#1 Cuba Yacht Charters and Sailing to Cuba from Miami
#1 Yacht Rental in Miami - Miami Five Star

Yacht Charters to Cuba & Sailing Vacations around Cuba

Leading Yacht rental service provider from South Florida to Cuba and all of your favorite Miami destinations. Miami to Cuba Yacht Charters are our specialty. For an unforgettable charter to Cuba or a private Cuba sailing cruise, let our captain and crew cater to your every desire. Our goal is to treat you and your valued guests as royalty and to make sure you are treated to an experience only Miami Five Star Yachts can provide. Our Captains are highly trained professionals who possess the charisma that clients come back for again and again.

Miami Five Star has the largest fleet in Miami with over 40 luxury Yachts to choose from. We offer an unlimited selection of Private Yacht Charters to Cuba with each tailored to your desire. Whether you want to relax in the sun, explore Cuba, discover beautiful islands or enjoy a private sailing trip to Cuba, we definitely have a charter for you! When you are ready to plan the trip to Cuba, let us be your guide. Simply contact us at (305) 504-1717 and we will do all of the work for you.


  • Family friendly
  • Multiple departure times and locations available
  • Romantic experience, perfect for couples
  • Snorkel gear & water-toys included
  • Once-in-a-Lifetime Experience
  • Flexibility to customize your itinerary to your own preferences
  • Travel by Yacht and see the sights from the water
  • Perfect introduction for first-time visitors to Cuba


  • Captain & Crew
  • Wave-runner / Jet-ski
  • Water Toys
  • Snorkeling Gear
  • Non-Alcoholic Beverages
  • Chef (optional)

What You Can Expect

  • Enjoy breathtaking tours of Cuba aboard your own private luxury yacht. Whether it's a tropical tour, weekend of fun in the sun or an ultimate yacht party after the sunset, this is definitely the perfect charter for you. Where you go is up to you – sail to a specific destination in Cuba, or let your captain set an unforgettable route for you.

    With the largest fleet in Miami of over 40 luxury yachts to choose from, you will always have one of the most beautifully equipped yachts on the harbor!
Yacht Charters & Sailing to Bahamas

Bahamas Yacht Charters and Sailing from Miami

Charter a Yacht or Sail to Bahamas from Miami or anywhere in South Florida. Miami & Bahamas Yacht Charters, Luxury Boat Cruises and sailing vacations to Bahamas are our specialty. For an unforgettable: private Bahamas yacht charter, cruise to Bahamas on a luxury yacht or sailing vacation to Bahamas let us be your guide.

Sailing Vacations to Bahamas


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Miami Five Star has the largest fleet in Miami with over 40 luxury Yachts to choose from. We offer an unlimited amount of charters & packages with each tailored to your desire.