Romantic Sunset Dinner Sail Cruise with Open Bar (from Maalaea & Lahaina Harbor), Maui tours & activities, fun things to do in Maui | HawaiiActivities.com

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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.

Premium Bar Included!

Premium bar included for guests ages 21+ featuring Island Cocktails, Locally Brewed Beers, Prosecco, Red & White Wines.



What's on the Four-Course Dinne 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 with Blue Cheese Vinaigrette
Dinner Options (Select One)
All dinner options are served with a swirl of Moloka‘i Sweet & Buttermilk Mashed Potatoes and Sautéed Seasonal Maui Vegetables.
  • Pan Seared Rosemary & Garlic Crusted Top Sirloin Steak
  • Fresh-Caught Island Fish Breaded & Topped with a Lemon Butter Caper Sauce
  • Vegetarian - Penne Pasta Tossed with Thai Basil Marinara & Portobello Mushroom
  • Fire-Grilled Citrus Thyme Chicken Breast
Dessert
  • Trio of Lilikoi Cheesecake
  • Fresh Island Fruit
  • Dark Chocolate Truffles

*Items are subject to change without notice
*Vegan, Vegetarian, and GF options available. Please request upon your booking.
Trilogy is a conservation partner with Monterey Bay Aquarium's Seafood Watch, and proudly serves sustainably caught seafood.
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

▼ Read more
In an effort to maintain the health and safety of both guests and employees, this activity will be temporarily pausing operations. Resumption date is subject to change and bookings cannot be guaranteed past April 30th, 2020
Price
Lahaina Departure (Entree Choices: Steak, Fish, Chicken, or Vegetarian)
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: Beverages / Dinner / Cruise fee / Open bar (all-you-can-drink) for guests ages 21+
  • 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)
    trilogy03 The evening begins with cocktails and sailing along the scenic and tranquil Maui coastline. Enjoy the special four-course dinner as the sun sets on another beautiful Maui day and the evening continues under the starlight with after-dinner drinks.
  • 19:15 Check-out
Package detail / Schedule
Lahaina Departure (Entree Choice: Surf & Turf)
1 Select a date
2 Select the amount (# of participants, vehicles, hours, etc.)
Adult (Age 18 & over)
USD 162.64
USD 162.64
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 162.64
USD 162.64
GE Tax and Harbor Fee included
  • Duration: 3 hour(s)
  • Available: Sun, Thu, Sat
  • Pick-up: Not available
  • Inclusion: Beverages / Dinner / Cruise fee / Open bar (all-you-can-drink) for guests ages 21+
  • 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)
    trilogy03 The evening begins with cocktails and sailing along the scenic and tranquil Maui coastline. Enjoy the special four-course dinner as the sun sets on another beautiful Maui day and the evening continues under the starlight with after-dinner drinks.
  • 19:15 Check-out
Package detail / Schedule
Ma'alaea Harbor Departure (Entree Choices: Steak, Fish, Chicken, or Vegetarian)
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: Beverages / Dinner / Cruise fee / Open bar (all-you-can-drink) for guests ages 21+
  • Schedule
  •  
  • Check-in
    Time & Location
  •  
  • Check-out
    Time & Location
  •  

  • 16:30 Check-in at Ma‘alaea Harbor, Slip # 62 (Trilogy II)
  • 16:45 Captains Sunset Dinner Sail (2.5 hrs)
    trilogy03 The evening begins with cocktails and sailing along the scenic and tranquil Maui coastline. Enjoy the special four-course dinner as the sun sets on another beautiful Maui day and the evening continues under the starlight with after-dinner drinks.
  • 19:15 Check-out
Package detail / Schedule
Ma'alaea Harbor Departure (Entree Choice: Surf & Turf)
1 Select a date
2 Select the amount (# of participants, vehicles, hours, etc.)
Adult (Age 18 & over)
USD 162.64
USD 162.64
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 162.64
USD 162.64
GE Tax and Harbor Fee included
  • Duration: 3 hour(s)
  • Available: Wed, Fri
  • Pick-up: Not available
  • Inclusion: Beverages / Dinner / Cruise fee / Open bar (all-you-can-drink) for guests ages 21+
  • Schedule
  •  
  • Check-in
    Time & Location
  •  
  • Check-out
    Time & Location
  •  

  • 16:30 Check-in at Ma‘alaea Harbor, Slip # 62 (Trilogy II)
  • 16:45 Captains Sunset Dinner Sail (2.5 hrs)
    trilogy03 The evening begins with cocktails and sailing along the scenic and tranquil Maui coastline. Enjoy the special four-course dinner as the sun sets on another beautiful Maui day and the evening continues under the starlight with after-dinner drinks.
  • 19:15 Check-out
Package detail / Schedule
Notes
Restriction(s)
  • All Packages
    • This activity is not wheelchair accessible.
    • People 18 years old and above can participate in this activity.
    • 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.
    • Start times vary seasonally depending on the sunrise and sunset.
    • The activity provider does not assume any responsibility for your valuables and/or personal belongings.
    • This activity may be changed or canceled for your safety, medical issues or comfort.
    • Gratuity is not included in the price.
    • If you are driving on your own, you will be required to pay a parking fee.
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.

    Departing from Lahaina Harbor
    TRILOGY IV : A 65’ Sloop Rigged Sailing Catamaran licensed for 88 passengers, maximum capacity on Dinner Sail is 36 passengers.
    TRILOGY V : A 54' Sloop Rigged Sailing Catamaran licensed for 49 passengers, maximum capacity on Dinner Sail is 36 passengers.
    TRILOGY VI : A 55’ Sloop Rigged Sailing Catamaran licensed for 88 passengers, maximum capacity on Dinner Sail is 32 passengers.

    Departing from Ma'alaea Harbor
    TRILOGY II : A 65' Cutter Rigged Sailing Catamaran licensed for 84 passengers, maximum capacity on Dinner Sail is 36 passengers.
Please click HERE to send an inquiry about this activity
Payment/Cancellation policy
Payment type
Credit card payment
Cancellation Policy
  • For parties of less than 8 people: Any cancellations made after 16:00 local time, 3 business days prior to the activity will be subject to a charge of 100% of the total amount.
    For parties 9 people or more: Any cancellations made after 16:00 local time, 4 business days prior to the activity will be subject to a charge of 100% of the total amount.
From USD 151.43
From 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 4 options