Yachting Itinerary in Miami to Cuba

Miami is widely considered the capital of the luxury day charters for yachting. Miami is unique in that it is also one of the few major metropolitan cities that offers a year-round yachting season. It is known as the Magic City with its wide beaches and its seemingly endless supply of sunshine complemented by its endless parties and its lavish lifestyle. All these factors combined with the countless luxury waterfront properties and its proximity to The Bahamas, Florida Keys, and Cuba make Miami a perfect destination for yachting.

Below is a sample 7-day yachting itinerary in Miami to Cuba. Enjoy.

Day 1

Miami → Key Largo 2-Hour Cruise

Depart Miami to Key Largo and spend the day at one of the most prestigious private members clubs, Ocean Reef. There you can play a round of golf, eat at one of the 5-star restaurants or snorkel and explore the crystal clear waters.

Day 2

Key Largo → Marathon 6-Hour Cruise

Depart Ocean Reef to Marathon Key and stop at John Pennekamp Coral Reef where you can snorkel to the famous underwater Jesus Christ statue. Head to Marathon Key and explore the turquoise waters by jet skis or by snorkel and swim with the dolphins.

Day 3

Marathon → Havana 6-Hour Cruise

Depart Marathon at dawn and arrive in Cuba by early afternoon. Once there, you can check into customs, and we will arrange for a tour of Old Havana and a visit to an artist gallery and dinner at one of the best paladors (local family-owned restaurants) in town.

Day 4


Spend the day on land where we can arrange for a tour of a tobacco plantation and visit one of Fidel Castro's favorite cigar makers. Have lunch on the plantation followed by dinner on the water on your yacht.

Day 5


Spend the day exploring Cuba where we can arrange for a rum distillery tour at one of Cuba's most famous rum producers. Have a traditional lunch nearby and spend the afternoon shopping in Havana with a specially prepared dinner on your yacht.

Day 6

Havana → Key West 6-Hour Cruise

Depart Havana at dawn and arrive into Key West by early afternoon and check into customs.Visit the southernmost point of the USA and explore the Ernest Hemingway house and museum. Enjoy dinner on Duval Street.

Day 7

Key West → Miami 6-Hour Cruise

Depart Key West at dawn and arrive to Miami by early afternoon. On the way, stop at Stiltsville and enjoy the afternoon on your boat cruising Biscayne Bay. As inspiration on where to explore in the bay, please refer to this article.

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Key LargoKey Largo
Map Data
Map data ©2020 Google, INEGI
Map DataMap data ©2020 Google, INEGI
Map data ©2020 Google, INEGI

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