Call to book a trip direct: (808) 938 – 7272


See Trips & Rates


ADVENTURE WITHOUT AN AGENDA!!! Enjoy a PRIVATE sailing adventure custom designed to fit your needs aboard a beautifully maintained yacht – the pristine sailing sloop “Imagine”, a 2007 Catalina 400. Conveniently located at Honokohau Small Boat Harbor on the Big Island’s Kona Coast, we offer sailing adventures for Full Day, Morning, Afternoon, Sunset and for the more adventurous sailor we offer overnight excursions along the Kona–Kohala Coast. Snorkel, swim with the dolphins, whale watch (Nov – Mar), learn some Hawaiian history, trim the sails and take the helm (ASA certified instructors offer lessons upon request), fish, or just relax and enjoy the beauty of cruising Hawaii Island under sail.

We are sailing purists so you will not find us hoisting sails and running the engine like so many charters tend to do. Unless there is too little wind to move us through the water, WE WILL SAIL!! Imagine’s crew unfurls her head sail when the wind is 7kts.

Food and non alcoholic beverages are provided. Numerous moorings and anchorages afford excellent snorkeling. We custom design your charter schedule, activities, food and refreshments.

Morning charters we serve juice, fresh fruit, yogurt, bagels and muffins. For afternoon charters we serve juice, soda, fresh fruit, sandwiches or wraps, chips and cookies. Full day charters we serve both of the above. Sunset charters we serve California rolls or shrimp cocktail, meat/cheese board and fresh fruit and for overnight adventures we will plan the menu together. Prepared food and beverages are included in the charter cost, if you have special dietary needs or requests please communicate this to us, however this may result in an additional charge. We do not sell/serve alcohol, but you may bring alcoholic beverages aboard and self-serve.

We ask the Charter Group to arrive at slip H-5, on the south side of Honokohau Small Boat Harbor, 15-minutes before we set sail for the required orientation and safety briefing.