Calypso Sunset Dinner Cruise | Reg $159.95 | Special $129.95!

3 Steps to Book Online

Last-minute bookings may be available. Call 808-298-3021 to inquire!

Calypso is offering a special Thanksgiving Dinner Cruise on 11/28/24 from $149.95!
Call or text us at 808-298-3021 to book before it’s sold out.

Entree Choices *

Please indicate your entree order for each guest. Please note if the order is for an adult or a child. Scroll down to the full description below for a detailed menu.

Entree Choices:
Prime Rib
Fish
BBQ Ribs
BBQ Chicken
Vegetarian

  • Guaranteed Safe Checkout
  • No Booking Fee
  • No Credit Card Fee
  • E-Ticket Reservation Delivery
  • Free Activity Cancellation
  • Easy Rental Gear Return

Your discounted rate has been activated for
Calypso Sunset Dinner Cruise!

Calypso Sunset Dinner Cruise is our favorite evening on the ocean! The Calypso is Maui’s finest catamaran. If you have any questions about their dinner cruise, please don’t hesitate to give us a call. As Maui’s top rated rated rental shop, you can be certain our customer happiness superheroes will help guide you through the process and answer any questions you may have. Mahalo!

It’s easy to book Calypso Sunset Dinner Cruise right here online.
Auntie Snorkel offers the lowest prices guaranteed!

We will email you an E-Ticket once we complete your reservation.

All activities have a 72 hour cancellation policy. 

(808) 298-3021

Auntie Snorkel’s Reviews

Auntie Snorkel - Kihei
5.0
Based on 3342 reviews
Auntie Snorkel - Lahaina
5.0
Based on 524 reviews
Auntie Snorkel - Kihei
4.9
Based on 681 reviews
Auntie Snorkel - Maui
5.0
Based on 87 reviews
js_loader

calypso sunset dinner cruise food choices

Calypso Sunset Dinner Cruise!

The Calypso sunset dinner cruise is the perfect way to celebrate any special occasion with your significant other! Instead of  booking another dinner reservation consider an evening on the water on Maui’s premier catamaran! Come aboard this stable, comfortable, triple-deck catamaran and enjoy sensational sunset views while sipping a tropical cocktail and listening to local live musicians (most nights). The meals are delicious and the desserts are decadent.

When the humpback whales are visiting from Alaska from November through April chances are excellent you will encounter them and your dinner cruise just turned into a whale watch. 😉

There are tables for two, four, eight, and ten, as well as enclaves throughout the vessel to sit and sip drinks, see the ocean from a new perspective, or hang with the kids when they are feeling rambunctious and there are 3 restrooms on the boat.

The Calypso sunset dinner cruise is our personal favorite. We’re sure you’ll have an incredible time so book your tickets today!

Check-in: 4:30pm at Ma’alea Harbor 

Depart: 5:00pm

Return: 7:00pm

Available Days:

  • 7 Days Per Week

Cruise Duration: 2 Hours

Calypso Sunset Dinner Cruise Location: Ma’alaea Harbor, End Of Main Jetty, Slip 82 101 Ma’alaea Road, Wailuku, Hi 96793

Vessel Details:

  • Spacious 3 decks
  • 3 flushing restrooms on lower deck
  • Bar
  • Plenty of seating throughout
  • 70′ Triple Decker Catamaran, stable and fast

Included with your Calypso sunset dinner cruise:

  • Two free drinks (once the catamaran has motored out of the harbor you can order alcohol). Friendly crew members tend the bar, and they can bring you mai tais, blended drinks, wine, and beer. Cash bar after your first two free drinks.
  • Meal
  • Dessert
  • Live Music (most nights)

Check-in outside the vessel in the Ma’alaea Harbor. Once you’ve settled into your chosen seats (1st come), pick up a fizzy soda, tropical juice, or an island theme adult beverage. When it’s time for the delicious main meal, your onboard chef is ready to serve a mouthwatering menu.

Calypso Sunset Dinner Cruise Meal Options:

  • Kiawe Smoked Baby Back Ribs
  • BBQ Roasted Chicken
  • Garlic Rosemary Roasted Prime Rib 
  • Delicious Sautéed Island Fish with Lemon Butter Caper Sauce
  • Vegetarian Penne Pasta with Fresh Thai Basil Marinara

All Options Include:

  • White rice and locally sourced sautéed vegetables.
  • Two free alcoholic drinks.
  • Caesar salad with Parmesan cheese and cracked pepper.
  • Fresh breadsticks with butter.
  • Ridiculously good chocolate cake or New York style cheesecake.

The chef is very good at adjusting the menu for guests with food sensitivities and/or special diets. When you book your seats, please let us know what you need in the notes.

“This is my favorite date night out for my wife and me. The Calypso Dinner cruise is an awesome value for a super romantic, yummy, and enjoyable night out.”  ~ Mark Noble, owner

Calypso Dinner Cruise Meeting Location

Ma’alaea Harbor, End Of Main Jetty, Slip 82

101 Ma’alaea Road, Wailuku, Hi 96793

Subscribe to Aunties Newsletter

Rental Pickup Location Map

Map is not available.