Trilogy offers my favorite snorkel-sail trips. The family-run company prioritizes environmental stewardship—along with ensuring you have a stellar marine adventure. Hop aboard one of Trilogy’s fleet of custom-built catamarans, from 54 to 65 feet long, for a 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 full-day trip costs $205 for adults, $153 ages 13 to 18, and $100 for kids 3 to 12.
Trilogy also offers snorkel-sail trips to Molokini. This half-day trip leaves from Maalaea Harbor and costs $135 for adults, $101 for teens, and $68 for kids 3 to 12. These are 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 ($59 adults, $44 teens, $30 children).
The Captain’s Sunset Dinner Sail is a romantic adults-only adventure. Couples enjoy a four-course feast at private, candlelit tables, complete with handcrafted cocktails and cozy blankets ($129 per person).