Where to Book a Private Sailing Experience in Oahu
- Sail Hawaiian Style
- Mar 11
- 3 min read
Aloha! If you love being on the water, sailing in Oahu is hard to beat. The views along the Honolulu coast are stunning, the ocean breeze feels amazing, and there’s something magical about seeing Hawaii from the water.
At Sail Hawaiian Style Catamaran in Waikiki, we offer private charters for groups of up to 15 guests. We started our business so that every group could enjoy the ocean together, make memories, and just relax — no schedules, no crowds, just your family or friends on the water in Hawaii. Whether you’re visiting Oahu or are a local looking for a special day at sea, we love helping guests have a memorable experience.
Why Choose a Private Sailing Experience in Oahu
There are so many ways to get out on the water in Oahu. Some visitors enjoy joining larger tours, while others prefer booking a private sailing charter in Waikiki for just their group.
With a private charter, the whole boat is reserved for your group. Everyone gets to relax, move around freely, and enjoy the ocean together at your own pace. Guests often tell us that these private moments are the ones they remember the most.
Private sailing charters are popular for:
family vacations
friends’ outings
birthdays and celebrations
bachelor or bachelorette trips
proposals and anniversaries
anyone looking for a more personal, relaxed ocean experience
What to Expect on a Waikiki Sailing Charter
Our private catamaran sails follow the beautiful Waikiki coastline along the south shore of Oahu. Seeing the island from the water gives a completely different perspective of Honolulu and the surrounding scenery.
During your sail, you might:
glide along the famous Waikiki coastline
take in views of Diamond Head from the ocean
spot dolphins or sea turtles swimming nearby
enjoy a swim in the Pacific Ocean
lounge in the large front nets and bean bag chairs on our catamaran, Hawaiian Style
Every sail is a little different depending on the weather, wildlife, and what our guests feel like doing that day. That’s part of what makes each trip unique. It's customized to your preferences.
Private Catamaran Charters in Waikiki
Our sailing catamaran, Hawaiian Style, is a custom-built 48-foot boat designed for private charters. It comfortably fits up to 15 guests, and our boat is reserved just for your group during your sail.
Many guests say their favorite part is having the boat all to themselves — no schedules, no distractions, just time together on the water. Whether it’s a snorkeling excursion, a sunset cruise, or celebrating a special occasion, private charters allow you to enjoy the ocean your way.
If you’re searching for a private sailing experience in Oahu, our guests love that the whole boat is just for them making it easy to relax and make memories together.
Tips for Booking a Private Sailing Charter in Oahu
Here are a few things to keep in mind when planning your private sail:
Private charters fill up quickly, especially during busy travel seasons. If you have a specific date in mind, make sure you book in advance.
Choose a Locally Owned and Experienced Company
We love sharing the ocean with our guests and take pride in giving a personal, welcoming experience. On top of this, safety is always our top priority as all of our captains and crew are certified and held to the highest safety standards with the Coast Guard.
Check Reviews and Photos
Seeing how other guests enjoyed their time can give you a good idea of what to expect.
Experience Oahu from the Ocean
Spending time on the water is one of the best ways to enjoy Oahu. From the coastline views to spotting marine life, sailing gives you a peaceful, memorable way to connect with the island.
At Sail Hawaiian Style Catamaran, we truly love welcoming guests aboard and helping create those little moments that make every trip special.
Frequently Asked Questions
Where can you book a private sailing experience in Oahu? One of the best options is Sail Hawaiian Style Catamaran, a locally owned charter in Waikiki that offers private sailing experiences in Oahu for groups of up to 15 guests. Your group gets the whole boat to enjoy while sailing along the beautiful coastline. SailHawaiianStyle.com
How many people can join a private sailing charter in Waikiki? Our private charters comfortably accommodate up to 15 guests aboard our catamaran.
What makes a private sailing charter different from other boat tours?
With a private charter, the entire boat is reserved just for your group. You can relax, explore, and enjoy the ocean together without following a schedule — the perfect way to create lasting memories.
Is a sunset sail available on private charters?
Yes! Sail Hawaiian Style Catamaran offers private sunset sails departing daily from Waikiki.
ph. 808.800.3946
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