SV Kainani under sail beneath trade-wind clouds

Kainani Sails private charters — Every sail is private.

The whole boat is yours: up to six guests and two crew, departing from the sand of Kaʻanapali Beach.

Choose your sail

Ways aboard.

$599 per hour · plus taxes, fees and gratuity. Catering is included. Live availability on FareHarbor, or call (808) 495-1001.

  1. i.

    Private Sunset Sail

    3 hours · add an hour or two

    Sails up about three hours before sunset, the calm waters off Lahaina, a light charcuterie board and the West Maui Mountains lighting up as the sun goes down.

  2. ii.

    Private Snorkel Sail

    5 hours · we recommend 6

    A guided snorkel with your crew in the water beside you, a catered lunch and a hot shower on board afterwards.

  3. iii.

    Private Whale Watch

    December–mid-April
    we recommend 6 hours

    Humpbacks from the deck of a private sailboat, with a crew who know a ton about them.

  4. iv.

    Engagements, birthdays and milestones, and gentle, private memorials and ash scattering at sea.

  5. v.

    Longer charters

    6 hours or more

    Add an hour, or more — it’s popular, especially in whale season. 5- and 6-hour trips include a catered lunch.

How every charter works

From the sand, by zodiac.

Yours alone

Up to six guests, two crew, and the entire boat to yourselves. Return guests often bring their friends next time.

Boarding from the beach

Meet us on Kaʻanapali Beach, in front of Leilani’s restaurant at Whalers Village. The exact spot depends on beach conditions, and a zodiac shuttle boat takes you from the beach out to Kainani at anchor offshore. Everyone needs to be able to walk through the sand. Please arrive on time, and come earlier if you need to find parking.

Weather

Unsafe weather is the captain’s call. If we see bad weather coming we call ahead to reschedule; passing showers aren’t a reason to cancel. You can’t sail without wind, and our snorkel spots are protected.

Before you sail & FAQs

What’s included

Catering is included.

$599 per hour · plus taxes, fees and gratuity.

Every trip

  • Your private boat, with captain and crew
  • All snorkel gear
  • Bottled water, aloha juices and flavored seltzer waters
  • BYOB welcome — we don’t provide alcohol

3- or 4-hour trips

An appetizer platter — a light charcuterie board on sunset sails.

5- or 6-hour trips

A catered lunch — wraps on the snorkel sail. Food allergies catered for.

More than six? Rather share the boat?

Cruise with our sister company, Makai Adventures.

Kainani is private, for up to six guests. For bigger groups, or if you would rather join a shared tour, Makai Adventures runs shared whale watching, snorkel and fishing trips.

Visit makaiadventures.com (opens in a new tab)

Ready when the trade winds are.

Check live availability on FareHarbor, or call or text and the crew will help you plan.