Beverages including locally brewed beer, mai tais, wine, champagne served, and pups during the season when you can thrill watching humpback whales that make their way to Hawaii’s only mainland harbor. Enjoy a relaxing sunset sail aboard Paragon as we explore the beauty of West Maui. Watch the whales and be surrounded by breathtaking scenery at this one-of-a-kind experience.

Time pressure always looms, deadlines are ever-present, and problems seem never to be solved.  Diehard adventure seekers crave new challenges all the time, while others will prefer just sailing under a sunset (no stakes necessary!). Sail Maui offers an experience that satisfies both types of travelers, giving you a once-in-a-lifetime chance to sail past some historical sights from Lahaina Harbor into one of the most iconic cities on earth – Honolulu.

Paragon Performance Sunset Sail Lahaina Harbor offers a 2.5-hour experience in which you can depart from one of the public loading docks right next to Pioneer Inn and enjoy an evening out on the water while taking in all the natural beauty that surrounds you. Skilled captains offer safe passage around two points of land: Shipwreck Cove and Honolua Bay, where dolphins have been seen playing offshore at night. 

Your Paragon crew will provide hot & cold hors d’oeuvres from Pioneer Inn, beverages including beer, wine/champagne, or Mai Tai’s (responsibly please,) as well as live music for your enjoyment during your performance sunset sail. It is sure to be an evening to remember! Enjoy time with family.

A sunset sail that will take you on a journey through Maui’s nighttime sky, surrounded by the sounds of rolling waves and gentle breezes. Enjoy Maui snapper and shrimp fresh off the boat with refreshments from our snacks bar paired best with Mai Tai cocktails and cold beverages. Let your toes dangle in our water while you watch time fly over the Lahaina Harbor. Celebrate a beautiful sunset over the harbor of Lahaina aboard Sail Maui’s expansive catamaran, Paragon Performance. Snacks and beverages will be served on board, with your group being the only people on board during this night’s sail. The captain of this catamaran has sailed from Hawai’i to Alaska and met enough deadlines to know how to time your trip, so you never miss the golden colors shown in her sunsets, making this what many say is our finest hour.