2.5 Hours
4:30 PM
Check In

Romantic Sunset Dinner Cruise..This tour is selling out months in advance. Please call 888-841-9155

Join the Captain on a romantic sunset dinner sail aboard Trilogy’s Luxury Sailing Catamaran!  This sunset sail is couples only!  It will be a romantic evening of fine dining and beautiful sunsets.

Enjoy Romance, Cocktails and a Hawaiian Sunset over the Pacific Ocean on Maui’s newest Sunset Dinner Cruise.  Our Romantic Sunset Dinner Cruise is a step above most Maui Dinner Cruises! This Dinner Cruise is on a large luxury sailing catamaran with a small passenger count and seating is set for couples only!  Trilogy’s ‘Captains Dinner’ is your best choice for a romantic Hawaiian Dinner Cruise on Maui.


Trilogy Excursions is the oldest family-owned and operated activity and sailing business on Maui. They own a fleet of beautiful sailboats.  In addition to preserving the ancient art of sailing, they also are preserving the lost art of island hospitality.  After sunset, they give you a little star gazing story time which is very interesting.  They even provide a cozy blanket in the winter months when the air is a little chilly.


The dinner is awesome.  Under the direction of executive Chef Bailey, each course has been thoughtfully put together using fresh, local ingredients, creating a masterpiece for your taste buds.

Pair that with a glass of champagne, outstanding service, and postcard-worthy scenery, and you have a dinner you’ll remember for a lifetime.  Wow-what a beautiful boat and an incredible sunset dinner trip!

Trilogy’s Dinner sail is available for Adults 18 years and older only.

Additional information

Departure PointMaalaea Harbor Slip #62
PricingAdults Only: $145.00

What to Bring:

Your appetite and a camera!  Dress is casual dressy but just remember you are on a boat.



1. Appetizers: Items are subject to change without notice -Freshly-baked breadsticks dusted with Ala’e Sea Salt with Lilikoi Butter -Smoked Salmon “Wedge”, Crispy Pita & Fresh Dill -Maui Onion Cream Cheese Topped Cucumber -Tataki-style Beef Tenderloin on Crostini
2. Salad: Trilogy Caesar Salad
3. Dinner Options: (Pick One)
-Pan Seared Fresh Rosemary & Garlic Crusted Steaks-

-Citrus Zest Scented Gourmet Chicken Breast
-Wild Caught Mahi-Mahi Sauteed and topped with a Lemon Butter Caper Sauce
-Seasonal Vegetarian Pasta
*All served with sauteed vegetables and roasted garlic mashed potatoes.
4. Dessert: Trio of Lilikoi Cheesecake, Fresh Strawberries, and Dark Chocolate Truffles

PREMIUM BAR: For guests ages 21 years and up  Trilogy’s Dinner sail is available for Adults 18 years and older only

An open bar which includes: Moloka’i Mule, Lana‘i Tai, Maui Brew Co.’s seasonal beer, Longboard, Bud Light Platinum, Champagne, Chardonnay, & Rosé.


Maui Sights & Treasures Cancellation Policy:
NO refunds or changes within 48 hours of activity unless otherwise stated. A 10% cancellation fee will be applied to all cancellations made outside of 48 hours of the activity.

Please note: We require all bookings to be made at least 48 hours in advance of the event so that we can guarantee your reservation. If you would like to book an event within the next 48 hours, please call us toll free at 1-888-841-9155 and we would be happy to assist you.

Trilogy Dinner Cruise Maui
Trilogy Dinner Cruise Maui
Trilogy Dinner Cruise Maui
Trilogy Dinner Cruise Maui
Trilogy Dinner Cruise Maui
Trilogy Dinner Cruise Maui
Trilogy Dinner Cruise Maui
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