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Tour Highlights:
  • CLOSED due to COVID-19 pandemic (30-days from March 19- April 17).
  • 2.5-hour 360-degree sunset views Dinner Cruise
  • Appetizers, prime rib, lobster tail, island fish, chicken, ribs, salad, veggies, dessert
  • Tableside drink service
  • Live music
  • Comfort -3-deck large cabin catamaran
  • 3 restrooms
  • Professional experienced captain and crew
  • Children age 6 and younger ride free (w/ adult)
  • Maalaea departure
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Activity Rates Your Price (Before taxes/fees)
$ 89.95
$ 59.95
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$ 59.95
$ 89.95
$ 59.95
$ 0.00
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$ 99.95
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$ 119.95

Today's Prices are shown. To request a reservation please select a Day and Time from the calendar below.
Hawaii State sales tax is 4.167%. The cost of additional fees required to be applied by the tour company (if any) can be seen by proceeding to the Activity Cart Order page.

Come aboard the Calypso, Maui's brand new catamaran, and enjoy a sunset dinner cruise along the south Maui shoreline. Upon leaving Maalaea Harbor relax as you cruise the coast and listen to live music, enjoy a refreshing beverage and feel the wind on your face. For dinner, savor hand-carved prime rib or island fish along with other delicacies. After dinner, you will have an opportunity to dance or just relax and enjoy listening to the entertainer.

For our guests needing assistance with a wheelchair or walker this tour is for you! Please inform agent when making reservation so that you can be properly accommodated.
Operates: Sunday, Monday, Wednesday, and Friday WINTER (September 16-April 15th) Check-in 5:00p.m., Depart: 5:30p.m., Return: 7:30p.m. SUMMER (April 16-Sept 15 Check-in 5:30p.m., Depart: 6:00p.m., Return: 8:00p.m.
Departure Point: Maalaea Harbor, Slip 82 - Main Loading Dock. 101 Maalaea Boat Harbor Rd Wailuku, HI 96793
Duration: 2.5 hours.
Equipment: Calypso is a new 80 foot power catamaran with three separate decks with table seating. Three restrooms, including an ADA accessible one.
Capacity: Up to 120 passengers.

Calypso Dinner Cruise Menu

Entree Choices
Hawaiian slow roasted Prime Rib (hand carved by chef on-board) with horseradish and au jus,
Fresh Island Fish (Mahi or Ono) with lemon and caper butter sauce.
Drunken Barbecue Chicken smoked over Kiawe and Guava dry rubbed with coconut beer inside,
Baby Back Ribs dry rubbed smoked over Kiawe and Guava covered with sweet tangy BBQ sauce,
Baked 8 oz. Lobster Tail with drawn butter (when available, inquire when placing reservation).
Vegetarian Grill of Spinach, mushrooms and onions with pesto and topped with parmesan cheese,
Surf & Turf is a combination of the Lobster and Prime Rib.
Sides with any Entree Choice
Caesar salad with homemade croutons and fresh shaved Parmesan cheese.
Fresh dinner rolls with butter.
Sauteed mixed vegetable medley
and Mashed potatoes with gravy.
Delicious Chocolate Cake with Chocolate Frosting
Unlimited sodas and juices.
Guests 21 and Up
2 complimentary alcoholic beverages per adult.
One additional drink is available for purchase.

Bar Includes: Beer and Mai Tai's.
Please bring a valid picture ID for purchase and consumption of alcoholic beverages.
Please note: Menu choices are subject to change and may vary with season or availability.

Inclusions: Guide, dinner, beverages, two complimentary alcoholic drinks and entertainment.
Exclusions: Two additional alcoholic beverages are available for extra cost. The vegetarian entree needs prior request.
This tour has a 48 hour cancellation policy. This means that once you're within 48 hours of the start time, the tour is non refundable. If you choose to cancel before this time, the standard 3% cancellation fee will apply. If the vendor needs to cancel your tour because of weather, a mechanical issue or any other reason you will receive a 100% refund of the price you paid.

ADA Restrictions:
Wheelchairs and Walkers are available but vendor restrictions will need to be confirmed on a case by case basis. Often wheelchairs need to be left behind and guests must be able to maneuver transfers to the aircraft. Guests will be advised if they must have others in their party to assist them in order to participate. Agent will assist you at the time of booking.
For Pride of America cruise ship passengers this dinner cruise is only available on Day 2 of your itinerary on Sunday evening.

There have been 7 reviews written about the with .

Average Product Rating: 3.7 / 5

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bob thomale
cruise was fun, the sunset was great, and they waited for those held up by the traffic jam...was nice they did that!

Joan B
We took my Mother on her first dinner cruise tonight and I cannot say enough about how much fun we all had! The meal was outstanding, the staff and crew were top notch and the sunset was glorious. I highly recommend Calypso and their terrific boat. We will go again on our next trip. Thank-you for the memories!

Phat Phuong
Fabulous...ship was new and beautiful and the waitresses was the friendlies I've every met. This dinner cruise is a must do in maui..

Shevaughn Rawlins
The view of the sunset was truly amazing. Me and my guest were very disappointed
in the music selection for our cruise. The description of the music/dancing
opportunity on the website was very misleading. We were under the impression
that one of the decks was going to changed into a dance floor after dinner BUT
that did not happen. We also thought the music that was going to be played was
going to be “Calyspo” but instead we had a guy on the upper deck singing
slow songs with a musical instrument! I was looking forward to great music and
dancing so my rating for this cruise experience is low. Food and view was good
quality and the service was good.

C. Stewart
A great cruise. The staff were really kind and helpful.  The food was
delicious as well.  The only complaint is that the water was a little rough
but still we enjoyed things.  

David Mazza
The cruise was nice, the food was inedible. I had the lobster and mashed
potatoes but I could not differentiate the texture. The lobster was mushy, way
over cooked. For what I paid, I was very disappointed.

Mike Sheehan
Boring, the boat motors up the unremarkable coastline, maybe two miles, and
idles there. View the sunset then you are herded through the mediocre buffet,
eat, and head back.  Wish we would have taken the boat that left from the
beach near our hotel.

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