Sail Ma’alaea Bay at sunset with crew, light appetizers, and soft drinks on a private catamaran
2 Hours
Up to 6 people
Appetizers, Soft drinks
Set sail on a private sunset cruise aboard S/V Artemis, a 47-foot sailing catamaran. Celebrate special occasions as the crew prioritizes sailing over motoring for a relaxed experience.
Charter carries up to 6 passengers on S/V Artemis. For 7–12 guests, charter the fleet for a side-by-side buddy boat sail. Alcoholic beverages are not included; you may bring your own.
Full refund with 48 hours notice. Inside 48 hours no refund. Full refund if operator cancels due to weather or other unforeseen circumstances. No-shows are charged the full price.
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With a perfect track record across well over a hundred reviews, this charter operation consistently delivers exceptional private sailing experiences around Maui. The crew—particularly Captain Anna, JJ, Nessa, Tim, and Marcella—earn universal praise for being knowledgeable, personable, and genuinely attentive to their guests. They regularly spot whales, dolphins, and sea turtles during tours, and their expertise about marine life adds real depth to every outing. The boats themselves (a 42-foot Catalina and 47-foot Leopard catamaran) are described as immaculate, spacious, and comfortable. What stands out is how the crew adapts to different occasions. Guests have celebrated proposals, birthdays, and even memorial services, with the team handling each event thoughtfully and professionally. They're also skilled photographers who capture beautiful moments without being asked. Whether you're snorkeling, whale watching, or simply enjoying a sunset sail, the crew creates a relaxed atmosphere while prioritizing safety and comfort. Communication from booking through the trip itself is reportedly excellent, with weather updates and helpful planning support. This is clearly a top-tier choice for anyone wanting a memorable, personalized day on the water.
Amazing private charter with Captain Anna. Perfect sunset cruise! We were lucky enough to see and listen to whales in late November.
Sarah Brackett
January 1, 2026
Amazing private charter with Captain Anna. Perfect sunset cruise! We were lucky enough to see and listen to whales in late November.
Sarah Brackett
January 1, 2026