Kaanapali Sunset

Trilogy Excursions (4.7)
$88
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. 
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Time Mar 1 – Aug 30 (Summer): 5pm - 7pm 
Sep 1 - Oct 31 (Fall): 4:30pm – 6:30pm 
Nov 1 – Feb 28 (Winter): 4pm- 6pm 
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.


Restrictions

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


Reviews

Review Summary
(4.7)
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- Aug 2015 -

JRExplore

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!

(5.0)
- Nov 2014 -

SMargolin

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.

(5.0)
- Jun 2015 -

ByronSpradlin

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.

(5.0)
- Feb 2018 -

Jodi James

This was a great day, great cruise and exceptional crew. Each member of the crew showed off their talents and shined. Our captain made us feel safe and made some tough calls due to unusual weather. A large contingent was sea sick while other were skilled divers. The crew brought us home under sail after an experience that was the best we could have. February is whale season, members of the crew shared facts about the whales, the islands history and the sport.

(5.0)
- Dec 2017 -

Rich Grof

WE HAD A BLAST! If you are interested in trying snorkeling, don't start at the local beach. We tried that and found the waves were to much for us. On this cruise you'll get great service and they know where to go based on the weather and the ocean's conditions. We had a photographer on board, Aaron, and his shots we're fantastic. Don't bother bringing a underwater camera. Aaron took shots of my wife and I swimming together and added a bunch of great shots of us that I didn't know he was taking. We bought the package and it was well worth it. We had our mother in law with us and she had a great time too. Happy Swimming!

(5.0)
- Dec 2017 -

Glen P

To celebrate Sue and my 50th Wedding Anniversary, our daughter booked a sunset dinner cruise on the Trilogy II last evening for us and visiting relatives from England. I say without reservation that it was the absolute best cruise any of us had ever experienced! The boat is incredibly smooth, the food and drink were first class and best of all, the crew were attentive, funny, and informative. Along the way, we experienced whales spouting and breaching, a beautiful sunset and an incredible bright full rainbow that passed through the moon! I know this all sounds too good to be true, but it really did happen. Thank you, Trilogy, you were awesome and made this a trip we will never forget.

(5.0)
- Jan 2018 -

Sean Mathews

The entire experience top to bottom was off the charts. Cool giant catamaran, great staff and picturesque destinations. I'm mean where else can you dive an extinct volcano and then go swim with green turtles through dead hollow lava tubes! You can find prettier coral in the Caribbean and other places - that's a reality - however it'll be hard to surpass the experience my wife and I had. All the boys were professional, courteous and friendly. You felt safe throughout the entire adventure, and they're was good food and drinks. Total package. Compleat blast, I've got a shirt and pics to prove it;)

(5.0)
- Feb 2018 -

Jim VanDyke

We went on a classic 50 person tourist trip out to Mokini crater. All aspects of the tour were well executed, but overall it is a mediocre experience. The snorkeling is nothing to write home about and the boat ride is long. The staff did try and succeed at finding turtles for us to see while snorkeling on the way back from the crater. The experience could be improved by not playing loud music while going to/from the crater. Although you go on a sailboat, they use the engines most of the time. For the short time we mailed it was really nice...except from the awful music.

(4.0)

Veronica P.

We did the Molokini snorkeling trip! This was the highlight of our vacation! The whole crew is amazing (Capt Brian, Capt Kenny, Mike, Cookie, and Todd),...

(5.0)

Lyn C.

For my mom's birthday we celebrated on the Sunset Cruise with Captain Caleb and his crew and had the most amazing time! The views were beautiful, the staff...

(5.0)

Sage T.

A bad day with a good tour operator is still a bad day. They just count on your looking at it as 'Oh well, another day in paradise.' The Discover Lana'i...

(2.0)