Maui has a way of creating moments you wish could be frozen in time—isolated, perfect snippets of reality that you pray will never end. Here, in the waters off Kaʽanapali, as a rainbow arcs over rugged valleys, and the sweet melody of Hawaiian music accompanies the setting sun, you realize your time on this sunset sail is exactly one of those moments. Go ahead. Pinch yourself. This is real.
While there are a number of catamarans that load their passengers from the sands of Kaʽanapali Beach, Trilogy Excursions has been an island standby for 40 years.
The family-run company holds itself to the highest level of service, and by the end of the sail, the Trilogy crew members will know each passenger by name.
Hospitality aside, Trilogy is also the fastest sailboat that loads from Kaʽanapali Beach. While Pacific Rim pupus (appetizers) and cold Mai Tais are served at the beginning of the sail, the boat eventually turns upwind and gallops into the breeze. With the sea salt flying, wind in your hair, and the blue Pacific around you, it's truly an experience of adventure and freedom with a panoramic view of West Maui.
Finally, once the sails furl, the breeze subsides, and the sun sinks low in the sky, watch as the horizon turns ablaze off the nearby island of Lanaʽi. On Fridays, there's an "Aloha Friday" sunset sail, which is accompanied by a live musician, and it's one of the most romantic ways to start an evening on the shores of Kaʽanapali.