Diaries of Cuba


Moving and shaking through Miami, the Keys & Havana. 

Call us to create your own bespoke Florida & Cuba journey.


Insider access, performance vehicles and a group of petrolhead friends are the key ingredients in this high-octane trip from Miami to Havana.

You will begin by living it up in Miami with a local host who will open doors to the hottest clubs and restaurants in town. Jumping on Harleys, your group will then ride down through the Florida Keys to Key West before attempting to break the world record as you cross from Key West to Cuba in a high-speed boat (conditions permitting). In Cuba, you will ride Harleys through the mountains with Che Guevara’s son, meet Cuba’s creative elite at privately hosted dinner parties, explore Havana’s mansions with a top Cuban architect and even spar with a former Olympic boxing champion. In between, we’ve included entry to the most talked-about clubs and bars, tables at the best restaurants, and plenty of opportunities to chat over a fine Montecristo.

When you need a break from the ordinary, this trip will infuse you with a high dose of adrenalin and culture that is almost impossible to match.