Become a part of the adventure!

Imagine yourself on a private crewed charter sailing yacht in the Caribbean. Exploring tranquil bays, snorkeling in crystal clear, warm, aquamarine water surrounded by exotic, brightly coloured fish. Maybe you are relaxing in a hammock with a good book, snoozing, or just gazing around at the incredible scenery. Feel the exhilaration of sailing in the trade winds with the beautiful blue sky above and the midnight blue and turquoise water below you.

Join Bill and Cathy Osborne for an unforgettable cruise in the tropical waters of the Caribbean.

Dream Maker, a privately owned and operated charter sailboat, specializes in crewed charters. Our guests are non-sailors who want to experience a tropical sailing vacation in the Caribbean. Other guests are people who dream of taking time off to live in paradise on a sailboat but aren’t sure if they would like the lifestyle or what is involved.

Dream Maker’s focus is on relaxation, rejuvenation, and education. The owners strive to create a friendly, laid back environment for their guests while allowing the guests to decide how adventurous or energetic the experience will be. It is about getting closer to nature and the local cultures of the islands visited. You will arrive home relaxed and refreshed.