Sunday, March 31, 2024

Sail into the Kaanapali Sunset on Trilogys Deluxe Sailing Tour in Maui

trilogy sunset cruise maui

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. Last month I hopped on Trilogy’s Sunset Dinner Sail, which departs weekly from Maalaea Harbor on Mondays, Wednesdays, and Fridays.

TRILOGY DELUXE KAANAPALI SUNSET SAIL

Guests dine at private two-top tables outdoors and enjoy a scrumptious spread of plated appetizers to satisfy even the most discerning gourmand. Feel the aloha vibes as the crew serves a wide variety of alcoholic and non-alcoholic beverages, offering something tasty for everyone on this Sunset Sail. Relax as world-class Trilogy Crew members serve a variety of mouthwatering pupus, signature cocktails, and share their knowledge of Maui’s history and marine life. Trilogy Excursions is the oldest family-owned and operated activity and sailing business in Maui.

Hula Girl Maui Sunset Dinner Cruise

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. While sipping on premium signature cocktails at your private two-top table, our Crew will serve you delicious plated appetizers, cooked with locally sourced ingredients.

Trilogy Sunset Dinner Sail Review

A combination of lilikoi cheesecake, chocolate truffles, and fresh fruit, we finished the last of our excellent cocktails (get the Moloka’i Mule) before heading back to shore. Embark on an amazing evening adventure with an excellent 2-hour Sunset Sail from Ma’alaea Harbor on a spacious sailboat. We will be loading from the beach, you can expect to get wet up to your knees when you board. Please watch the short Beach Loading video below, taken on a small surf day. This tour is NOT recommended for guests with mobility issues. The dinner sail departs from slip #62 at Ma’alaea Harbor on Wednesdays, Fridays, and Sundays.

Connected through a light harness, you can then dive down up to 20 feet and enjoy up-close-and-personal views of our amazing reef and marine life! Please contact for availability of SNUBA on our Discover Molokini and Discover Lana’i tours. Please watch this quick video showing our beach-loading process during medium shore break.

The BCD can be worn un-inflated or partially inflated and in many cases guests find that the BCD provides them with extra flotation when they need it, while keeping them warm at the same time! Let yourself be carried away by the soothing atmosphere as our experienced Trilogy Crew serves delicious pupus, signature cocktails, and shares insights about Maui’s history and marine life. Depart from Ma’alaea Harbor and sail with the oldest and most trusted sailing company in Maui for an unforgettable sunset experience. Escape the hustle of crowded restaurants and embrace an intimate and comfortable sunset from your personal two-top outside table. This excursion loads directly from the sands of world-famous Ka’anapali Beach, and you WILL get wet when loading.

Good Ol’ Fashioned – Redemption Bourbon, agave syrup, splash of water, Watkins bitters. 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 Sunset Sail. Trilogy is a family business committed to excellence by creating lifelong memories through personalized service delivered with Aloha.

trilogy sunset cruise maui

Couples Only Trilogy Sunset Dinner Cruise

They eventually settled in the towns of Sitka and Ketchikan. Both married, raised families, and continued the Coon Brother tradition. 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.

We serve a tasty spread of plated appetizers that are sure to satisfy even the most discriminating gourmet. Christened Trilogy in 1971, their new 50′ sailing trimaran carried them for two years from Alaska to Mexico, Central & South America, the Galapagos Islands, and eventually, the South Pacific. It was there they decided, because of limited funds, to sail north to Hawai‘i and work until ship stores were replenished, before continuing their “around the world” Odyssey. But, as Jim and Rand are fond of recounting, they not only fell in love with the islands, they fell in love with a couple of island girls as well and settled instead on the island of Maui. In the 1920’s, two brothers, Eldon and Afton Coon, built a fishing boat in Port Townsend, WA, and set sail for Alaska.

The sailing Coon family puts down Maui roots - Lahaina News

The sailing Coon family puts down Maui roots.

Posted: Thu, 15 Dec 2011 08:00:00 GMT [source]

Through the years they have demonstrated a standard of excellence that few other companies can live up to. Your tour starts with a continental breakfast of Mom Coon’s 4th generation cinnamon rolls and tropical fruit, served with Kona coffee, tea, hot cocoa or pineapple juice. As we get closer to Lana’i we also serve oven-baked croissant breakfast sandwiches. Experience a romantic Deluxe Kaanapali Sunset Sail on board Trilogy Excursions. This Kaanapali Sunset Sail departs from the world-famous Kaanapali Beach on the island of Maui. Parking is available at the Ka’anapali Beach Hotel parking structure, and Trilogy will validate your parking pass.

As you relax and take in the romantic sunset views of Kaho’olawe and Lana’i, enjoy pre-plated appetizers and a premium bar with a wide variety of cocktails and beverages. The Captain’s Mule offers a refreshing twist on the classic Moscow Mule, with options to customize your choice of spirits. For an up close & personal look at Maui’s marine wildlife, we also offer an optional SNUBA upgrade for any guest 8yrs and older (space is limited).

trilogy sunset cruise maui

The Lana’i Tai, a delicious cocktail, combines Mango Rum, Orgeat, and more for a delightful taste of the tropics. Or, opt for a Good Ol’ Fashioned or a Lahaina Sunrise to suit your preferences. Experience a romantic Deluxe Ma’alaea Sunset Sail on board Trilogy Excursions.

When it comes to things I enjoy, boat rides on the ocean are generally toward the top of the list. Add in whale watching during sunset, an open bar, a three-course dinner, and a random assortment of Hawaiian and 80s tunes, and it’s essentially a perfect storm of awesomeness. Check-in time is 15 minutes prior to scheduled departure time, at the loading dock. Check-in time is 20 minutes prior to scheduled departure time. 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!

We started with a yummy caesar salad before moving onto our pre-chosen steak entrees (they also have a fish and vegetarian option), accompanied with mashed potatoes and mixed vegetables. Considering this meal was prepared on a boat, I was really impressed with the level of detail they put into the experience. During this cruise, you’ll be treated to stunning panoramic views of Haleakala, West Maui, and Kaho‘olawe. Their personal two-top outside tables set the stage for a romantic and intimate evening, far from the crowded restaurant scene. Trilogy Excursions regularly gives back to our local Maui County community. Each year they sponsor events on Lanai and Maui for the less fortunate and ocean clean up.

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