A sailboat silhouetted against a golden West Maui sunset

Kainani Sails · Private Sunset Sail — Sunset, all your own.

Three hours under sail in the calm waters off Lahaina, as the West Maui Mountains light up and the sun goes down.

SV Kainani under sail with guests relaxing on the bow

The sail

Private Sunset Sail

Enjoy a peaceful, unobstructed view of a Hawaiian sunset aboard your own private sailboat. We hoist the sails about three hours before sunset and sail the calm, leeward waters of Lahaina until the sun sets. Relax on the bow or join in with the sailing.

Every sunset brings something different: the clouds, the colours on the mountains and, when we’re lucky, the green flash. Ask guests what they remember most, and it’s the good times with their friends and the crew.

Duration: 3 hoursWant longer? Add an hour, or more.
Departs: Kaʻanapali Beach, generally 3 hours before sunsetTimes vary slightly through the year. In front of Leilani’s at Whalers Village; the exact spot depends on beach conditions. Please arrive on time, and come earlier if you need to find parking.
Guests: Private charter, up to 6 guests, with two crew
Included: An appetizer platter — a light charcuterie boardPlus bottled water, aloha juices and flavored seltzer waters.
Drinks: BYOB welcomeWe’re not allowed to provide alcohol. There’s a fridge, so anything you bring cold stays cold.
Rate: $599 per hourPlus taxes, fees and gratuity. Live availability on FareHarbor, or call (808) 495-1001.

Check availability Call (808) 495-1001

Make it yours

Add a snorkel, or the whales.

Snorkel too

Add an hour or two for snorkeling. Snorkeling is only guaranteed on our 5-hour trips, but on a sunset sail we can often fit one in at Mala Wharf when conditions are right.

Private Snorkel Sail

Whale season

Booking between December and mid-April? Add an hour for extra time to look for humpback whales.

Private Whale Watch

Perfect for

Couples, families and friends, romantic proposals, celebrations of life and ash scatterings.

Proposals & memorials

SV Kainani at anchor off West Maui, guests relaxing on the stern

Good to know

Before you sail.

Wear easy-off sandals and shorts — we leave from the beach, so dress for getting a little wet
Bring swimsuits, towels and a light jacket or sweater
Snacks and drinks of your own are welcome
Food allergies? Let us know and we’ll cater to them
Not included: suggested gratuity of 18–25%, by card at the end of the trip, in cash or by Venmo

Weather: unsafe weather is the captain’s call, and if we see bad weather coming we call ahead to reschedule. Passing showers aren’t a reason to cancel.

Cancellations: you can cancel outside 7 days. If we have to cancel for any reason, you can reschedule or get a full refund. Trip protection is offered.

Before you sail & FAQs

Your own boat. Your own sunset.

Check live availability for the Private Sunset Sail, or call or text to plan a longer sail.

Check availability Call (808) 495-1001