Beach Café withMalibu Rum & Kahlúa
5-6pm - Meet the Owners, Neil and Leon at the Key West Art Collective With arf on sale and Down Island Spirits pouring rum!
7pm- Rum Cake Competition and Rum Trivia with Greg Hill at Key West Theatre. Cliff Cody and Sharese concert to follow!
10pm- After Party at Tiki House
August 15, 2025
9:30-1:30 - Sandbar Trip
Leaving Garrison Bight 9:30 AM
Full bar, Dawson Wright music with Key West Cocktail Cruises!!
1-4PM - Papa Pilar Cocktail Contest and music by K Dub-Ya at Marker Resort pool.
1:30-3:30PM - Rum & Cigar Pairing at Rodriguez Cigar Factory With Papa's Pilar
4pm - Jesse Rice performing "Landsharks at Lagerheads" at Lagerheads for first time ever!
5:30pm-7:30pm - Performing a couple-congs before full couretlesse Rice prove party at Pilar Distillery. Food & Drinks included!
8pm - Jesse Rice Concert Featuring Dawson Wright
10pm - After Party at General Horseplay
August 16, 2025
9:30am-1:30pm - Marsh House Rum, 22 & Co, Elon Sandbar Trip Music by Dawson Wright.
3:30pm-5:30pm - Grand Tasting 30+ vendors. Key West Theatre
8pm- Jesse Rice concert at Key West Theatre Davison Wie Sponsored by Mount Gay Rum
August 17, 2025
11:45am-2:45pm - Ti Punch Brunch with Clement Sipscapes at Hot Tin Roof. Agricole Rum history with Bahama Bob Leonard. Drinks and brunch included.
2:30pm-5pm - Going Away Party at Southernmost Beach Resort, presented by Captain Morgan.
Date: August 11-17, 2025
Location: Various Venues in Stock Island, FL 33040
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