Private Waikiki Boat Charters

Charter an Award-Winning Catamaran in Waikiki – Exclusive Use of the Entire Boat

Book a private sailing charter straight from the beach in Waikiki and have the entire Holokai Catamaran to yourselves – crew included. No strangers, no shared tours. Just your people, our award-winning team, and the open water off Honolulu’s south shore. Whether you’re celebrating a bachelorette party, a wedding, a company retreat, a family reunion, or just a fun private activity for yourself and your friends, we’ll deliver an experience that stays with your guests long after they’re home.

Why choose a Private Charter versus General Admission?

Simple: your group gets the whole boat. All 49 passengers worth of it, for the entire sail – no one else’s itinerary to work around, no one else’s kids, no compromises. You pick your adventure and we make it all happen.

Depart right from the sands of Waikiki and choose your sail: snorkel Turtle Canyon with Hawaiian green sea turtles, cruise the coastline toward Diamond Head, catch the Friday night fireworks from the water, or sail into a Waikiki sunset with drinks in hand. Private charters run daily with flexible departure times, and we can work in open bar packages, custom itineraries, and catering too. Groups range from intimate gatherings of 10 all the way up to full-boat parties of 49.

Why Choose Holokai?

Honestly, because we love what we do – and we think it shows.

Bachelor & Bachelorette Parties:

Open bar, ocean breeze, and an entertaining and attentive crew that knows how to get a laugh and tend to all your needs. There’s no better way to kick off a weekend celebration in Waikiki.

Corporate Sailing Charters:

Great for building social cohesion, client entertainment, incentive trips, company retreats – a private sail in Hawaii is the kind of experience you want to treat your team and/or clients with.

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.

How Beach Boarding Works

Check-in is at Outrigger Reef Waikiki Beach Resort, 2169 Kalia Rd. From there, it’s a 5-10 minute walk (max 0.3 miles) to the beach boarding point, which shifts slightly with the tides to ensure the safest boarding every time. Our crew guides you the whole way – just bring footwear you can slip on and off.

Guests with mobility concerns or slower pace: call us at (808) 922-2210 before or after booking and we’ll make the right arrangements for your group. Mahalo!

For groups of 16 or more, please call our reservations line or email us at [email protected] to book.