From Ma’alaea Harbor: Sunset Dinner Cruise Aboard Calypso

85 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

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

MANDATORY CHECK-IN: 30 minutes prior to departure

Return details

Returns to original departure point


  • 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...

Tammi C. Avatar
Tammi C.
Aurora, IN
5 star rating
Great tasting and filling dinner, dessert and drinks!! Delicious, filling dinner and desert. The staff was fun and friendly. The music was beautiful and relaxing. The ride was smooth. The drinks were great. Everyone sang happy birthday to me and I will cherish this day and adventure forever!! 👍👍
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Concepta K. Avatar
Concepta K.
Union City, CA
5 star rating
This was a beautiful anniversary experience. The sunset was breathtaking. We had front row seats on the calypso boat. Bear, our server, was very engaging and kept us laughing. The music was upbeat but romantic as well.
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tomscot2 Avatar
San Diego, CA
4 star rating
An okay sunset cruise, but I would choose a cruise that focused on the sunset and not a mediocre dinner. The best thing about this reservation is that we decided to go a few early and experienced the Maui Ocean Center aquarium at the same location. It was fantastic. Other than that, this was an okay excursion. The boat was roomy and comfortable. The staff seemed to go above and beyond. The captain positioned the boat for good views of the sunset. However, we were disappointed by the mediocre prime rib meals. The chocolate cake tasted like it came straight a grocery store bakery.
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Kristy T. Avatar
Kristy T.
3 star rating
Amazing crew, wrong food Great views. Crew members were 5/5. Very caring and attentive. Musician was pretty funny. We had selected rosemary garlic prime rib as our meal but were served barbecue ribs. That was a bit disappointing.
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findingtiki83 Avatar
Tazewell, VA
5 star rating
Definitely Recommend! It was an amazing journey. Service was awesome, and so was the music and atmosphere! The food wasn't for me, but my husband enjoyed it thoroughly.
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Pete A. Avatar
Pete A.
5 star rating
Dinner cruise Nice boat ride with a great crew. Nice food and music. Great views of the bay and the coastline of the islands. Service was fantastic.
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jsmurphy521 Avatar
Kihei, Hawaii
5 star rating
Awesome I live in Kihei and often schedule a dinner cruise when company comes. The food is excellent. The staff is great. And always 2 hours on the ocean is a gift.
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Susan D. Avatar
Susan D.
Troy, New York
5 star rating
Going Twice Is Nice! My husband and I went twice on this excellent dinner cruise. Once with another couple and by ourselves Feb. 13, 2024. Both times the meals, crew, and music deserved a "10". Meals were fresh and served warm. We tried the prime rib the first cruise and the fish the second. The salad and the dessert were excellent too. There was a nice choice of drinks too. Crew is very polite and making sure you have everything you need. They have an enclosed seating section on the 1st deck if you prefer to be out of the wind. Note, the bathroom is clean and large if you need room for handicap. We will be back, God willing, next year.
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carlsonstephanie Avatar
Tierra Verde, Florida
4 star rating
Feb visit. 4 out of 5 because of weather…nothing the crew could do about that. Also the audio was difficult to hear. Otherwise good crew and delicious food.
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gwwyjjliu Avatar
Mountain View, California
4 star rating
Great cruise but don’t choose the fish We had a wonderful time on this cruise. The sunset was definitely worth the trip. Unfortunately, we had some rough seas but the captain did his best to find some calm waters during dinner hour, and the staff worked hard keep the drinks flowing and did it all with a smile. Foodwise, the baby back ribs are recommended but the Mahi Mahi was awful. It looked and tasted like it came out of the freezer in a box. Bonus, we saw plenty of whales during this cruise and that was a thrill.
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