Deluxe Kaanapali Sunset Sail

Enjoy a sunset sail fun for the whole family conveniently departing from Ka'anapali Beach. 

This tour departs at 4:00 pm











*Teenagers 13-18, Children 3-12, Infants 0-2

Trilogy IV

50' sloop rigged sailing catamaran

Built: 1996 Multis by Millett, Lawai, Kauai
Sails: 1280 sq.ft. Working Sails, Custom spinnaker
Specs: 50' X 28', Draft @ DWL 3'4"
Capacity: US Coast Guard licensed for 49 + crew
Crew: Captain, 1st Mate, 2nd Mates as needed
Other Info: Electric heads, large galley, full electronics, Twin 230 Yanmar turbo diesel engines, two cushioned seating, custom dive ladder, forward netting, twin swim steps aft, shade awning.

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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

- Chef prepared appetizers.
- Non-alcoholic drinks and chilled filtered water.
- For guests ages 21 years and older, three adult premium beverages are included. Bar Menu: Moloka‘i Mule, Lana‘i Tai, Maui Brew Co.’s seasonal beer, Longboard Lager, Chardonnay, & Rosé. (ID’s required to partake in adult beverage service.)
- Whale Watching December - April.

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March 1st - August 30th (Summer): Please check-in at 4:45 pm. Depart 5:00PM and Return 7:00PM (approximate return time) 
September 1st - October 31st (Fall): Please check-in at 4:15 PM. Depart 4:30PM and Return 6:30PM (approximate return time) 
November 1st - February 28th (Winter): Please check-in at 3:45 PM. Depart 4:00PM and Return 6:00PM (approximate return time) 


Parking is available at the Ka'anapali Beach Hotel parking structure. Please take your parking ticket to our staff at the Trilogy Concierge Services beach desk before your trip and they will validate it so you may exit the parking structure without charge.

15 minutes prior to departure time at the beach lawn fronting Ka'anapali Beach Hotel. Look for your Trilogy crew member wearing a blue Trilogy shirt.
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.

Departure:  from Ka'anapali Beach.


Trilogy's crew will serve an assortment of hot and cold appetizers throughout the trip as well as a variety of soft drinks and filtered water. Adult beverages provided throughout the sail.

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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?  


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

"“Sunset Sail”5 of 5 stars We really enjoyed our sunset sail from Ka'anapali beach last week! Ben, Shane and Cpt Kevin were great - as was the pupus and champagne! A lovely late afternoon sail to finish our honeymoon in style - thanks a million! Highly recommend." - Ndecour


"“Two hours of bliss with a sunset ending” " - pnothere