Tradewind Sail

Sail the Tradewinds on this Adventure Sailing Charter in Hawaii

This one and a half hour-long sail lets you see Oahu from a different perspective at a great value! We’ll follow the trade winds blowing from the northeast, which gives you a spectacular view from the boat as you pass the Waikiki Natatorium War Memorial and Diamond Head Lighthouse. You’ll get extraordinary views of the beaches at Black Point, Koko Head and Koko Crater along the way. On a clear day, you’ll see the majestic green island of Molokai some 40 miles away.

This is an excellent cruise for families and sailors wanting to relax and enjoy an beautiful afternoon in the sun. We’ll be keeping a sharp eye out for dolphins, whales and other sea life while getting as close as possible so you can get a great photo. Upgrade to an open bar for just $20!

The Holokai departs from the beach for all of our sails, so be sure to bring footwear that you can easily slip on and off! The specific beach for arrival and departure changes depending on the tides to ensure a safe boarding, so keep in mind that the departure spot may change and might not always be right outside the hotel. The walk down to the beach may take from 5 to 10 minutes, a maximum of 0.3 miles down to the boat.

Any guests with mobility issues or are a slower walker will have to let us know after or before you book, so we can make the appropriate accommodations.

For large parties of 9 or more, please call our reservations line to book.