Sailing on Maui sounds like a dream come true to most travelers, and for good reason. With some of the best snorkeling locations in the world, fascinating culture, history, and stunning scenery at every turn, a sailing catamaran on Maui may just be your new favorite form of tropical transportation in paradise.
With a fleet of six sailing catamarans, Trilogy Excursions has taken Maui sailing tours to the next level. Not only are they the oldest family-owned and operated sailing business and activity company on Maui, but they consistently rank as TripAdvisor's #1 Boat Tour on Maui. The combination of great service, excellent food, cocktails, and wide range of ocean tours available make this a can't-miss activity on the Valley Isle.
Tour options include snorkeling at the world-renowned Molokini Crater, neighbor island of Lana'i, Ka'anapali Beach, and Olowalu's turtle cleaning stations. They also offer sunset sailing tours from Lahaina Harbor and Maalaea Harbor for those who wish to kick back and enjoy the view, including a Ka'anapali Sunset Sail and Aloha Friday Sunset Sail. Food, drinks and all snorkeling equipment is included on all tours.
Our absolute favorite tour, however, is the Captain's Sunset Dinner Sail, which includes a delicious 4-course meal and premium open bar, with cocktails like the Moloka'i Mule, Lana'i Tai, Champagne, Chardonnay, Rosé, Maui Brewing Company seasonal beer, Longboard Lager, and Bud Light Platinum. Adult beverages, a Maui sunset and a boat? Yes please.
From December to April, whale watching aboard any of the Trilogy catamarans is a great way to experience the magic of Maui's annual whale season, when thousands of North Pacific Humpback Whales swim from the shores of Alaska to the warm, shallow waters surrounding Hawaii to mate, birth, and nurse their young. Au'au Channel, located conveniently between Maui's western shores and the neighbor islands of Lana'i and Moloka'i, holds the largest concentration of humpback whales in Hawaii, so don't miss out when visiting during winter months!