KEY WEST
HAVANA FLEET

LUXURY CHARTERS

CHARTER YOUR DREAM BOAT AND EXPERIENCE THE ADVENTURE OF A LIFETIME

Havana Fleet Key West Luxury Charters offers guests an unforgettable experience aboard our fleet of luxury charter boats. Our experienced Captain and Crew will treat you and up to eleven guests like true celebrities, ensuring that you have a once-in-a-lifetime experience. At Havana Fleet, no two trips are alike and every charter can be custom-tailored to your needs & specifications. Custom charter options are endless, so whether you want a relaxing 2 1/2-hour Sunset Cruise or a multi-day adventure 90 miles into the Gulf of Mexico, we have you covered. From your secluded anchorage, you can enjoy stunning sunsets and star-lit skies. Plus, with access to world-class snorkeling and beaches on Loggerhead Key, you can explore at your leisure. Water toys, sport fishing, and personal chef options are also available for your enjoyment. Learn more about our fleet of boats and our luxury charters below. 

CHARTER BOATS

OUR FLEET

Havana Time Charter Boat

3 vessels to choose from

Our fleet of luxury charter boats offers something for everyone. With options for a group of up to 6 or up to 12 guests on our luxury charter yacht.

Amazing Destinations

Our fleet offers the chance to experience remote destinations like the Dry Tortugas. Experience untouched locations just for the day or on a multi-day excursion aboard our charter yacht.

Professional Crew

You can trust that our captain and crew will take the best care of you. Our captains have years of experience on the local waters and know all the best locations.

Multi Day Trips

Our fleet offers guests the chance to stay aboard and really get a feel for the yacht life. Our crew can plan an amazing itinerary for your guests. Chefs and catering are available to suit your needs.

EXPLORE
CHARTER ACTIVITES

PLAN YOUR ADVENTURE

The Havana Fleet offers a wide selection of activities for everyone. Some of the most popular are snorkeling, fishing, island adventures, sandbar excursions, and sunset cruises. Contact us to plan your luxury charter today.

ISLAND ADVENTURE

SANDBAR EXCURSION

SUNSET CRUISE

FORT JEFFERSON & THE DRY TORTUGAS

2.5 HOUr CHARTER

Looking for adventure but don’t have all day? A 2 1/2 Hour Charter will get you on the water and offer enough time to explore some of the local waters. Activities include island adventures, or sunset cruises.

4 HOUR CHARTER

Spend an afternoon or morning exploring the uninhabited offshore islands and sandbars. Have time to relax on the water and more. Activities include island adventures, sandbars excursions, and sunset cruises.

6 HOUR CHARTER

Spend the day on the water enjoying everything our fleet has to offer. Create a custom itinerary that includes a number of destinations and activities of your choice like a sunset cruise and our sandbar excursion.

8 HOUR CHARTER

Have the whole day and see what is out there. A full-day charter opens the door to many remote destinations. Our charter boats can comfortably accommodate up to 6 guests on a day trip to Fort Jefferson & The Dry Tortugas.

CHARTERS
HAVANA FLEET

PRICING & INFO

Havana Fleet offers a wide variety of charter options. We have three different luxury charter boats that offer private luxury charters starting at the price listed below.

Havana Time Starting At:
$ 900

2.5 HR CHARTER

Havana Time Luxury Charter Boat

Elegant Sunset or Morning Cruises onboard our 36′ Hinckley Picnic Boat, Dolphin Watching, 2 1/2, 4, 6, and 8-hour Custom Island Tour Packages which can include catered onboard or beach picnics. Water toys are available.

HAVANA SKY Starting At:
$ 1200

2.5 HOUR CHARTER

Havana Sky Luxury Charter Boat

Sunset & Brunch 2.5Hr Cruises are available. Dry Tortugas day trips. Tour Fort Jefferson and snorkel Loggerhead Key. 4, 6, and 8-hour and Multi-day High-end Fishing Charters. Thrilling Sunset Cruises. Express Island Tours and Adventures. Water toys are available.

CHARTERS
START THE JOURNEY

Book now

Let's plan a custom Key West Charter together. Use the contact form below to tell us a little more about your trip.



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