Trilogy offers my favorite snorkel-sail trips from West Maui. The family-run company prioritizes environmental stewardship—along with ensuring that you have a stellar marine adventure. Hop aboard one of Trilogy’s fleet of custom-built catamarans, 55 to 64 feet long, for the 9-mile Maui-to-Lanai sail from Lahaina Harbor to Hulopoe Marine Preserve and a fun-filled day of sailing and snorkeling. This is the only cruise that offers a personalized ground tour of the island and the only one with rights to take you to Hulopoe Beach. The 8-hour day trip costs $220 for adults, $189 ages 13 to 18, and $120 for kids 3 to 12.
Trilogy also offers snorkel-sail trips to Molokini. This half-day trip leaves from Maalaea Harbor and costs $140 for adults, $125 for teens, and $85 for kids 3 to 12. These are among the most expensive sail-snorkel cruises on Maui, but they’re worth every penny. The crews are fun and knowledgeable, and the boats are comfortable and well-equipped. All trips include breakfast (Mom’s homemade cinnamon buns) and a very good barbecue lunch (onboard on the half-day trip; on land on the Lanai trip). During winter, 2-hour whale watches depart conveniently right from the sand on Kaanapali Beach ($60 adults, $50 teens, $35 children); Trilogy also offers whale-watching from Lahaina (same rate) and Maalaea ($89 adults, $75 teens, $50 children). The Captain’s Sunset Dinner Sail is a romantic adults-only adventure. Couples enjoy a fourcourse feast (with choice of steak, fish, chicken, or vegetarian entree) at private, candlelit tables, complete with handcrafted cocktails, Prosecco, and cozy blankets ($135 per person).