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Tiki Bar Sunset Catamaran Cruise

Savor Maui’s magical sunsets aboard the "Winona," a Hawaiian-built catamaran offering a unique blend of adventure, hospitality, and breathtaking ocean views. With an open tiki bar, island-style music, and a selection of Hawaiian pupus (appetizers), this sunset sailing experience is both relaxing and vibrant.


What to Expect

Your evening begins with check-in at Ma’alaea Harbor, where the vessel Winona awaits. A friendly crew greets you as you board the spacious, well-maintained catamaran, its Hawaiian roots evident in its design and hospitality. The atmosphere is warm and inviting, with soft island-style music setting the tone for your adventure.

As you set sail, the waters surrounding Maui reflect the golden hues of the setting sun, creating an ideal backdrop for photos. The open tiki bar is ready to serve you refreshing Hawaiian cocktails, locally brewed beer, seltzers, and non-alcoholic beverages. Pair your drink with delicious pupus while enjoying the breeze on the deck. The crew shares stories of resilience and the vessel’s unique history, adding a personal touch to the experience.

Throughout the cruise, keep your eyes peeled for spinner dolphins gracefully leaping in the distance or, during the winter months, humpback whales breaching dramatically. The gentle rocking of the catamaran and the beauty of the Pacific Ocean make for a serene escape from the ordinary.

As the sun dips below the horizon, casting brilliant colors across the sky, you'll feel the true magic of Hawaii. The evening concludes with a peaceful sail back to Ma’alaea Harbor, where you’ll leave with memories of an unforgettable sunset and the satisfaction of supporting a local crew dedicated to sharing the Aloha spirit.


Included

  • Hawaiian pupus (appetizers)
  • Open tiki bar (beers, seltzers, cocktails, soft drinks, juice, water)
  • Island-style music
  • Whale watching (seasonal: December – April)
  • Two-hour sailing experience
  • Experienced captain and crew
  • Two onboard restrooms
  • All ages welcome

Duration

2 hours

Address

Maalaea Harbor: 233 Maalaea Rd, Wailuku, HI 96793, USA


Cancellation Policy

Full refund for cancellations made at least 24 hours before the scheduled departure time on all daily cruises. Comprehensive 72-hour cancellation policy on all private charters. Cancellations due to health restrictions will be honored with a doctor’s note. However, only guests with health-related complications will be refunded—not the entire party. Cancellations due to weather-related or mechanical-related issues will be honored automatically.