• Hello, I’m Captain Jake and sailing is my passion. That’s the reason why I made it my business. I operate Morningstar Sailboat Charters in beautiful St. Thomas, in the Virgin Islands. I have sailed here, there and everywhere, and when I arrived here in St. Thomas, I began making connections and interacting with the locals here on the island. Soon, I met Debbie who, at the time, worked at a hotel. With her great head for business and her remarkable insights, we were able to flesh out a plan to start our own tour business. Soon, we were sailing towards success, and today, we offer the best in sailboat tours in the Virgin Islands aboard our fleet.



    1987




  • Private Sailboat Charter to St. John


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    You will be well fed on your private charter.
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    Time to snorkel in a secluded bay on St. John.

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Morningstar Sailboat Charters

Picture this: you’re on an island, and the scenery is ravishing. It’s a gorgeous day, a breeze is blowing, and you are gliding on the ocean while sipping on a cocktail, reveling in your tropical surroundings. Don’t worry, it isn’t a dream. Since we launched Morningstar Sailboat Charters in St. Thomas, we have allowed countless customers to make this a reality.

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Private Sailboat Charter to St. John

Morningstar Sailboat Charters started in 1987, and is today one of the Virgin Island’s most desired sailboat Charters. Our mission is to provide smooth and relaxing sailing experiences in a dream location. We offer our sailors the most friendly and knowledgeable crew around, with our Captain, first mate and two office staff, and our first class service all around.

We depart on a glorious 42-foot Cheoy Lee sailboat and take you on a sailing adventure to remember, with an excellent lunch including a full-cooked menu with barbecue chicken, complete sides and an open bar. The fun never ends, as we take our sailors snorkeling in the natural underwater world of St. John’s.

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We are here to pamper you and make sure your sailing adventure is the best you’ve ever had. Captain Jake, well-known for his sense of humor, keeps his customers laughing, even during sailing lessons. Guests are often welcome to help him navigate, making their trip more memorable as they step up and feel more involved.

Morningstar Sailboat Charters knows what guests want and need. Whether it’s sailing or snorkeling, we have something to please the water lover in you. That’s why we are in constant high demand and welcome an increasing number of customers every year. We love what we do and we make it enjoyable for all, and that makes us number one among other charter companies in the Virgin Islands.