Join the Captain on Trilogy's luxury sailing catamaran for an evening of fine dining with an unbeatable view of the sunset.

Tables are set for intimacy and comfort; a private restaurant setting, without the crowds, aboard Maui's newest sailing catamaran. Experience fine dining with a breathtaking view!

A four-course dinner with an unbeatable view! 2-top tables are set for intimacy & comfort; a private restaurant feel without the crowds aboard our spacious sailing catamaran. As you are escorted to your table, the evening begins with cocktails and sailing along Maui's scenic coast. After mooring in a protected cove, the first course is served.
Our Crew are quick to accommodate your every need and will serve your remaining three courses including your chef-prepared entrée. This is no ordinary dinner! After the sun sets, enjoy starlight sailing and after-dinner drinks.

Captain's Sunset Menu

Guest dine on a chef-prepared gourmet 4-course dinner at intimate two-top tables seated on deck. The courses are fixed with exception to your entree, which you must select when booking. We do not offer vegan/veg appetizers.

APPETIZERS
Smoked Salmon Musubi
Sticky Rice Pickled Maui Onion, Locally Smoked Salmon

Honey Braised Pork Belly
Guava Glaze, Pink Sea Salt

Pineapple Shrimp Ceviche
Citrus Marinated Shrimp, Fresh Herbs, Chilis, and Sweet Red Onion, Golden Pineapple

Roasted Beet Poke
Ginger Shoyu Marinade, Shaved Red Onion

SALAD
Roasted Beet & Baby Romaine Salad
Toasted Pepita, Lilikoi Vinaigrette, Pecorino, Sourdough Croutons

THIRD COURSE: ENTREE OPTIONS (CHOOSE ONE ENTREE)
Miso-Wild Honey Roasted Butterfish
Pineapple-Smoked Chili Braised Short Rib With a Shoyu Demi Sauce
Guava Brined Huli Huli Roasted Chicken
Market Vegetable Green Curry With Steamed Jasmine Rice (V,GF,DF)

THIRD COURSE: SIDES OPTIONS
Ube-Golden Potato Gratin
Layered Golden Potatoes With Ube, Gruyere Cheese, and Fresh Thyme
Harissa Roasted Carrots
Roasted In A Smokey & Savory House Made Harissa
Ginger-Shoyu Braised Bok Choy
Baby Bok Choy Basted In A Fresh Ginger-Shoyu Marinade And Seared

FOURTH COURSE:
DESSERT~
Dark Chocolate Mousse Parfait~
With a Vanilla Bean Chantilly Cream And Fresh Strawberries

Feel the aloha vibes as our Crew serve up a wide variety of alcoholic and non-alcoholic beverages–a little tasty something for everyone on this Dinner Sail. Any of our cocktails can be prepared “zero-proof” or as mocktails.

Departure from Ma'alaea on Tuesday, Wednesday, Thursday, Friday, Saturday only.

Time	Mar - Sep (Summer): 5:15 PM Oct - Feb (Winter): 4:45 PM
Duration	2.5 hours
Location	Departure from slip #62 at Ma’alaea Harbor

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

(4.6)

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- Sep 05, 2025 -

Erik T.

Discover Molokini Snorkel Tour was a blast. Kersten was a standout -- a true pro who made our 4-year-old feel like part of the crew. Everyone was kind, fun,... more

(5.0)

- Aug 30, 2025 -

Yonnie C.

We took Trilogy III out to Lanai on Thursday 8-28-2025 morning, departing from Sheraton Kaanapali. So convenient to our hotel with this pick up location.... more

(4.0)

- Aug 29, 2025 -

Lulu F.

We did a beautiful sunset cruise and the staff was completely amazing very professional, informative, fun and friendly! The alcohol drinks were... more