Escape the crowds and hop on a Hawaiian catamaran for an intimate sunset sail from Maalaea Harbor. Unlike the overpriced, tourist-packed boats, this vessel hosts a maximum of 40 passengers, ensuring personalized attention and ample space. Capture the moment when the sails unfurl against the Hawaiian sunset. Winona, a locally built and meticulously maintained catamaran, offers true Aloha hospitality, delicious Hawaiian snacks, and refreshing drinks.

• Join a beautiful sunset and whale watching cruise in Maui
• Stay refreshed with the non-alcoholic beverages and drinks provided on board
• Munch on delicious Hawaiian snacks as you watch the whales play in the water
• Take some photos of the sunset, humpback whales, and yourself

What To Expect

Treat yourself and your loved ones to experience a beautiful sunset sailing cruise and Whale Watching (Dec-Apr) on our Charming Small Hawaiian Catamaran "Winona". Hawaiian-built, well-kept & spacious catamaran where you’ll experience true Aloha hospitality, Hawaiian pupu, non-alcoholic beverages, refreshment drinks, and much more. Bring your own drinks on board for more fun. Lovely atmosphere and awesome photo opportunities! – The chance to see spinner dolphins, whales, and other sea life while we're out! End a day in Maui on a high note when you book this fun cruise from Maalaea.

Winona will sail you away until the sun starts to dip below the horizon. You’ll have the chance to enjoy the perfect view of West Maui's mountains, Molokai, and Lanai, while you lounge on our decks or main floor. Each year, from November through May, thousands of migrating humpback whales journey from chilly Alaska to the warm waters of Maui to breed and give birth. Our guests can get a close-up view of the majestic marine mammals on this tour. These whales play, breach, and interact in their natural environment, and our crew provides insights into their behavior and biology.