Kainani Sails · Contact & reviews — Let’s plan your sail.

You can cancel outside 7 days of your charter. If we have to cancel for any reason — bad weather, mechanical failure or anything else — you can reschedule or receive a full refund. If you decide not to go inside 7 days and don’t have trip protection, the payment is forfeited. We offer a trip protection option, and we do our best to work with you on rescheduling in special circumstances.

Unsafe weather is the captain’s call — if it’s unsafe, we’re definitely not going out. If we see bad weather coming, we try to call you ahead of time to reschedule. Sometimes it rains: passing showers aren’t necessarily a reason to cancel.

You can’t sail without wind, and it’s often windy here. Our snorkel spots are protected.

We depart from 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 should be able to walk through the sand. Please arrive on time, and come earlier if you need to find parking.

Easy-off slippers or sandals, shorts and things that may get wet, since we leave from the beach. Bring swimsuits and towels, sunscreen (no spray sunscreen, please), a hat and sunglasses, and a light jacket. We provide all the snorkel gear.

Yes. BYOB is welcome — we’re not allowed to provide alcohol — and you’re welcome to bring any other snacks or food you’d like. Every trip includes bottled water, aloha juices and flavored seltzer waters, and there’s a fridge, so anything you bring cold we can keep cold.

Yes. Let us know when you book and we’ll cater to them.

Up to six guests on a private charter, with two crew. For bigger groups, or for a shared tour, see our sister company Makai Adventures (opens in a new tab).

Snorkeling is guaranteed on our 5-hour trips. On shorter sails we can often fit in a snorkel at Mala Wharf when conditions are right.

Wildlife is never guaranteed, and we don’t offer guarantees on Kainani Sails. Whale season in Maui is usually December through mid-April; January and February are the easiest months, early December and April are harder. Whales are part of every trip whenever they’re in the area.

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

Every trip includes your private boat with captain and crew, all snorkel gear, and bottled water, aloha juices and flavored seltzer waters. 3- or 4-hour trips include an appetizer platter; 5- or 6-hour trips include a catered lunch.

Yes. We run charters of 6 hours or more, and adding an hour (or more) is popular, especially in whale season.

Gratuity isn’t included; 18–25% is suggested. It can be added to your card at the end of the trip, or your crew will gladly accept cash or Venmo.