Captain Sunset Dinner Sail

Trilogy Excursions (4.6)
per person $169

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.
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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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- Jan 21, 2025 -

Kristie A.

Did the Molokini excursion today. Captain Sierra and crew were outstanding! They were so attentive to our every need. We had 2 dive spots, and both were...  more

(5.0)
- Dec 01, 2024 -

Wells L.

Went on a sunset dinner cruise to celebrate our anniversary with captain Jim and had a fantastic time. You could immediately tell this was going to be a...  more

(5.0)
- Nov 28, 2024 -

T C.

Our Trilogy Tour to Lanai was the BEST part of our Maui trip. So many core memories made for our family and kids (ages 8 and 6). I would 100% do this again...  more

(5.0)