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Trilogy – Ma’alaea Sunset Cocktail Sail

Embark on an amazing evening adventure with an excellent 2-hour Sunset Sail from Ma’alaea Harbor on a spacious sailboat. Includes premium beverages and tasty appetizers.

During this cruise, you’ll be treated to stunning panoramic views of Haleakala, West Maui, and Kaho‘olawe. Their personal two-top outside tables set the stage for a romantic and intimate evening, far from the crowded restaurant scene.

As you relax and take in the romantic sunset views of Kaho’olawe and Lana’i, enjoy pre-plated appetizers and a premium bar with a wide variety of cocktails and beverages. The Captain’s Mule offers a refreshing twist on the classic Moscow Mule, with options to customize your choice of spirits.

The Lana’i Tai, a delicious cocktail, combines Mango Rum, Orgeat, and more for a delightful taste of the tropics. Or, opt for a Good Ol’ Fashioned or a Lahaina Sunrise to suit your preferences. Don’t miss the 808 Margarita, a nod to Hawaii’s area code.

Let yourself be carried away by the soothing atmosphere as our experienced Trilogy Crew serves delicious pupus, signature cocktails, and shares insights about Maui’s history and marine life. Depart from Ma’alaea Harbor and sail with the oldest and most trusted sailing company in Maui for an unforgettable sunset experience.

Sunset Menu:


Trilogy - Sunset Sail Inquiry Form

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Ma’alaea Sunset Cocktail Sail (MMSSN)

From January 1, 2024
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 Tuesdays, Wednesdays, Fridays and Saturdays

Feb 1st – March 31st: 4:30 PM – 6:30 PM

April 1st – May 31st: 5:00 PM – 7:00 PM

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

Sept 1st – Sept 30th: 4:30 PM – 6:30 PM

Oct 1st – Jan 31st: 4:00 PM – 6:00 PM

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

Ma’alaea Harbor at Slip #99
(Across the street from Ma’alaea General Store)
11 Ma’alaea Boat Harbor Road, Wailuku, HI 96793

Traffic coming out of Lahaina after 4:00 pm can increase your drive time by approximately 30 minutes

Other activities on Maui you may like:

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✅ Must-do activity on Maui

Join us for a fun half-day snorkeling trip from Ma’alaea Boat Harbor, Maui. Includes 2 snorkeling sites, breakfast, BBQ lunch and 2 premium cocktails.

Quicksilver Maui - Maui Sunset Dinner Cruise from Ma'alaea Harbor

Starting at $139.95
✔ Departs from the Ma’alaea Harbor

Join Quicksilver and enjoy Maui’s Premier Sunset Dinner Cruise