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Ma'alaea Harbor: Sunset Prime Rib or Mahi Mahi Dinner Cruise

Overview
Come enjoy Prime Rib, Baby Back Ribs, Kiawe Smoked Chicken Leg and Thigh combo, Fresh Mahi-Mahi, or Penne Pasta with Thai Basil Marinara. A full bar and island music make for a memorable experience. Come join the fun and friendly captain and crew aboard the Calypso for this romantic sunset dinner cruise along the Pali coast of Maui. Step aboard, get your table and enjoy the boat as you are welcomed by our friendly crew and captain. Upon leaving the harbor, your captain cruises the coast while you hang out, listen to island-style, and enjoy a refreshing beverages.

*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.
City: Maui
Sat 21 Jun
i
You can choose the date already on the booking website
Starting at $149.95
Sat 21 Jun
Starting at $149.95
Make a reservation
What's Included
Tableside Service
Soft Drinks, juice, water
Dinner Options: Fresh Fish, Kiawe Smoked Chicken, Baby Back Ribs, Prime Rib or Penne Pasta
Experienced Captain and Crew
Island-Style Music
Your first 2 alcoholic drinks are free, and only $5 thereafter
Additional Info
  • Wheelchair accessible
  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • PLEASE PRINT OR DOWLOAD YOUR TICKET AFTER CHECKOUT - THE MAJORITY OF YOUR QUESTIONS CAN BE ANSWERED WITH THE INFORMATION LISTED ON YOUR TICKET
  • Mandatory Check-in 30 minutes prior to departure
  • Meal selection: Your meal choice during booking will be the meal choice for your entire party unless you contact us at time of booking and make a meal selection for each person in your party
  • Vegetarian, gluten-free, and other special dietary needs meal requests must be made at time of booking
  • There is no meal provided for children ages 3 and under. Someone in your party can share their meal with the small child or you can purchase a child ticket that comes with a meal included
  • Valid photo ID required for passengers ages 21+ who will be drinking alcoholic beverages
  • Operates in most weather conditions, please dress appropriately
  • Children must be accompanied by an adult
  • A 24-hour notice is required for cancellation or reschedule
  • Seating is on first come first serve basis
  • Bring cash if you'd like to tip the crew
What To Expect
1
Maalaea Harbor
Calypso, Ma'alaea Harbor, Slip 76 - 78, 101 Ma'alaea Boat Harbor Rd, Wailuku, HI 96793.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Traveler Photos
Reviews (352)
Craig_W
Mar 2025
Amazing evening with amazing views, a great crew, and great food as well. It was fun to receive a shout out for mine and my wife’s anniversary we were celebrating. What a great experience.
Response from Host
Mar 2025
Happy Anniversary!! Thank you for this detailed review of your sunset dinner cruise aboard Calypso. The crew, food, drinks and live music make this tour the best vacation activity on Maui. Aloha!
Scott_B
Mar 2025
The dinner cruise was very relaxing. The food was amazing. Our family tried all the varieties and each course was great . from a server D including the bartender, the captain and Cody the photographer we could not have asked for better service. Thank you calypso crew.
Response from Host
Mar 2025
Our crew loves providing a memorable experience for our guests! The sunset dinner cruise aboard Calypso is the best family vacation activity on Maui. Mahalo for the rave review!
camillefE9583KI
Mar 2025
Disappointing- after all the positive reviews I had high expectations but am disappointed. We showed up as requested 45 minutes early and they only started boarding just before 5 o’clock. We stood in a line for 40 minutes. Once on board, we had to wait over an hour to get a drink and my husband went to get our drinks. Half the floor had been served and the other half was sitting without drinks. Clearly understaffed. Food came after an hour and a half. The food was good that’s probably the one positive. And the boat ride was lame. We went back-and-forth between the rocks, just north of the boat marina. I wouldn’t come book again. Buyer beware!!!
Response from Host
Mar 2025
Aloha, Thank you for taking the time to send in your feedback about your cruise. Providing fun, safe boating adventures is our highest priority, and we are very sorry to hear that your experience was anything less than wonderful. We are looking into every aspect of your trip to find where we fell short so that we can address those issues immediately. We strive to provide stellar customer service to all our passengers and guests. While over 90% of our reviewers rate us as excellent or very good, we appreciate and value all feedback our customers choose to provide. We love taking guests out to experience Maui’s amazing ocean environment and are very sorry that we did not meet and exceed your expectations. Please give us a call or visit us again on your next visit to Maui. We’d love to get a chance to win you over.

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