This site uses cookies. By continuing to browse the site you are agreeing to our use of cookies. Find out more here

Romantic Sunset Dinner Sail Cruise with Open Bar (from Maalaea & Lahaina Harbor)

Craft Cocktail

Sail along Maui's majestic Pali Sea Cliffs on a sunset evening cruise that includes a delicious gourmet dinner, open bar and a convenient Ma'alaea or Lahaina Harbor departure.

  • Craft Cocktail
  • Serving 2
  • trilogy03
  • Sunset Lanai Background
  • Serving 3
  • Sailing
  • Chef Prep
Experience fine dining with unbeatable coastal and sunset views of Maui while on the island's most luxurious catamaran. Your server will lead you to your private table to start the evening with cocktails and sailing along the rugged Pali Sea Cliffs. After mooring in a protected cove, enjoy a four course gourmet dinner freshly prepared in the galley by the executive chef who uses only the freshest local ingredients. As you sip on a glass of champagne or tropical cocktail, enjoy outstanding service and postcard-worthy scenery with your dinner for an evening that you will remember for a lifetime.
Boat Information:
Name: TRILOGY VI
(Lahaina Departure)
TRILOGY II
(Ma'alaea Departure)
Size: 54' Sloop Rigged Sailing Catamaran 64' Custom SeaRunner/Cutter Rigged sailing catamaran
Capacity: 50 Passengers 60 Passengers
Amenities: Twin 350 hp. Yanmar diesel engines, two electric heads, covered cabin,
cushioned seating, large galley, netting forward, custom swim steps
forward, twin swim steps aft, full electronics, AC/DC.
Twin 350hp Yanmar turbo diesel full electronics, covered cabin, netting forward & aft, two heads, large galley, cushioned seating inside and outside.
Safety: Lifeguard-certified crew members always on board
Accessibility: All vessels are not wheelchair accessible

Four-Course Dinner Menu:

  • Appetizers:  Freshly baked Ala’ea Sea Salt Dusted Rosemary Breadsticks with Lilikoi Butter, Smoked Salmon "Wedge" with Crispy Pita & Fresh Dill, Maui Onion Cream, Cheese Topped Cucumber, Tataki-style Beef Tenderloin on Crostini
  • Salad: Trilogy Caesar Salad
  • Dinner Options(Select One):  Pan Seared Rosemary & Garlic Crusted Top Sirloin Steak, Fresh-Caught Island Fish Breaded & Topped with a Lemon Butter Caper Sauce, Trilogy is a conservation partner with Monterey Bay Aquarium's Seafood Watch, and proudly serves sustainably caught seafood, Penne Pasta Tossed with Thai Basil Marinara & Portobello Mushroom (Vegetarian), & Fire-Grilled Citrus Thyme Chicken Breast. All dinner options are served with a swirl of Moloka‘i Sweet & Buttermilk Mashed Potatoes and Sautéed Seasonal Maui Vegetables.
  • Dessert: Trio of Lilikoi Cheesecake, Fresh Island Fruit, & Dark Chocolate Truffles
  • Premium Bar (*for guests 21 and over with valid ID): Moloka‘i Mule, Lana‘i Tai, Locally Brewed Beer, Prosecco, Red & White Wine. 
▼ Read more
Price
Lahaina Harbor Departure
1 Select a date
2 Select the amount (# of participants, vehicles, hours, etc.)
Adult (Age 18 & over)
USD 151.43
USD 151.43
Instant Confirmation USD 0.00 USD 0.00
USD 0.00
USD 0.00
Total:
*The price is subject to change depending on the start time or add-on(s) you choose.
Adult (Age 18 & over)
USD 151.43
USD 151.43
GE Tax and Harbor Fee included
  • Duration: 3 hour(s)
  • Available: Sun, Thu, Sat
  • Pick-up: Not available
  • Inclusion: Open bar (all-you-can-drink) / Dinner / Cruise fee
  • Schedule
  •  
  • Check-in
    Time & Location
  •  
  • Check-out
    Time & Location
  •  

  • 16:30 Check-in at Lahaina Harbor
  • 16:45 Captains Sunset Dinner Sail (2.5 hrs)
    trilogy01 Sail along the scenic and tranquil Maui coastline and enjoy a four course dinner. Dessert and drinks are enjoyed as the sun sets on another beautiful Maui day and the evening continues with music under the stars.
  • 19:15 Check-out
Package detail / Schedule
Ma'alaea Harbor Departure
1 Select a date
2 Select the amount (# of participants, vehicles, hours, etc.)
Adult (Age 18 & over)
USD 151.43
USD 151.43
Instant Confirmation USD 0.00 USD 0.00
USD 0.00
USD 0.00
Total:
*The price is subject to change depending on the start time or add-on(s) you choose.
Adult (Age 18 & over)
USD 151.43
USD 151.43
GE Tax and Harbor Fee included
  • Duration: 3 hour(s)
  • Available: Wed, Fri
  • Pick-up: Not available
  • Inclusion: Open bar (all-you-can-drink) / Dinner / Cruise fee
  • Schedule
  •  
  • Check-in
    Time & Location
  •  
  • Check-out
    Time & Location
  •  

  • 16:15 Check-in at Ma‘alaea Harbor, Slip # 62 (Trilogy II)
  • 16:45 Captains Sunset Dinner Sail (2.5 hrs)
    trilogy01 Sail along the scenic and tranquil Maui coastline and enjoy a four course dinner. Dessert and drinks are enjoyed as the sun sets on another beautiful Maui day and the evening continues with music under the stars.
  • 19:15 Check-out
Package detail / Schedule
Notes
Restriction(s)
  • All Packages
    • This activity is not wheelchair accessible.
    • You must be at least 18 years old to participate in this cruise. Children of any age are not allowed.
Required Items to Bring & Attire
  • All Packages
    • A valid government-issued photo ID is required to consume alcohol.
Additional Note(s)
  • All Packages
    • The activity schedule is subject to change or cancellation due to weather or traffic conditions.
    • The menu is subject to change without notice.
    • Cruises become available as they are booked. Please select multiple dates for the best chance of confirmation.
Activity provider
FAQ
Expand all
What kind of boat will be used?
  • Depending on the crowd, you will be sailing on any one of the following boats.

    TRILOGY VI (Lahaina Harbor ): A 55’ Sloop Rigged Sailing Catamaran, maximum capacity on Dinner Sail is 32 guests.
    TRILOGY II (Ma'alaea Harbor): A65' Cutter Rigged Sailing Catamaran, maximum capacity on Dinner Sail is 40 guests.
Please click HERE to send an inquiry about this activity
Payment/Cancellation policy
Payment type
Credit card payment
Cancellation Policy
  • Any cancellations made after 16:45 local time, 2 business days prior to the activity will be subject to a charge of 100% of the total amount.
USD 151.43
USD 151.43

Taxes & fees included

1% Reward Points
(4.25/5.00) 4.25 / 5
(4 reviews)
Pick-up Not available
Duration 3 hour(s)
Availability Sun, Wed, Thu, Fri, Sat
Meal Dinner

LATEST 5-STAR REVIEWS

by: tracy
We have been on other dinner cruises but this one was by far the best. I was very sceptical about doing another dinner cruise but friends we came with wanted to. The las one we went on was very hot an...more
The food was very good, the service was great and the memories are unforgettable!
whales
by: Lillie S.
I really enjoy our Sunset Dinner cruise. the food was awesome.We also were able to see lots of whales as a bonus. The staff was so polite and helpful. very friendly. I would do this one again and agai...more
USD 151.43
USD 151.43
4.25 / 5
Romantic Sunset Dinner Sail Cruise with Open Bar (from Maalaea & Lahaina Harbor)
See all 2 options