South Maui’s Best Sunset Sail: Adventure, Live Music, Drinks, Pupus

Cruise the coast of South Maui as the sun goes down on this 65-foot catamaran, the only departure from Wailea and Makena. Book directly with Kai Kanani here.

Maui Sunset Sail Tour Kai Kanani Erica and Jordan

Sunset Sail Summary

A Beautiful Sunset, Delivered Monday Through Friday

Want a memorable way to end your day on Maui? The Kai Kanani adventure sunset sail is a perfect option. Hop aboard their 65-foot catamaran to enjoy views of the beautiful Maui coastline, wonderful food and drink onboard, live music, and friendly and knowledgeable staff. As the sun sets, cap off the night with a sparkling wine toast.

We value our exclusive partnership with the Kai Kanani ohana, book directly with them here.


Book Directly with Kai Kanani

Sunset Sail Highlights

Reasons to Go on the Adventure Sunset Sail

You’ll set sail from a south Maui beach, meaning you won’t have to drive far before or after your sail. You’ll be welcomed on board by a friendly and helpful crew who are there to help you enjoy the evening. During the 2 hour sail, you’ll have plenty of food — three-course appetizers (pupus in Hawaiian) — as well as an open bar. An open bar full of local spirits such as Ocean Vodka and Kula Rum, as well as wine from Ulupalakua’s MauiWine. At sunset, we pour the award-winning Lokelani Sparkling Rosé for a sunset toast. The food served on board is from The Market in Wailea, so you know it’ll be excellent. View the sunset as you cruise and enjoy a sparkling rose toast as the sun goes down. 

Kai Kanani leaves from Maluaka Beach for boat loading, which can be a challenge for some people. During beach loading, you will have to wade into the ocean to reach the stairs of the boat so do plan on getting wet. But that beach loading location is very convenient for anyone staying in South Maui. Rather than drive 30 minutes up to Maalea Harbor, you can set sail closer to your hotel or vacation rental. 

Departs from Maluaka Beach

Departs from Maluaka Beach, a gorgeous and secluded beach in Makena, a few minutes south of the Wailea resorts.

Transport Available

Kai Kanani offers shuttle service from Wailea Resorts to and from our check-in location at Maluaka Beach. Space is limited so contact us to reserve your spot.

Beach Loading Adventure

Let the professional crew of the Kai Kanani II assist you in a safe, wet, and fun beach loading.



2-Hour Sail

2-hour sunset sail cruising the coast of South Maui (conditions permitting)

Includes Food and Drinks

Includes: Three Course Appetizers, plated and served; Open Bar; Lokelani Sparkling Rosé toast at sunset

Live Music

Enjoy the sunset with live, local music onboard the deck

Frequently Asked Questions

Get the Details on South Maui’s Sunset Sail

Please note the cancellation policy below. All ages are welcomed, infants under two are free. 

What is the cancellation policy?

You will receive a full refund depending on the following timeframes per booking party:
1- 5 pax – 48 hrs
6-9 pax – 7 days
10 + pax – 14 days

Customers will also receive a full refund in case of operator cancellation due to weather or other unforeseen circumstances. Contact us by phone to cancel or inquire about a cancellation. No-shows will be charged the full price.

Can I bring a good camera?

Absolutely! You can also bring your fancy camera but there may be light spray so make sure you can keep it dry.

What should I bring?

The crew suggests you have on hand:

  • Bathing suit as you may get wet during the beach loading
  • Towel
  • A light jacket
  • A camera to capture that sunset!
Do you provide transport from my hotel or condo?

Kai Kanani offers Mercedes shuttle service from select Wailea Resorts to and from our launching point at Maluaka Beach. Space is limited, so contact them here to reserve your space.

Will I get seasick?

The 65-foot performance catamaran causes less seasickness than other types of boats. However, as a precaution, motion sickness medicine should be taken the night before the tour to solve all worries.


A Local Company

Kai Kanani is a Native Hawaiian family-owned company that has been in operation for more than 30 years. They operate their catamaran tours out of South Maui, and you can hop aboard for a snorkel trip, sunset sail, or whale watching adventure.

Kai Kanani supports local farmers and small businesses by shopping locally for the meals and drinks they serve onboard. Their attention to detail, fun and knowledgeable crew and excellent customer experience have earned them more than 1,300 five-star reviews on TripAdvisor.

We are affiliate partners with Kai Kanani which means we receive a small commission for each completed booking made through this site. This is done without any additional cost to you. You can read more about our affiliate policies here. Know that we only recommend tour operators that we know and trust. Your positive experience and your trust in us mean more than any affiliate commission. By booking tours through our website you help us to provide free information and videos to help you and other readers plan their perfect Hawaii vacation. Thank you so much for your support — you are amazing!