From Ma’alaea Harbor: Sunset Dinner Cruise Aboard Calypso

103 Reviews

Experience The Real Hawaii!

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Tour Overview

Hawaii is a major destination for relaxation and fun times—and this Maui sunset dinner cruise allows you to let loose and enjoy yourself while visiting the island. Step aboard a ship that cruises by the Na Pali coast, and take in views during sunset as you feast on your dinner of choice. Dance to live music, sip on two free drinks from a full bar, and create your own memorable experience on the water.


  • Tour Name: From Ma'alaea Harbor: Sunset Dinner Cruise Aboard Calypso
  • Availability: 7 Days A Week
  • Duration: 2h
  • Start Time: 5pm

What's Included

  • Dinner Options: (Depending on your Entrée selected) Fresh Fish, Kiawe Smoked Chicken, Baby Back Ribs, Prime Rib or Vegetarian
  • Island-Style Music
  • Your first 2 alcoholic drinks are free, and only $3 thereafter
  • Soda/Pop
  • Restroom on board
  • Experience Captain & Crew
  • Tableside Service
  • Entry/Admission – Calypso
What’s not included
  • Hotel pickup and drop-off – NOT INCLUDED
  • Gratuities / Tips
  • Paid parking is avail in front of Maui Ocean Center ($2/hour or $8/5hours)

What to expect

Itinerary
This is a typical itinerary for this product

Stop At: Calypso, 101 Maalaea Rd Slip 82, South Ferry Dock, Wailuku, Maui, HI 96793

Join us aboard the only 3-story Power Catamaran in Hawaii – and enjoy a wonderful sunset with a table-side serviced experience!

Duration: 2 hours

Departure and return

Departure details

101 Maalaea Rd, Maalaea HI 96763
SLIP 82

MANDATORY CHECK-IN: 30 minutes prior to departure

Return details

Returns to original departure point

Accecibility

  • Wheelchair accessible
  • Stroller accessible
  • Near public transportation
  • Transportation is wheelchair accessible
  • Surfaces are wheelchair accessible

Additional Information

  • Confirmation will be received at time of booking
  • MEAL SELECTION: If members of your group want different menu options, you will need to make separate reservations, once complete please reach out to our team so we can ensure you are seated together.
  • Operates in most weather conditions, please dress appropriately
  • A 48-hour notice is required for cancellation or reschedule.
  • Most travelers can participate
  • Mandatory Check-in 30 minutes prior to departure.
  • Children must be accompanied by an adult.
  • Minimum drinking age: 21 years old.
  • Bring cash if you’d like to tip the crew!
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
  • This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
  • This tour/activity will have a maximum of 80 travelers

Cancellation Policy

For a full refund, cancel at least 24 hours in advance of the start date of the experience

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Adult - Baby Back Ribs$139.95
Adult - BBQ Chicken$139.95
Adult - Fish$139.95
Adult - Prime Rib$139.95
Adult - Vegetarian$139.95
Child (4-12) - Baby Back Ribs$109.95
Child (4-12) - BBQ Chicken$109.95
Child (4-12) - Fish$109.95
Child (4-12) - Prime Rib$109.95
Child (4-12) - Vegetarian$109.95
Small Child (0-3)0

What others are saying...

Teresa D. Avatar
Teresa D.
5 star rating
1/04/2025
Recommend this cruise I have attended both a Luau and a Sunset Dinner Cruise and I would definitely recommend the Dinner Cruise. The staff was fantastic and the food was really good. We went in early January and were able to see both whales and dolphins.
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Brian B. Avatar
Brian B.
Salina, KS
5 star rating
1/01/2025
New Years Eve Dinner Cruise Great evening. Crew worked hard to make it fun and memorable. Food was OK but experience was unforgettable. We would book again.
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pradeep K. Avatar
pradeep K.
Memphis, TN
5 star rating
12/30/2024
Maui sunset cruise on a ocean ! Very well organized and crew is awesome and friendly ! Food is great and the cruise was tidy with clean rest rooms to use . Strongly recommend this cruise !
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kellanb Avatar
kellanb
Bainbridge Island, WA
5 star rating
12/29/2024
Beautiful way to spend our Anniversary What better place to enjoy the Maui Sunset than on the deck of the Calypso Dinner Cruise Boat. My husband and I enjoyed the dinner, he had the prime rib and I had the macadamia nut crusted mahi. Both were delicious and the serving sizes were more than ample. We let them know were celebrating our 36th Wedding Anniversary and they saved us a seat up at the front of the boat where we could view the beautiful sunset without too many others around. The boat featured a lovely songstress, who's name I can't remember but she was an excellent accompaniment to the cruise. We had the most contact with employees, Nick and Myron, who were attentive but also respectful of our space and time. Worth the money if you have the change to take this cruise.
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Paul G. Avatar
Paul G.
Colorado Springs, CO
5 star rating
12/19/2024
Outstanding event What an amazing trip. Wonderful crew, great food and the sunset was just WOW. Would recommend this to anyone who wants adventure.
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mariw0502 Avatar
mariw0502
Portage, MI
5 star rating
12/09/2024
WONDERFUL CRUISE WITH DELICIOUS DINNER We've taken the Calypso for snorkeling for several decades. A few trips back, we decided to try their sunset sail. What a wonderful experience! The captain knows the waters well and ensures a great trip. The crew is helpful. Dinner was outstanding with the gorgeous sunset as the crowning moment.
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Russell K. Avatar
Russell K.
Clovis, CA
5 star rating
12/06/2024
Sunset dinner cruise Nice trip, during really made it. We had the prime rib which was more tender and tasty than I would have thought possible on a boat. Singer had a very nice voice, good song selection.
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Edgar G. Avatar
Edgar G.
Niagara Falls, Canada
5 star rating
11/22/2024
Fantastic This was fantastic. We had a little trouble finding the boat but when we did we were greeted in a most friendly fashion, led to our reserved seats at the front of the craft and immediately served an excellent ceasarsalad. Then came our wine, and this continued throughout the evening. Our meals - prime rib and mahi mahi - were excellent. We saw a couple of whales and dolphins. The sunset was magical. We loved everything. One disappointment was our inability to show our appreciation with a gratuity. I left the boat with a twenty dollar bill in my hand looking for the usual jar or pail but saw nothing.
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Annabelle S. Avatar
Annabelle S.
5 star rating
11/22/2024
Super sunset ! We booked early and managed to snag an outside table at the front of the ship - great views! Although windy, we had a great time as the captain took us around the point so that we were sheltered while eating and drinking. Sunset was stunning - well worth it! The staff were friendly and attentive - especially Brandon, Alex and Leon (? Hopefully correct!).
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Mark M. Avatar
Mark M.
5 star rating
11/11/2024
Very memorable. Weather wasn’t great! Very windy! The crew did a really good job of making it pleasant. Food was very good and entertainment was also very good.
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