From Ma’alaea Harbor: Sunset Dinner Cruise Aboard Calypso

98 Reviews

Experience The Real Hawaii!

Book online or call: (808) 698-5779

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...

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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David H. Avatar
David H.
3 star rating
10/31/2024
Not great The food wasn’t great. The prime rib was warmed with gravy and way over done. The veggie and rice were awful. There was only one gal that was nice. The young gal was super rude to a couple and rolled her eyes and shook her head. The staff were not friendly except the one gal. They recommended a $20 tip per couple. I was going to give them alot more before we went on it and even the 20 was too much. The drinks were not great either. We did a dinner cruise when we were here about 13 years ago with a different boat. They were amazing. Customer service has gone downhill so much. We would not do this dinner cruise again when we come back
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kerstenbrady Avatar
kerstenbrady
Viera, FL
5 star rating
10/19/2024
Amazing Sunset Well worth the price! Amazing views, the crew was great & the food was surprisingly good! The sunsets in Maui are truly beautiful!
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Gerald E. Avatar
Gerald E.
5 star rating
9/09/2024
Birthday cruise Great crew, food, and experience. Wonderful time in the sunset. I highly recommend going on this cruise if your inviting Maui Hawaii
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suncawy Avatar
suncawy
Broomfield, CO
5 star rating
8/18/2024
Great Dinner Cruise This was an excellent dinner cruise. The food and cruise were excellent. It was so scenic and the prime rib was fantastic. It’s everything you would want in a dinner cruise. Also, there was someone who provided the music. If you get the chance, take this cruise if you’re in Maui.
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alidaylily Avatar
alidaylily
Boston, MA
5 star rating
8/17/2024
Great evening on the water This was a great evening on the water. It was very windy and the clouds interfered a little with the sunset but we still had a great time. The captain and his crew are very attentive. The food was better than I had expected. We had great seats and met two lovely couples seated in front and behind us. We really did not move about the boat much but you certainly can if you wish. It was just the right length of time.
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