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Trilogy – Deluxe Ka’anapali Sunset Cocktail Sail

Join us for a 2-hour sunset cocktail catamaran cruise from Ka’anapali Beach, Maui. Includes premium beverages and tasty appetizers.

Savor the breathtaking panoramic views of the West Maui Mountains, adorned with rainbows, aboard Maui’s latest sailing catamaran during a 2-hour sunset cocktail cruise departing from Ka’anapali Beach, Maui. Escape the hustle of crowded restaurants and embrace an intimate and comfortable sunset from your personal two-top outside table. Indulge in premium beverages and delectable appetizers.

Relax as world-class Trilogy Crew members serve a variety of mouthwatering pupus, signature cocktails, and share their knowledge of Maui’s history and marine life.

Departing directly from Ka’anapali Beach, step aboard their luxury sailing catamaran and leave the crowded onshore restaurants behind. While you sip on premium signature cocktails at your private two-top table, The crew will treat you to delicious plated appetizers made with locally sourced ingredients. As you bask in the splendid beauty of a Maui sunset, the captain will regale you with stories of local history and marine life. This intimate, romantic evening tour is sure to create amazing and lasting memories.

Guests dine at private two-top tables outdoors and enjoy a scrumptious spread of plated appetizers to satisfy even the most discerning gourmand. Feel the aloha vibes as the crew serves a wide variety of alcoholic and non-alcoholic beverages, offering something tasty for everyone on this Sunset Sail.

Set sail from the world-famous Ka’anapali Beach with Maui’s most experienced sailing company!



Trilogy - Sunset Sail Inquiry Form

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Deluxe Kaanapali Sunset Sail (MKNSS)
Adult (13+): $115.00 + taxes and fees
Child (3-12): $75.00 + taxes and fees
Infant (0-2): FREE

*Price subject to change. 

Availability and Schedule:

Available Daily

February 1st, 2024 – March 31st: 4:30PM – 6:30PM

April 1st – May 31st: 5:00PM – 7:00PM

June 1st – August 31st: 5:15PM – 7:15PM

September 1st – October 14th: 4:30PM – 6:30PM

October 15th – January 31st, 2025: 4:00PM – 6:00PM

Check-in is 30 minutes prior to departure time

Schedule subject to change. Please check your confirmation for up to date check in time.


Please join this activity at

Ka’anapali Beach

Check-in on the beach-side of the Sheraton’s Luau grounds. We recommend parking at the Sheraton parking structure ($10 paid by guests only if validated by Trilogy) however guests may park anywhere they’d like. After checking in with our Crew, we will walk to board the boat in front of the Outrigger Ka’anapali Resort where there is an ingress zone. Please arrive 30 minutes prior to tour departure to Check-in.

Please note you will be loading directly from the beach, through the surf zone onto the boat, and you will get wet! This is a barefoot charter and footwear will be collected prior to departure.

Other activities on Maui you may like:

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✔ Departs from the Ma’alaea Harbor

Join us for a two-hour sunset cruise includes dinner, two free drinks, and live music.

Trilogy - Discover Ka'anapali Snorkeling Tour

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Snorkeling at the reefs of West Maui on this fun half-day sailing tour from Ka’anapali Beach, Maui.