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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Private charters starting at $995.

Big Kahuna Holo Holo

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

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Experience the Difference

Welcome aboard our 40-foot sailing catamaran, designed for both comfort and efficiency on the water. The catamaran features a classic woody brown design, complemented by trampoline nets at the bow for relaxing under the sun. Our covered cabin includes a comfortable seating lounge, perfect for enjoying the views or taking a break from the elements.

Versatile catamaran with complete amenities

Our catamaran boasts a powerful combination of sail and motor, ensuring we can smoothly navigate to far-off snorkeling spots under any wind conditions. Onboard amenities include a marine head for convenience, speakers for enjoying music, and a hydrophone for listening to the captivating sounds of whales during the whale season from December to March. To complement your experience, the catamaran comes fully stocked with all the essentials for a fantastic day on the water. Guests have access to a wide array of snorkeling gear, designed to fit all ages and skill levels, ensuring you can explore the underwater world with ease. For those who prefer to stay above the waves, we offer paddleboards and pool floats, providing various ways to enjoy the serene waters at your leisure.

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.