the best-kept charter boat in the islands

(3 bookings)
42 ft
Boat length
Up to 6
This boat is rented with a captain
Owner’s response rate

The boat

Any occasion is a great one to get out on the water and enjoy some relaxing and refreshing ocean time. Especially here in Hawaii where the air is balmy and year-round trade winds provide wonderful sailing conditions. As you sail you may see green sea turtles lazing in the sun, dolphins jumping the bow, whales (winter only) spouting off to starboard, the stunning shine of Venus at sunset.

"Kaikiwi" sails from Oahu's south (protected) shore, not far from Waikiki, past beautiful coastline in the cobalt blue blue waters of our Pacific. Wildlife such as green sea turtles, "honu", dolphins, "nai'a", humpback whales, "kohola" (in winter season only), and flying fish, "malolo" are some of the critters we may see as we sail. Beautiful views of Oahu, Diamond Head and, on clear days, far in the distance, Molokai and Lanai can sometimes be seen. Please understand this is not "destination" sailing. "Destination" is sailing.

Our exposed coastline is subject to currents, has unspectacular reef and no secluded coves/ lagoons in our sailing area; for your enjoyment, snorkeling is not offered. Your private charter is a sailing experience, allowing a supreme tradewind sail that only Hawaii can offer.

*** We do not go to the sandbar*** . As stated, "Kaikiwi" sails the south shore of Oahu. The sandbar is on the other side of the island. It takes a whole day to sail there.

****Pricing is for one couple****. For 4-6 pax, a "special offer" will be sent. "Kaikiwi" is limited to a maximum of six passengers.

Gratuities are not included in the price. After your sail, they are a lovely way to say "mahalo" if you feel your experience is deserving. They are graciously accepted, never expected.

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Owned by


Cooler / Ice chest
VHF Radio


42 ft.
Beneteau USA
Beneteau 411
/ (excl. fees)
Start time
You won't be charged yet

Ratings & reviews

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Boat location

Exact location information is provided after a booking is confirmed.

Your crew

Boat owner
I was introduced to sailing at 14 years old. There have been a lot of ocean hours since then. I am looking forward to spending some with you!
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  • Response rate: 100%
  • Avg. response time: < 3 hours

Things to know

Allowed on boat

kids under 12
glass bottles

  • Free cancellations until 5 days before the booking start time.
  • 50% refund for cancellations between 3-5 days before the booking start time.
  • Cancellations within 2 days of the booking start time are non-refundable.
See policy

This boat belongs to a Commercial Owner, an independent boat rental company. A Commercial Owner is an independent, Boatsetter-approved boat rental company who provides their own insurance to their guests.

A security deposit hold (not a charge) will be placed on your credit card 48 hours before your booking starts to cover any incidental damage that may occur during your rental. This hold is released 48 hours after the booking is complete, if no claims are made. The security deposit amount for the boat you are booking will be outlined during the check-out process.

Learn more

If requested, the owner can provide a list of available captains for bareboat charter or the renter can use their own qualified captain. If the boat is being time chartered, the owner will provide the Captain.