**The Calypso vessel will be undergoing scheduled maintenance between May 2 – June 16, 2025. We recommend the Pacific Whale Foundation Sunset Dinner Cruise in the meantime.**
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
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: 30 minutes prior to departure at Ma’alea Harbor
Depart:
- October 1st to April 15th: Prompt Departure at 5 PM
- April 16th to September 30th: Prompt Departure at 5:30 PM.
Duration: 2 hours
Available Days:
- 7 Days Per Week
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, Slip 76
101 Ma’alaea Road, Wailuku, Hi 96793
