Adventure Sailing Hawaii Aboard Kaikiwi | 42′ Beneteau 411

Experience authentic Hawaiian blue-water sailing aboard Kaikiwi, a proven 42-foot Beneteau 411 designed to thrive in the Pacific. This is a chance to experience Hawaii from a completely different perspective is worldclass!

Captain Gaelyn, a USCG-licensed captain with years of experience sailing Hawaiian waters, personally sailed Kaikiwi home from Mexico and knows firsthand how capable and comfortable she is in a wide range of conditions.

Day Sailing

• Up to 6 guests
• Coastal sailing Oahu
• Opportunities for enjoying Hawaii’s stunning coastline
• Perfect for couples, families, and small groups seeking a unique ocean experience

Onboard Amenities

• Private forward stateroom with ensuite head
• Two onboard heads (restrooms)
• Full galley for meal preparation
• Large swim platform with freshwater shower
• Retractable cockpit shade (bimini)
• Comfortable accommodations for extended cruising

A True Sailing Adventure

Hawaii’s geography creates some of the most exciting sailing conditions in the world. Mountainous islands, trade winds, and inter-island channels combine to offer everything from gentle downwind cruising to exhilarating offshore passages.

This is not a cruise ship experience. It is real sailing. Some days may bring light breezes and calm seas, while others may offer stronger winds and larger ocean swells. Kaikiwi is a capable offshore vessel, and your captain is highly experienced in Hawaiian waters.

Previous sailing experience is welcome but not required. New sailors with a sense of adventure, appreciation for the outdoors, and a positive attitude often find these trips to be unforgettable.

Oahu Adventure Options

One popular overnight route includes a beautiful downwind sail to Oahu’s west side near Makaha, where guests can enjoy crystal-clear waters, and possible dolphin encounters.

Every voyage is customized around weather conditions, ocean safety, and your group’s interests, creating a truly unique Hawaiian sailing experience.

Come aboard Kaikiwi and discover Hawaii the way it was meant to be experienced—from the sea.