The Havana Sky

Spend the day anchored in shallow, crystal-clear waters on a private sandbar excursion aboard Havana Moon. This relaxed charter is all about enjoying the water—floating, swimming, and unwinding at your own pace, with floats provided and plenty of space to spread out both on deck and in the water. Charter details are arranged in advance so the crew can have everything prepared and waiting for you, allowing you to step aboard and make the most of your time on the water from the moment you arrive. 

Set out aboard Havana Sky for a private six-hour escape to the remote Marquesa Islands, where clear water, quiet anchorages, and natural beauty define the day. This snorkel-focused charter blends easy cruising with time in the water, offering the chance to explore reefs, relax between swims, and enjoy the open space away from the crowds. With the day planned in advance and the pace set entirely by your group, this experience is designed to make the most of your time—balancing exploration, relaxation, and the simple pleasure of being out on the water.

Champagne Toast is typically included, other beverage options available upon request.
Charter details, options and custom experiences may be requested and planned in advance.

Turn a meal into a day on the water with Havana Sky’s Dock & Dine experience. Your group selects the restaurant, and the crew takes care of the rest—beginning with a relaxed luxury cruise complete with a champagne toast as you enjoy the views along the way. After arriving dockside for your meal, the experience continues with an unhurried cruise back, giving you time to settle in, enjoy the water, and extend the day beyond the table. Perfect as an enhancement for a special birthday or anniversary, this private charter pairs memorable dining with a refined, easygoing day on the water. 

Enjoy the evening from the water aboard Havana Sky as the sky fades into the colors of a Key West sunset. This private sunset cruise offers a relaxed, unhurried way to take in golden-hour views—whether you’re enjoying a champagne toast on deck or settling in as the light changes and the day gives way to night. With no set agenda and the pace guided entirely by your group, this experience is a perfect enhancement for a special birthday, anniversary, or any occasion worth slowing down for. 

Fort Jefferson is a must-see for anyone visiting Key West, and experiencing it by private charter offers a level of access and immersion few travelers ever enjoy. This full-day journey to the Dry Tortugas brings you to one of the most significant historical landmarks in the United States—a massive 19th-century fortress set against white sand beaches and crystal-clear waters on Garden Key.

A private charter allows you to explore the fort, beaches, and surrounding islands without the pace or crowds of large tour groups, creating space to fully appreciate both the history and natural beauty of this remote national park. Guests may also have the opportunity to visit Loggerhead Key, known for its wildlife, lighthouse, and pristine snorkeling waters, and to enjoy the rare sense of quiet that defines the Dry Tortugas once day-trip boats depart.

This experience is fully customizable, with itinerary details, timing, and activities coordinated in advance and confirmed prior to the charter to ensure a seamless and thoughtfully planned day.