Each event is unique and thoughtfully crafted to reflect your personality and vision. Your private charter can be customised to meet your needs, from a snorkel tour in Molokini or Olowalu to sunset sails in Ka'anapali or Lanai.

An exciting way to experience Lana‘i as the Ali`i, or royalty, did over two hundred years ago. ‘King Kamehameha the Great’ chose the southern coast of Lana‘i as his summer retreat for the royal family. We will take you snorkeling in these pristine waters, only accessible by boat, where you can expect to see an abundance of tropical fish- a few of which are found nowhere else in the world. This destination will amaze you both above and below water as you are surrounded by some of the highest sea-cliffs in the world.

The Olowalu tour brings you to Maui’s mother reef, home to thousands of tropical fish and sea turtles right off the coast of West Maui. Enjoy your ride over on a world-class catamaran and get ready to dive into Maui’s warm waters for an uncrowded, close-up view of our reef. After your snorkel, enjoy a delicious BBQ chicken lunch (and premium bar drinks!) as you sail back to Lahaina, soaking up those breathtaking, unobstructed views of the sprawling West Maui Mountains.

Trilogy has exclusive permission to escort guests to Hulopo’e Marine Preserve (Lana’i), where you can swim, snorkel, play volleyball, hike, and participate in a guided cultural experience. Post activities, gather at the beautiful Hale o Manele, and enjoy a full plantation BBQ lunch, complete with our famous Kiawe-grilled chicken. On the return sail enjoy a cold drink, premium bar beverages, and ice cream sundaes to complete a truly memorable day.

Departing directly from Ka’anapali Beach, climb aboard our luxury sailing catamaran and escape the crowded restaurants onshore. 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. As you take in a breathtaking Maui sunset, our Captain will also share stories of our local history and marine life. You’re sure to build lasting memories with this intimate, romantic evening tour!




Pricing upon request.