Private Catamaran Charters — Waikiki & Honolulu

Waikiki’s Award-Winning Private Sailing Charter — Exclusive Use of the Entire Boat

Book an exclusive private sailing charter in Waikiki and have the entire Holokai Catamaran to yourself. No strangers, no shared tours — just your group, our award-winning crew, and the open waters of Honolulu’s south shore. Whether you’re planning a bachelorette party, a Waikiki wedding event, a corporate sailing charter, or a family reunion on the water, Holokai delivers a private catamaran experience that departs directly from the beach and stays with your guests long after they’re home.

What Is a Private Charter?

A private charter with Holokai means your group has exclusive use of our entire 49-passenger catamaran for the duration of your sail — no other guests, no shared space, no compromise on your itinerary. Depart from the sands of Waikiki Beach and choose your adventure: snorkel Turtle Canyon with Hawaiian green sea turtles, cruise the Honolulu coastline toward Diamond Head, watch the Friday night fireworks from the water, or sail into a Waikiki sunset with drinks in hand.Private sailing charters in Waikiki are available daily with flexible departure times to suit your group’s schedule. Open bar packages, custom itineraries, and catering options are all available. Our private charters are popular for groups of all kinds — from intimate gatherings of 10 to full-boat parties of up to 49 guests.

On any given morning or afternoon on your charter, guests custom design their voyage – sailing for air, gliding over waves, or watching the sunset on the horizon. You may also choose colorful snorkeling spots, Friday fireworks, and a vibrant coastal atmosphere teeming with life for your specific event.

Why Choose Holokai for Your Private Sailing Charter in Waikiki?

Holokai’s private catamaran charters in Waikiki are the most versatile event venue on the water. Here’s what we do best:

Bachelor & Bachelorette Parties:

Kick off the wedding weekend with Waikiki’s most unforgettable bachelorette sailing charter. Open bar, ocean views, Diamond Head as your backdrop, and a crew that knows how to keep the celebration going from departure to dock. Private catamaran bachelorette parties in Honolulu don’t get better than this.

Corporate Sailing Charters:

Team building, incentive trips, client entertainment, and company retreats — a private corporate sailing charter in Honolulu is the Hawaii experience your team will actually talk about. Flexible group sizes from 10 to 49 guests, with open bar and catering options available.

Family Reunions:

Gather the whole family for snorkeling at Turtle Canyon, a sunset sail, or a coastal cruise off Waikiki. Private family sailing charters with Holokai are all-ages friendly, crew-guided, and fully customizable. The aunties will love it. So will the uncles.

Wedding Events & Rehearsal Dinners:

Say aloha to your guests the right way — on the water. Our private wedding sailing charters in Waikiki are ideal for rehearsal dinners, welcome events, and post-ceremony celebrations. Fully customizable, intimate, and unforgettable against a backdrop of the Pacific and Diamond Head.

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 check in location at the Outrigger Reef Hotel (2169 Kalia Rd). The walk down to the beach may take from 5 to 10 minutes, a maximum of 0.3 miles down to the boat.

If you have any guests on your charter with mobility issues or are a slower walker: please call us at (808) 922-2210 to let us know after or before you book, so we can make the appropriate accommodations for your group, mahalo!