Private Luxury Charters based in Waikiki

Climb aboard the largest, most elegant sailing yacht in the fleet.

Packages and Charters

Our beautiful yacht awaits you at the dock.

Step aboard for a two, three, four or six-hour cruise out of the harbor, keeping beautiful Waikiki on your port side, the crew are keen to point out the landmarks as we sail past Diamond head on towards Hawaii Kai, stopping, if you so choose to snorkel at Turtle Canyon to be met with a warm shower on the swim step a liquid refreshment and a plush towel.

Set sail with Captain Alan, your options are amazing, just tell us what your preference is.

Complimentary food & Beverages

  • Local Beer, Wine, Juices, Water, Sparkling sodas
  • Hawaiian style “Pupu’s”
  • Fruit
  • House salad including our famous House dressing
  • Specific preferences are taken at booking

Food & Beverage upgrades available:


Add on Gourmet Dinner Options (per patron):

Deluxe Gourmet Buffet – $90.00
Luxury Gourmet Buffet – $125.00
The “Captains Table” Luxury gourmet dining with Chef – $500.00

Languages available:
English, French, Spanish, German, Japanese, Chinese, Korean


Privately Charter the Yacht (Day Sail)

2 Hour Day Sail
3 Hour Day Sail
4 Hour Half-Day Sail
6 Hour Full-Day Sail

2 Hour Sunset Sail
2 Hour Fireworks Sail
2 Hour Ash Scattering
Weddings – Please Call for Pricing

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Whether starting your new lives together on the most romantic yacht in the Hawaiian fleet, or holding a stag night or bachelorette party where things can get wild, Captain Alan and his crew are going to make sure that your stay on the yacht is flawless.

Please phone us to finalize your details, we can provide whatever you need to make your special day memorable.

  • Photographer
  • Minister
  • Chef
  • Server
  • Musicians/Band
  • DJ
  • Entertainers
  • Leis and floral

12 patrons maximum
Price and length of charter negotiable. Standard pricing to be announced, as Captain Alan is also a certified minister and will be providing forthcoming specials.

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Sunset Sail + Fireworks

Passing the Head Buoy, leaving the harbor behind, sea spray and dolphins on the bow whilst the sun sets slowly into the majestic Pacific Ocean, relax Hawaiian style, with soft music playing and nature’s own sensational light show, there’s nothing to compare to an ocean sundown and maybe catching the “Green flash”
Friday night is firework night which is included in the charter

5.00pm – 7.30pm (Friday return after fireworks 8.00pm)

Sunset Sail – 2 hours

Fireworks (Friday) Sail – 2 hours

All charters are inclusive of choice of Local Beer, Wine, Juices, Water, Sparkling sodas, Hawaiian style “Pupu’s,” Ahi, pipikaula, lomi lomi, locally grown fruit and house salad including our famous house dressing
(Champagne and Caviar extra at market cost)

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Hawaii's Luxury Diving Charter

We offer specialized rebreather diving charters:

Discover Rebreather diving (Novice)
Rebreather rental(Certified rebreather diver)
Rebreather escorted dive
Units available – Hollis Prism II, Hollis Explorer II, Liberty CCR.

Please call for pricing: 808.489.6787

Ash Scattering

2 hours, Maximum 12 people

Please phone for details 808-489-6787

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  • Private Sunset in Paradise Sail
  • Private Sunset in Paradise Sail & Dinner
  • Private Honeymoon in Paradise Champagne Sunset Sail
  • Private Half Day Sail and Snorkel
  • Private Half Day Sail and Scuba Dive
  • Private Full Day Custom Sailing Charter
  • Private Swim with Turtles
  • Private Whale Watching (Nov.-April)
  • Private Fine Dining at 784 available exclusively to Sail Oahu Guests
  • Specialized Rebreather Diving Charters

Kama'aina & Military Discount

Please call for special rates – 808-489-6787


The Humpbacks are BACK!

It’s Whale watching season again in Hawaii, don’t miss this once in a lifetime opportunity to sail with Whales in their natural habitat

The Pacific Ocean, where cows bring their calves for the first time, truly they are magnificent!

Book now

Why Sail Oahu?

We offer the finest in luxury performance sailing on the largest most elegant sailing yacht in the fleet.

Our captain and crew will see to your every need while providing the most comfort that can be had aboard a yacht of this caliber.

We will customize your sail!

You will be presented with the finest selection of wines and beverages, and our chef will prepare an exquisite feast specially for you.

Whether you be a first time sailor or a seasoned “Shellback” Hawaiian Tradewinds blow consistently making yachting past Diamond Head an absolute pleasure.

We will ensure that your day in our Blue Paradise is spent the way you always dreamed it could be.

Experience Hawaii and the Pacific Ocean aboard your private yacht.

Contact Us

Let’s set sail on your adventure.

Have a special day in mind? Tell us about it. We’ll provide a no obligation quote tailored to your perfect day in Paradise. We’ll also guarantee our quote for 60 days to give you plenty of time to decide.