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.

See the day set from our world class sailing catamaran!

Experience Maui's majesty as we 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. So join Maui's oldest and most experienced sailing company for a personalized sunset that leaves directly from world famous Kaanapali Beach

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

Take a Maui sunset sail aboard Trilogy's safe and comfortable ocean sailing catamaran. Our sunset cruise provides the most romantic way to experience the beauty of a Maui sunset. Our chefs prepare 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! So, join Maui's oldest and most experienced sailing company for a personalized deluxe sunset sail that loads directly from world famous Kaanapali Beach. 

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. Last but not least 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. 
Mar - Aug5:00 PM
Sept - Oct4:30 PM
Nov - Feb4:00 PM
Monday, Tuesday, Wednesday, Thursday, and Saturday
Duration 2 hours
Location Ka'anapali Beach

Please view the cancellation policy and restrictions.

Cancellation Policy

1-4 guests:must cancel 24 hours prior to trip departure time
5-8 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.


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
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- Aug 2015 -


We wanted a sunset cruise that wasn't a party barge full of loud drinking people. The Kaanapali Sunset Sail was perfect! Saff was courteous. Cruise was breathtaking. Cocktails and appetizers were served and guests were social with one another, but it was an entirely mellow and scenic experience worth taking. Highly recommend this excursion!

- Nov 2014 -


Captain Kevin, Seth and Cody provided us with an amazing sunset sailing in Maui. The commentary along with the food and drinks was outstanding. The boat was very comfortable and we were able to take some amazing photos.

- Jun 2015 -


Captain Kevin, Captain Jason, and First Mate Kendall gave us an amazing sail. Their friendly, helpful, and professional manner made us feel like we were on their own yacht. They fed us till we dropped; and made sure we had plenty of time to marinate in the beauty of a West Maui sunset. How could you ask for more. Thanks for yet another 'best evening of our trip." Byron & Pam Spradlin.

- Nov 2017 -

Alyssa Conner

My husband and I had a wonderful time doing the sunset dinner cruise with Trilogy! The crew was so friendly and attentive! They played fun music, were quite generous on the drinks, and the food far exceeded my expectations! We had such a wonderful trip! Only wish it could have been longer.

- Sep 2017 -

Adriana Mendoza

Strongly recommend! The crew was knowledgeable and they love what they do. They made the trip so much fun. Even though I can't swim and ended up getting sick after the first snorkel spot. They were so caring and still made the trip worth it. They were also the nicest and best host ever. We had such a great time!

- Nov 2017 -

Elizabeth Smith

We had an amazing time on the Trilogy snorkel tour to Molokini crater. We were there in January 2015 and saw so many whales, including babies! The snorkeling around the crater was fantastic. The food was good, too. The boat had plenty of space and real bathrooms.

- Oct 2017 -


Took the 7am trip in October. First boat on the dock. Right beside the parking lot. There we're only 16 of us, felt like a private chartered cruise. Captain Josh said they normally take about 40 people so that was great news. Other companies that were out with us had 30+ people in them. Crew - Nick, Marshal and Tiger are all cool cats. Gave good history of the islands, friendly and very attentive to our needs. Showed is where the best spots to snorkle and actually found a sea turtle for us. Breakfast and lunch was eat all you can but i wouldn't recommend eating too much. Waters were a bit choppy. Alchohol was served after the second location. They carry medicine for sea sickness. On board photographer. Price was a bit steep i think but we still got them since this is our first time. Overall great experience for us. Will recommend to others.

- Nov 2017 -

Kyle Nix

The staff was amazing and very helpful. And super professional as well.. I did the snuba diving with Dave as the instructor and he was very good. My wife and I would definitely recommend them. pure 5 *


Renee H.

Absolutely incredible! This was by far the best day I had in Maui, and best cruise I have ever been on. Captain Casey, Kevin, Jake, Kyle and Lauren were...


Jeff S.

Good times! The only reason this trip didn't get five stars is because the snuba guy made us feel like we let him down for not going through with the snuba....


Matt G.

Fabulous Catamaran Sail and Snorkel. The captain and mates were very accommodating and friendly. Loved Turtle Bay and swimming with the turtles. The...