Shaka Sail

Luxury Catamaran Sailing Charters

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Your Charter, Your Way

Experience genuine aloha aboard our recently remodeled 40' sailing catamaran. With our private charters, it's your boat and you call the shots. Our well-trained crew will do their best to accommodate your preferred itinerary, desired activities and food & beverage requests.

Scheduled times

We have 3 departure times available for online booking and recommend our morning charter for whale watching (when in season), our lunch charter for a reef snorkel & sail, or our 2 hour sunset charter for epic views of the Big Island & Maui.

If you wish to book a charter for extended time on the water or have special requests for additional services, please contact us for more information.

9am to 12pm Dolphins & Whales

Beautiful morning conditions, best time to see dolphins & whales.

12:30 to 3:30pm Reef Snorkel & Sail

Perfect for mid-day snorkeling, & families with kids.

5:00 to 7:00pm Sunset Sail

Enjoy a picture-perfect sunset on the water.

Items to bring aboard

Wear a swimsuit if you wish to swim, or clothing you don't mind getting wet from ocean spray. We know some things in life sound a little better with the clink of a glass, so our guests are allowed to bring their own alcohol. If we're informed ahead of time, our crew will have ice waiting for you. If you are prone to seasickness, we recommend taking Bonine antiemetic before your charter.

Amenities & pricing

Included with every charter is our base amenity level, ‘Holo Holo’, which provides water, all snorkel gear, reef-safe sunscreen, lotion, shampoo & conditioner on board.

Looking to really make an impression? Upgrade to the ‘Big Kahuna’ amenity suite for complete catering options for any occasion, champagne, and cabana beach towel service in addition to items included in ‘Holo Holo’.

*Upgraded amenity levels are offered for an additional fee

Private charters starting at $995. A note on tipping your crew.


Holo Holo

Water, juice, soda, chips, & pretzels, all snorkel gear, reef-safe sunscreen, lotion, shampoo & conditioner on-board.

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Big Kahuna

Complete catering options, champagne, and cabana beach towel service, in addition to all of the items included in 'Holo Holo'.

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How should I tip my crew?

Tipping is common in the sailing and yachting world. Gratuities in appreciation for excellent service are greatly appreciated. The general recommended amount is 20% of your charter fee.