Diamond Head Sail & Swim

There's nothing quite like setting sail from Ala Wai Boat Harbor and watching Waikiki's coastline unfold before you on this Diamond Head Sail & Swim Honolulu adventure. Our luxurious yacht takes just 6 guests at a time, making it perfect whether you're planning a romantic getaway or a family outing on the Pacific.

As we cruise along Oahu's southern shore, Diamond Head Crater creates a dramatic backdrop that'll have you reaching for your camera. The real magic happens when dolphins decide to play alongside our bow, or when humpback whales surface nearby during winter months. Hawaiian green sea turtles are regular companions in these waters, and our USCG licensed captain knows exactly where to spot them.

The 2.5-hour journey reaches its peak when we drop anchor off Waikiki Beach for swimming and snorkeling. The water here stays warm year-round, and visibility is typically excellent for exploring the coral formations below. Tropical fish dart between the reefs just offshore from one of Hawaii's most famous beaches – it's like having a private aquarium.

What I love about this Diamond Head Sail & Swim experience is how customizable it becomes. Private charters can extend the adventure or focus on specific activities based on what excites your group most. The yacht's intimate size means personalized attention from our crew, who share insider knowledge about the marine life and geological features you're seeing.

At $99 per person, this small-group sailing adventure welcomes all ages. We maintain a 24-hour cancellation policy, though if Mother Nature doesn't cooperate, you'll receive a full refund. This Diamond Head Sail & Swim Honolulu tour offers an unmatched way to experience our island's beauty both above and below the waterline.