Kaanapali Sunset

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.

See the day set from our world class sailing catamaran!

Experience Maui’s majesty as we explore the West Maui coastline surrounding Ka‘anapali. 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 Ka‘anapali 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 Moloka‘i and Lana‘i, 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 Ka‘anapali Beach. 

Included with Tour 
  • Trilogy’s 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: Moloka‘i Mule, Lana‘i Tai, Locally Brewed Beer, and White Wine. * I.D. must be present. 
Mar - Aug 5:00 PM
Sept - Oct 4:30 PM
Nov - Feb 4:00 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
show reviews  hide reviews 

- 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 2016 -

Andrew DeFilippis

My wife and I loved our scuba trip and sailing adventure. The crew did a great job of communicating with everyone and providing food and drinks the whole way. We would definitely sail with your crew again.

- Sep 2016 -

Kevin Clem

We had a great time sailing with Kaanapali Sunset and would recommend them highly. Not only were the two snorkeling stops top notch, but the food was pretty alright. Most importantly the crew, they were hands down professional, courteous and most importantly kind and friendly to the kids on-board, my son who was barely three at the time still fondly tells the tail of sailing and steering the ship.

- Nov 2016 -

Matt Breen

Captain Yoshi and his crew did a great job keeping us comfortable, entertained, and fed during our trip to Molokini. I highly recommend them.

- Sep 2016 -

Laura Grubb

My husband and I went on the morning snorkel trip to Molokini. Unfortunately ithe sea was too rough To go there. So they went to Honolulu Bay Area as an alternative. Lots of fish at this two reefs We anchored at two different sites before having a delicious barbecue chicken lunch. We loved it so much we booked another snorkel cruise the following day.

- Dec 2016 -

Amy Powell

Book with Kaanapali Sunset for Molokini snorkeling over the competition! We had such an amazing time and were treated royally by the staff. There were about 50 people max on our catamaran and it felt very comfortable and not overcrowded. We witnessed other companies with many many more people on board their boats, not as much seating either. Demographic: I'm sure it will vary from day to day, but there were no children on our excursion. About half the boat were non-English-speaking, but one of the crew was Korean and there were no issues whatsoever with communication. Here's what you can expect from the start of the day: we arrived for the 8am sail 15 minutes early for check-in. This is the 2nd Kaanapali Sunset sail of the day, so when you arrive to Molokini your boat will simply take the parking spot of the first boat that set sail at 7am. They coordinate this well considering there are no leased or owned moorings at Molokini, and we didn't feel rushed at all while we were there. When you first get on the boat there is a small offering of breakfast drinks, cinnamon buns, and fruit. The fruit is fresh & the cinnamon buns are alright, it's a nice gesture. It was slightly chilly in the early morning, so a light sweater over my swimsuit and athletic shorts was perfect. The captain briefly spoke to us about what to expect & USCG briefing stuff. I thought it looked a lot closer but it really does take an hour to get there! In addition to the captain there were 3 crew members and the ratio was perfect for the number of people on board. One of our crew whose name escapes me now is a native Hawaiian, super knowledgeable and willing to share. He chatted with us all on the way out there and welcomed any questions. Our trip was right on the cusp of whale season in Hawaii and with our good fortune on the sail out we got to see several spouts, a couple tail slaps and fin slaps, and one breach! It was amazing. Once at Molokini, you must (due to insurance reasons) wear some sort of flotation device, however experienced swimmers/snorkelers are allowed to wear a thin uninflated vest that doesn't get in the way too much at all. I chose this option and my husband used the foam flotation device which is strapped around your belly and will NOT allow you to sink. Many people on the boat actually chose this flotation device option for a relaxing snorkel, but I loved the freedom of swimming and diving. The Pacific is very salty which makes you buoyant and I never got winded at all in the ~1.5 hours I swam, so I recommend it for anybody who feels comfortable in the water. The Molokini snorkel lasted about an hour. The coral and fish are great and are right outside of the boat as soon as you get in the water! One of the crew members will always be in the water while you are snorkeling. In addition to being great resources with history and facts about what we were seeing, I felt safe and secure during he entire excursion. After an hour of snorkeling, we got back on the boat to head to Makena Bay, or "Turtle Town." Visibility in Turtle Town is much less than Molokini, but seeing and swimming with the sea turtles was incredible and I enjoyed this snorkeling probably more than Molokini! You have more freedom to swim around the large bay and there are many different coral formations, sea urchins, fish, etc. After about 40 minutes of snorkeling here we got back on the boat and a hot lunch had been prepared for us. All of the plates were pre-made with delicious teriyaki chicken, rice, Caesar salad, and a roll. The portion was huge and there were a lot of leftovers if anyone wanted seconds! After we ate, we started the sail back and were offered alcoholic beverages. At the end of the ride back, the captain turned off the engine and we sailed the rest of the way in. Side note: Maui was under a wind advisory the day of our trip and we were concerned about being re-routed, which we knew was a possibility. The captain did everything he could do avoid re-routing us from Molokini which we really appreciated! We got lucky but were in great hands.