Deluxe Kaanapali Sunset Sail

Maui's premier sunset sail! Conveniently departing from Ka'anapali Beach: Fun for the whole family.

This tour departs at 4:00 pm











Only 2 Left!

*Youths 13-17, Children 3-12, Infants 0-2

Trilogy III

64' GC65 sloop rigged sailing catamaran

Built: 2016, Gold Coast Yachts, St. Croix, Virgin Islands
Sails: 1,297 sq/ft working sails
Specs: 65' x 29', Draft @ DWL 5-7'
Capacity: Normal working capacity 49 passengers
Crew: Captain, 1st Mate, 2nd Mate, Deckhand
Other Info: Twin 305 hp Cummins turbo diesel full electronics, covered cabin, netting forward, two Air Conditioned heads, large galley, cushioned seating inside and outside, aft sundeck, underwater lights, custom tables.

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Maui's premier Sunset Sail!
Enjoy stunning panoramic views of the West Maui mountains, Molokai, and Lana'i aboard Maui's newest sailing catamaran. Step away from the bustle of a crowded restaurant and relax into sunset at two-top tables set for intimacy and comfort. Dine on chef-plated appetizers served by world-class Trilogy Crew. In addition to tasty pupus (appetizers), our crew will take serve up Trilogy's signature cocktails, and knowledge of Maui history and marine life.

Departing from world famous Ka'anapali Beach, sip and sail with Maui's oldest and most experienced sailing company and discover for yourself why Trilogy has been voted the #1 sailing company on Maui for 45 years and chosen the #5 Tour in the U.S.A by TripAdvisor!

Included with Tour

- Chef prepared appetizers.
- Non-alcoholic drinks and chilled filtered water.
- For guests ages 21 years and up*, we offer a premium open bar which includes: Moloka‘i Mule, Lana‘i Tai, Kona Brewing Co.'s Big Wave Golden Ale & Seasonal Lager, Prosecco, Sauvignon Blanc, & Pinot Noir.
- Whale Watching December - April.
*I.D. must be present

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Check-In is 30 minutes prior to departure.

February 1st - April 31st: 
Please check-in at 4:00 pm. Depart 4:30PM and Return 6:30PM (approximate return time) 
May 1st - August 31st: Please check-in at 4:30 PM. Depart 5:00PM and Return 7:00PM (approximate return time) 
September 1st - September 30th: Please check-in at 4:00 PM. Depart 4:30PM and Return 6:30PM (approximate return time) 
October 1st - January 31st: Please check-in at 3:30 PM. Depart 4:00PM and Return 6:00PM (approximate return time) 

Parking: Parking is available at the Ka‘anapali Beach Hotel parking structure. A Trilogy crew member will validate your parking ticket at our beach-side Check-in location.

Check-in is 30 minutes prior to departure: 
Please meet under the shade tree next to Ka'anapali Beach Hotel's Hale Huaka‘i Beach Side Activity Desk. Look for your Trilogy crew member wearing a blue Trilogy uniform. 

Departure:  from Ka'anapali Beach.

PLEASE NOTE - You will be loading directly from the beach, through the water, onto the boat and you will get wet. Please place your cell phone/camera in a dry bag.  If you are traveling with an infant (ages 3 and under) please secure infant in a carrier so both of your hands are available when loading from the beach to the boat. Make sure to check out our video: Trilogy IV loading on Ka'anapali Beach during medium shore break. 

Trilogy's crew will serve two rounds of chef-plated appetizers. This includes a tasty assortment of meat, fish, and vegetarian appetizers. Soft drinks, juice, and filtered water are provided throughout the sail. A premium open bar consisting of Beer, Wine, and Craft Cocktails are available for Adults 21 years and older. We do check ID. 

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Bring your camera in a zip lock bag, non-aerosol sun protection, and a light jacket or sweatshirt. This is a barefoot sail but if you would like to wear shoes we recommend wearing deck shoes or rubber-soled shoes.  For more details on sunscreen, please refer to our blog post, IS YOUR SUNSCREEN REEF SAFE? 
We only accept credit cards for any onboard upgrades and/or purchases. 

PLEASE NOTE - You will be loading directly from the beach, through the water, onto the boat and you will get wet. Please place your cell phone and camera in a dry bag. Make sure to check out our video: Trilogy IV loading on Ka'anapali Beach during medium shore break. 


Print or view the tour fact sheet

For groups larger than 20, consider a private charter

Your Ticket Price Goes Towards

Blue Aina reef cleanup program - Trilogy parters with Surfrider Foundation to clean-up reefs around Maui
Maintaining day use mooring - For all boats in Maui county (helps save the reefs)
Eliminating overboard discharge - Trilogy is the first company in Hawaii to retrofit its boats to pump all waste onshore

Environment & Community

Our Trilogy family takes seriously the responsibility of supporting our local Maui community and has a strong commitment to preserving our ocean and island environment. Learn more about Trilogy's involvement with the Community & Environment.

Trilogy adheres to DOLPHIN SMART Guidelines: All photos and videos were taken while viewing from a responsible distance. The dolphins or whales in these photos and videos approached the boat while the engines were in neutral or off. All underwater photos and videos of dolphins and whales were taken with a remote device while following guidelines for responsible viewing. More information on Dolphin SMART

"High-Class, Memorable Sunset Sail This was our first time on the Trilogy III, a spotlessly clean, gorgeous new sailboat, but it will definitely not be our last. We were welcomed by a very friendly crew member, Brittany, who checked us in and got us on board safely. The entire staff was wonderful. They got the food and drinks rolling shortly after departure...." - Michelle J


""One of the highlights of our trip..."  and it was overcast! We took the Kaanapali Sunset tour on an overcast evening and had a blast... even though the sunset was, how shall we say, "muted". Captains Kery and Kevin were wonderful and their assistants Justin and Taylor made sure our drinks stayed flowing." - Mark M