Kaanapali Sunset

Trilogy Excursions (4.7)
Watching the sun dip below the horizon as you sip fabulous Molokai Mules (our favorite) or Lanai Tais as you sail the warm tradewinds on a beautiful catamaran.
Why We Love It -  There's nothing like a Maui sunset to spark a bit of romance! This beautiful sailing catamaran features amazing food and a premium bar.

Watch the brilliant colors of the day fade away aboard this sailing catamaran with convenient boarding from Kaanapali Beach!

Experience Maui's majesty as you explore the West Maui coastline surrounding Kaanapali. By far the best way to view Maui is from the ocean looking back at the breathtaking mountains and beautiful rainbows often seen in the valleys. Enjoy tasty pupus (appetizers) and an assortment of cocktails coupled with world-class service from your talented and knowledgeable crew. Come join Maui's most experienced sailing company for a personalized sunset that boards directly from Kaanapali Beach!

View a unique Maui sunset aboard this safe and comfortable ocean sailing catamaran. Throughout this two-hour journey, enjoy breathtaking views, an active ocean environment, and a delicious assortment of complimentary appetizers and beverages made just by our crew.

Our cruise provides the most romantic way to experience the beauty of a Maui sunset. We serve an assortment of hot and cold appetizers that are guaranteed to satisfy the most discriminating gourmet. With breathtaking views of Molokai and Lanai, spinner dolphins and flying fish, this two-hour Maui sunset sail is relaxing, delicious, and romantic!

Included with Tour 
  • Crew will serve a tasty appetizer spread of Kalua Pork Sliders, Teriyaki Chicken Skewers, Lobster
  • Mango Summer Rolls, Spinach Rolls, and Vegetarian Summer Rolls. Chocolate Brownies with a
  • Kona Coffee Mousse topping will be served for dessert.
  • Assorted beverages and water
  • For guests ages 21 years and older*, we offer a premium bar which includes: Molokai Mule, Lanai Tai, Locally Brewed Beer, and White Wine. * I.D. must be present.

Time Mar – Aug (Summer): 5 pm - 7 pm
Sep - Oct (Fall): 4:30 pm – 6:30 pm
Nov – Feb (Winter): 4 pm- 6 pm
Monday, Tuesday, Wednesday, Thursday, and Saturday
Duration 2 hours
Location Ka'anapali Beach

Please view the cancellation policy and restrictions.

Cancellation Policy

1 - 8 Guests = Must cancel 48 Hours prior to trip departure time 
9 or more Guests = Must cancel 72 Hours prior to trip departure time  
Or full amount will be charged for your tour.

Last Minute Bookings

Please be aware that these bookings are subject to confirmation. If this is a same-day or next-day booking, there is a reasonable chance this will not be confirmed. For bookings that are confirmed, there will be no cancellations or refunds.


When boarding the boat from the beach, guests can expect to get wet up to their knees. Beach loading requires mobility. If you are unsure, we recommend you book our tours that depart out of Lahaina Harbor. 

Entering and exiting the boat and accessing the on-board restrooms requires ascending and descending steep stairs.  Customers must have the necessary mobility to navigate this.
No wheelchairs or walkers permitted (small or collapsable cane okay).

Frequently Asked Questions


Review Summary
show reviews  hide reviews 

- Nov 2019 -

Doug G

We had an amazing sunset sail. I’ve done a few other sunset cruises in Kaanapali and Trilogy is by far the best. The boat, service and experience is far above any others. I highly recommend Trilogy!

- Oct 2019 -

Steve T

The Trilogy sunset cruise was one of our highlights in Kaanapali Maui. First class all the way. Plenty of drinks and food. Great crew and music. Beautiful relaxing and safe. They park on the beach in front of Kaanapali beach. Easy to get on and off. Especially for seniors. Crew very conscious about safety. Highly recommend.

- Aug 2019 -

Tina J

Wow! We did the Trilogy Sunset Cruise that departs from Kaanapali. While we knew it would be good it far exceeded our expectations. The captain and crew were extremely nice and knowledgeable and they seem to be everywhere! The service was exceptional. The boat was beautiful with ample seating and the right kind of seating including the option for sitting at tables. This mattered because we were served two courses of plated appetizers and a third course of dessert! In fact, there was so much food that we canceled our dinner reservations when we returned to shore. Drink service is not in plastic disposal cups, but in great glasses for cocktails, wine and champagne based on what you are drinking. Appetizer service begins with a beautifully bound menu; something you'd expect to see in a high end restaurant. Further, it's not just that there is plenty of food, even more it's really, really good! The cruise itself was everything you expect--beautiful views of the island of Maui as well as the spectacular sunset that never disappoints. We have been on several Trilogy excursions. Never never disappoint. They seem to get better and better!


Warren S.

These guys are the best. Very professional and get the job done and keep you engaged. A lot of great knowledge regarding wheels or whatever cruise you're...  more


Marshall G.

Yesterday was a private company charter with Captain Tyler and a crew of 3. Open bar, catered, sailed under full sail for a while .. just in time for...  more


Amy A.

First time in Maui and my sister who has been coming here for years insisted on this tour. It did not disappoint, early morning to make it to the boat...  more