From Ma’alaea: Thanksgiving Dinner Cruise Aboard the Calypso

If you’re looking to add a touch of Maui magic to your Thanksgiving, a sunset dinner cruise aboard the Calypso might just be the experience you’re after. While we haven’t done this specific cruise ourselves, it’s a popular option for those wanting to combine holiday traditions with the incredible scenery of Maui. What we love about this experience is the chance to enjoy a traditional Thanksgiving feast with all the fixings while floating on the water, watching the sun dip below the horizon. Plus, the relaxed, informal setting aboard a catamaran offers a different kind of celebration—less about formalities, more about soaking in the views and good company.

One thing to keep in mind is that the experience is priced at $130 per person, which is pretty competitive for a special holiday dinner with drinks and sunset views included. However, since it’s a group activity on the water, the experience is best suited for travelers looking for a memorable, laid-back holiday outing rather than a formal, sit-down dinner in a fancy restaurant. If you enjoy being on the water, love Hawaiian scenery, and want to celebrate Thanksgiving with a unique twist, this cruise could be worth considering.

Key Points

• Festive Thanksgiving dinner served with all the traditional fixings on a Maui sunset cruise
• Relaxed, scenic experience aboard the Calypso catamaran, perfect for enjoying the sunset
• Flexible booking options with the ability to reserve now and pay later, and cancel up to 24 hours in advance
• Approximate price of $130 per person, offering good value for a holiday experience with drinks included
• Ideal for travelers seeking a casual, scenic way to celebrate Thanksgiving on Maui
• Limited info on group size and specific itinerary details, so expect a relaxed, scenic cruise rather than an extensive tour

You can check availability for your dates here:

What to Expect on the Thanksgiving Dinner Cruise

While the specifics of the itinerary aren’t detailed, the general setup is pretty straightforward and focused on relaxation and celebration. You’ll start your evening at Ma’alaea Harbor, where the Calypso catamaran awaits to take you out for a sunset cruise. The cruise is designed to give you plenty of time to unwind, enjoy the stunning views, and indulge in a hearty Thanksgiving meal.

The Setting and Views

The main draw here is the beautiful Maui sunset. As the boat gently moves across the water, you’ll have ample opportunities to take in the changing colors of the sky, with scenic views of the ocean and possibly even the coastlines of Maui as your backdrop. It’s a peaceful, atmospheric way to mark the holiday, different from the usual family gathering.

The Meal

The highlight is, of course, the Thanksgiving feast. While the menu specifics aren’t detailed, it’s described as a meal served “with all the fixings,” which suggests traditional dishes like turkey, stuffing, mashed potatoes, and possibly some local touches. The meal is served onboard, allowing you to savor your food while watching the sunset over the water.

Drinks and Atmosphere

Included in the price are drinks, which you can enjoy while relaxing on deck. Whether it’s a tropical cocktail, beer, or soft drinks, having a drink in hand as the sky turns orange and pink adds to the casual, festive mood.

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Group Size and Duration

Most sunset cruises of this type tend to be intimate and cozy, but group size isn’t specified. Expect a group that’s friendly and manageable—large enough to be lively but small enough to feel personal. The cruise’s approximate duration likely allows for a leisurely dinner, scenic viewing, and return before it gets too dark.

What Travelers Say and What to Consider

While there aren’t specific user reviews available for this cruise, the general experience of a sunset dinner cruise in Maui tends to be positive. People often mention how special it feels to be on the water at sunset, and the quality of the meal can vary depending on the provider.

One thing we keep in mind is that the cost of $130 per person includes the meal and drinks, which is fairly reasonable for a holiday event aboard a boat. However, because the experience is largely about the scenery and the ambiance, travelers looking for a gourmet meal or a highly structured tour might find this a bit casual.

It’s also worth noting that the booking is flexible—you can reserve your spot now and pay nothing upfront, with cancellation allowed up to 24 hours before. That’s a nice option if you prefer to keep your plans flexible, especially around busy holidays.

Who Will Love This Experience?

This cruise is ideal if you’re seeking a laid-back, scenic way to celebrate Thanksgiving. It suits travelers who enjoy being on the water, appreciate stunning sunsets, and want to combine holiday cheer with Maui’s natural beauty. It’s not a formal affair, so don’t expect fine dining or a structured itinerary—think of it more as a festive, floating dinner party with spectacular views.

If you’re traveling with family or friends and want a memorable, shared experience that’s different from a traditional dinner, this could be perfect. However, if you prefer a sit-down, multi-course meal in a restaurant or are looking for a more structured holiday event, you might want to explore other options.

The Sum Up

For those looking to celebrate Thanksgiving in a relaxed, scenic setting, the Calypso sunset dinner cruise offers a fun and memorable alternative. It combines the joy of a holiday feast with the magic of Maui’s sunset vistas, all aboard a comfortable catamaran. The experience’s casual vibe and beautiful scenery make it a great choice for travelers wanting to enjoy their holiday on the water without the fuss of a formal dinner.

While it might not appeal to those seeking a gourmet, sit-down event, it’s a solid pick for anyone wanting to soak in Maui’s natural beauty, enjoy good company, and have a little fun on Thanksgiving. The flexible booking and cancellation policy add peace of mind, making it a practical choice for holiday plans.

If you value scenic views, a relaxed atmosphere, and a touch of festive spirit, this cruise can turn your Thanksgiving into a truly special memory. Just be prepared for a more informal gathering and a focus on enjoying the moment with great company and stunning ocean backdrop.

FAQ

Is this cruise suitable for children?
While the provided data doesn’t specify, sunset cruises like this are generally suitable for older children and teens, especially if they enjoy being on boats and nature. Always check with the provider for specific age recommendations.

How long is the cruise?
The exact duration isn’t listed, but sunset cruises typically last a few hours, giving you plenty of time to enjoy the meal and scenery comfortably.

Can I cancel my reservation?
Yes, you can cancel up to 24 hours in advance for a full refund, making it flexible if your plans change.

Is drinks included in the price?
Yes, drinks are included, so you can enjoy beverages while you relax and watch the sunset.

What’s the price per person?
It’s $130 per person, which includes the Thanksgiving meal and drinks, offering good value for a holiday celebration on the water.

Is this a guided tour with a detailed itinerary?
No, it’s more of a scenic cruise focused on enjoying the sunset and the meal, rather than a guided tour with multiple stops.

What should I wear?
Casual, comfortable clothing suitable for being outdoors on a boat in the evening. Bring layers if needed, as it can get cool after sunset.

Do I need to bring anything?
Most of what you need should be provided, but bringing a camera and some light layers is recommended to enjoy the scenery and stay comfortable.

Hope this helps you decide whether a Maui Thanksgiving dinner cruise aboard the Calypso fits your holiday plans. It’s a unique way to celebrate, combining the holiday spirit with the natural beauty of Maui in a chilled, memorable setting.

You can check availability for your dates here: