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Calypso Sunset Dinner Cruise Maalaea

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Climb aboard the Calypso, Maui's newest, most comfortable and smooth power catamaran, for an unforgettable sunset cruise over the pristine Maui waters, while spoiling your taste buds on a delicious dinner which includes options such as lobster tail, fresh fish, Prime Rib, Baby Back ribs and more! Also included are live music, unlimited beverages and two alcoholic drinks per adult. What an awesome way to enjoy a beautiful Maui sunset!! 

Looking for to enjoy this Dinner Cruise on Thanksgiving? Please call us at 808-214-1013. A special Holiday Cruise is available aboard Calypso!!



  • Seven delicious entree choices and buffet items
  • Two (2) alcoholic beverages per Adult (21 & up)
  • Unlimited non-alcoholic beverages (Coke products)
  • Beautiful Sunsets & star gazing
  • Live entertainment
  • Prime Rib, Lobster Tail, Baby Back Ribs, Island Fish, BBQ Chicken or Vegetarian
  • Surf & Turf COMBO Entree Option (Additional cost)
  • Whale watching in season
  • Departs from the convenience of Maalaea Harbor, slip 82

Looking for to enjoy this Dinner Cruise on Thanksgiving? Please call us at 808-214-1013. A special Holiday Cruise is available aboard Calypso!!


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Days & Hours

Mondays, Wednesdays, Fridays & Sundays
5 pm

Duration: 2.5 hours

Location & Directions

Location: Maalaea harbor slip 44, Wailuku, HI 96793

Get driving directions
Activity Details

Replacing the acclaimed Quicksilver Sunset Dinner Cruise we now offer the Calypso, which features one of the best dinners around, and a on board chef who will make sure you'll have the best tasting food during your cruise. This 2.5 hour cruise will depart from Maalaea Harbor and take you alongside the Maui coastal line and offer incredible views to West Maui Mountains, Mount Haleakala, Molokini Crater, Kahoolawe and Lanai islands. 
Keep your eyes open as the spinner and bottle-nose dolphins love to surf on the bow of the Quicksilver! Live music will be the "icing on the cake", as you marvel yourself in the beauty of the surroundings. After dinner you may choose between the air-conditioned main cabin or a comfortable outside deck for after dinner dancing. This is a perfect choice for a romantic time for a couple or for a relaxing time with the family.

Additional Information

MENU: All of the ENTREE'S are Gluten Free (Except for the SALAD & DESSERT)
Choice of:
Roasted Prime Rib
Baked Lobster Tail with drawn butter (Not Available for Kid's rates - Adult rates ONLY)
Specially prepared fresh island fish (Mahi Mahi, when available)
Baby Back Ribs
Smoked Half Chicken with Sweet and Mild BBQ Sauce
Grilled Zucchini with Spinach, Mushrooms and Onions topped with Parmesan Cheese and Pesto (Vegetarian)
Surf & Turf COMBO with Prime Rib & Lobster Tail (Additional cost & no substitutions are allowed)

You'll also enjoy, with any of the above choices, the following:
Caesar Salad with homemade croutons and fresh shaved Parmesan cheese, Sauteed Mixed Vegies, Fresh Dinner Rolls with Butter, Sauteed Mixed Vegetables, Wild Rice Pilaf, Mashed Red Potatoes with mushroom gravy and chocolate cake for dessert.
GLUTEN FREE OPTION: Replaces the Caesar's Dressing for a Gluten-Free salad dressing and Dessert is Chocolate covered Strawberries.



Adults ages 21 & up may enjoy up to two complementary alcoholic beverages. The 3rd alcoholic beverage of your choice will cost $3 (No additional alcoholic beverages will be sold).




By placing an online order or making a phone reservation with a concierge you acknowledge our PRICING & CANCELLATION POLICY


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