Waikoloa Signature Sunset Sail

The sail departs from the Kohala Coast near the Waikoloa area on the Big Island’s west shore. When you book, you’ll receive specific departure point details and parking instructions — the Kohala Coast has multiple marina and harbor access points, so confirm the exact location before you drive out.

This is a genuine sailing experience — you’ll feel the sails fill and the boat heel as the crew works with the trade winds along the Kohala Coast. The crew may use the motor at times depending on wind conditions, but the experience is built around sailing, not motoring, which is what makes the sound and feel of it distinctly different from a standard sunset cruise.

Evening conditions on the leeward Kohala Coast are typically among the calmest you’ll find on the Big Island — the trade winds tend to keep things steady rather than choppy at this time of day. If you’re prone to motion sickness, take a non-drowsy remedy about an hour before departure just as a precaution, and stay toward the middle or back of the boat rather than the bow.

Dress in layers — shorts and a t-shirt are fine for the first part of the sail while the sun is still up, but once it sets the wind will feel cooler and you’ll want that extra layer. Soft-soled shoes or boat shoes are ideal; avoid flip-flops that can slip on a wet deck, and skip the heels entirely.

Yes, the activity is listed as all ages and genuinely works well for families with kids who can sit still and enjoy being on the water. Younger keiki who tend to get restless might find 1.5 hours a stretch, but the beverage and pupu service, plus the visual drama of the sunset, gives everyone something to focus on. Life jackets are available on board.

Typically outside food and alcohol are not permitted since beverages and pupus are provided as part of the experience. If you have dietary restrictions or specific needs, reach out to the operator directly when you book — they’re generally accommodating when given advance notice rather than a surprise at the dock.