Private Waikiki Sailing & Sunset Yacht Cruises
Explore Oahu’s coastline aboard a 44-foot yacht — private charters for up to 12 guests with snorkeling and wildlife viewing.
Featured Charters
Private Waikiki Sailing Charter and Sunset Cruise — tailored small-group yacht experiences.
About Isle Sailing
Isle Sailing is a Honolulu, Hawaii–based charter operator featured on The Adventure Collective. The company operates a 44-foot yacht and offers private sailing experiences tailored to small groups and families. Isle Sailing's flagship offerings include a 3-hour Sailing Charter off Waikiki with Diamond Head views, opportunities to snorkel among reef fish and to spot turtles, dolphins, and seasonal whales, and a 2-hour Sunset Cruise that showcases tropical sunsets, moonlit waters, the Honolulu skyline, and Friday-night fireworks displays.
Trips are private and designed for up to 12 guests aboard a spacious yacht. The Sailing Charter emphasizes active sailing and marine wildlife viewing, while the Sunset Cruise focuses on relaxation, coastal sightseeing, and evening ambiance. Both trips depart from Waikiki and include time at sea suited to snorkeling and wildlife observation when conditions allow.
Safety equipment and standard marine safety procedures are maintained on board, and charters follow local regulations for passenger capacity and marine conservation. Isle Sailing provides clear pre-trip information about meeting locations, what to bring for snorkeling and sun protection, and timing to maximize wildlife encounters and scenic views.
As a local Honolulu operator featured on The Adventure Collective, Isle Sailing connects visitors with Oahu's coastal scenery and marine life through guided private charters. The company's fleet and trip descriptions are focused on reliable departures from Waikiki, comfortable yacht amenities, and memorable coastal sailing experiences. Reservations are available for private groups, and the company offers flexible private bookings tailored to family outings, celebrations, and small-group adventures throughout the year.
Book a Private Waikiki Charter Today
Reserve a 3-hour Sailing Charter or a 2-hour Sunset Cruise on a 44-foot yacht for up to 12 guests — check availability and book now.