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Calypso Maui – Ma’alaea Sunset Dinner Cruise

A two-hour dinner cruise to watch Maui’s sunset from a catamaran

Join us for a memorable evening on the Pacific Ocean by taking a dinner cruise to view Maui’s spectacular sunsets from the Calypso, a three-story catamaran. Departing from the Ma’alaea Harbor near the Maui Ocean Center in the heart of Maui, this two-hour sunset cruise includes dinner, two free drinks, and live music.

The Calypso departs from the Ma’alaea Harbor, which is located in the heart of Maui and easily accessible by car from Kihei, Wailea, Wailuku, and Kahului. Sailing from Ma’alaea Harbor, you can see the Kahalawai Mountains in western Maui, the beautiful scenery of Haleakala, Molokini Crater, and the distant islands of Kahoolawe and Lanai. During the winter months, you may also be able to see humpback whales coming from Alaska.

The Calypso Dinner Cruise includes a delicious meal. You can choose from prime rib, baby back ribs, smoked chicken, or local island fish for your main dish. Please select your choice of main dish when you book your dinner cruise. In addition to the main dish, a Caesar salad and Hawaiian dinner rolls will be served on board. Dessert is a choice of New York style cheesecake or chocolate cake. Vegetarians and those with dietary restrictions should inquire at the time of reservation. Meals are not included for complimentary children.

On board, you will receive two drink tickets. Tropical cocktails such as mai tais, pina coladas, Maui craft beers, Chardonnay and Cabernet are available on board. Sparkling water and tropical juices are also available on board.

The Calypso, a three-deck catamaran, has tables for two, four, eight, and ten to accommodate couples, families, and small groups, etc. Tour the three decks and find the perfect spot to watch the sunset on Maui. The captain and crew will also narrate Maui’s culture and history during the cruise. Enjoy mai tais while listening to island style music and experience a memorable Maui sunset on the Calypso Sunset Dinner Cruise.

Meal Options:



Adult (13+): $129.95 + taxes and fees
Child (4-12): $99.95 + taxes and fees
Child (3 and under per paying adult): Free
Additional Child (3 and under): $99.95 + taxes and fees

*Price subject to change. Please check booking calendar for latest pricing.

Availability and Schedule:

Tour is available daily

Summer Schedule (April 16th – October 14th):

  • Check-in Time 5:00 PM
  • Departure Time 5:30 PM
  • Return Time 7:30 PM

Winter Schedule (October 15th – April 15th):

  • Check-in Time 4:30 PM
  • Departure Time 5:00 PM
  • Return Time 7:00 PM

Check-in Location:

Slip 82, South Ferry Dock 101 Ma’alaea Road,
Wailuku, HI 96793

Located near the Maui Ocean Center.


Transportation option is not available for this dinner cruise.

Calypso Maui Inquiry Form

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