South Maui: Sunset Prime Rib or Island Fish Dinner Cruise

Imagine watching the sun melt into the ocean from the deck of a triple-decker catamaran with a glass of wine in hand, the sky painted in shades of orange and pink. That’s the kind of scene this tour aims to deliver, and from what travelers say, it does so with style and heart.

This sunset dinner cruise from Maalaea Harbor combines scenic views, a delicious meal, and lively Hawaiian music, making it a well-rounded evening for couples, families, or anyone looking to add a touch of magic to their Maui trip. We’re especially fond of the spacious boat design that allows you to explore multiple decks, and the quality of the food, which many reviews highlight as surprisingly good for a boat.

However, it’s worth noting that the weather can sometimes throw a wrench in the plans, especially if you’re booking during the rainy season or expecting perfect conditions. Still, the majority of guests find it a worthwhile splurge, particularly for the chance to see whales (December through April) and enjoy a sunset that looks like it belongs on a postcard.

This experience is best suited for travelers craving a blend of natural beauty, good food, and a relaxed, festive atmosphere. Whether you’re celebrating a special occasion or just want a memorable evening under the stars, this cruise offers plenty of value and authentic Maui charm.

Key Points

• Spacious triple-decker catamaran offers excellent vantage points and freedom to stroll around.
• Delicious island-inspired cuisine, including prime rib, fresh fish, or vegetarian options, served with a decadent dessert.
• Unbeatable sunset views over the Kahalawai Mountains, Lanai, and Molokini Crater, with potential whale sightings.
• Live Hawaiian music enhances the relaxing, festive vibe on board.
• Two complimentary drinks help you toast the sunset comfortably.
• Family-friendly and wheelchair accessible, with some considerations for weather and seasickness.

We loved the way this tour combines the best of Maui’s natural scenery with the comforts of a well-equipped boat. The triple-decker design means you can choose where to sit — from the shaded upper deck to the open bow — and freely explore. Many reviews mention the crew’s attentiveness, making sure everyone has a good view and feels cared for.

Once aboard, you’re greeted with a complimentary drink—a nice touch that sets the relaxed tone. As the boat slowly leaves Maalaea Harbor, the anticipation builds. You’ll want your camera ready as you drift away from the shore, with the ocean stretching in all directions and the volcanic peaks serving as a stunning backdrop.

You can check availability for your dates here:

Watching the Sunset — A Visual Feast

The main event is, of course, the sunset. The crew mentions you’ll see the glow of the sun on the Kahalawai Mountains, Lanai, and Molokini Crater. Many guests describe these moments as incredible, with views that feel almost cinematic. The sunset’s colors are vivid, and the panoramic deck offers perfect vantage points for photos.

Reviews consistently praise the spectacular sunset and the peaceful ambiance, with many remarking that it’s a romantic highlight or a peaceful way to unwind after a day of exploring Maui. One guest said, “The sunset was fabulous,” capturing how stunning the views truly are.

Marine Life and Whale Watching

From December to April, the likelihood of spotting humpback whales adds a layer of excitement. Several reviews mention seeing whales breach or spout near the boat — a memorable bonus. Marine mammals like sea turtles are also common, especially if you decide to dip into the water for a quick swim.

Guests often comment on the abundance of wildlife. One reviewer, who enjoyed a mom and her baby whale in the distance, said it was “just amazing.” The chance to see these gentle giants while cruising at sunset makes this tour stand out.

The gourmet dinner is a major part of this cruise. Chef Keoni serves Hawaiian prime rib, fresh island fish, and other flavorful options like BBQ chicken and ribs. Vegetarian choices such as Penne Pasta with Thai Basil Marinara are available—just specify your preference when booking.

Many travelers express surprise at the quality of the food, considering it’s prepared on a boat. One reviewer called the ribs “the best,” while others appreciated the generous portions and variety. The meal is served alongside white rice with soy sauce and steamed vegetables, adding a true island touch.

The dessert—a decadent sweet—is the perfect finish to the meal. During dinner, you get sweeping views of nearby Molokini Crater, Lanai, and Kahoolawe, making the whole experience feel like a feast for the senses.

Live Music and Atmosphere

The onboard Hawaiian music truly elevates the evening. The singer’s performance, as one guest noted, “never stopped singing,” creating a lively and festive mood. Many reviews mention the talented musician and the friendly crew as highlights, adding authenticity and local flavor to the experience.

You might find that the combination of music, scenery, and good company makes the two-hour cruise fly by. It’s a chance to relax, enjoy some island-style tunes, and soak in Maui’s natural beauty.

Departure is from Maalaea Harbor, at Slip #76, with check-in times varying seasonally—be sure to check your confirmation. The cruise lasts around 2 hours, typically in the evening, aligning with sunset times.

Included in the price are dinner, two alcoholic beverages, and live music. The cost is $150 per person, which many feel offers good value considering the scenery, food, and entertainment. There’s no included parking or hotel pick-up, so plan accordingly.

Accessibility is generally good, with wheelchair accessibility on the first deck—just notify the company in advance. The minimum drinking age is 21, and minors must be accompanied by adults.

Weather can be unpredictable, and some reviews mention rough rides or less-than-ideal conditions. If seasickness is a concern, consider that it may be a bumpy experience, especially if the weather isn’t perfect.

Guests frequently mention the knowledgeable crew and the friendly service. One reviewer said, “The crew was amazing and very attentive,” emphasizing the importance of good staff in creating a memorable night.

The entertainment and views seem to be the biggest draws. As one guest put it, “The sunset and whale sightings were fabulous,” highlighting the tour’s potential to create unforgettable moments. The quality of the food surprises many, with some calling the ribs “the best” and praising the generous portions.

While most are thrilled, a few mention that the food served a little cold or that the weather affected their experience. Another observation is that the cruise’s value depends on expectations; it’s more about the experience and scenery than a gourmet meal.

This cruise is ideal if you want a relaxing evening with stunning views. It’s a good pick for romantic couples and families looking for a safe, festive environment. The live music adds a lively touch, making it suitable for celebrations or simply enjoying Maui’s beauty in good company.

If you’re prone to seasickness, you might want to prepare accordingly, as the ride can sometimes be a little rough. Also, the experience is best if you’re comfortable with a moderate price point for what’s included—dinner, drinks, and entertainment.

For those wanting an authentic Maui sunset with the chance to see whales or turtles, this tour hits the mark. However, if your main goal is snorkeling or exploring inland attractions, this cruise offers a different kind of memorable experience.

This sunset dinner cruise combines the natural spectacle of Maui’s coastline with the comfort of a spacious boat, good food, and lively island music. It offers a chance to unwind, celebrate, or simply take in some of the most beautiful views Hawaii has to offer. The quality of the dining, friendly crew, and stunning scenery make it a worthwhile splurge, especially for those seeking a relaxed, festive evening.

While the weather can sometimes be unpredictable, most guests leave with memories of whales, breathtaking sunsets, and delicious food. It’s a great choice for those interested in a romantic, family-friendly activity that combines Maui’s best natural and cultural elements.

If you want a high-quality sunset experience with authentic island flavor, this cruise should definitely be on your Maui list.

What is the meeting point for this cruise?
You meet at Maalaea Harbor, Slip #76, located at 101 Maalaea Rd. Be sure to check your confirmation for the exact check-in time, which varies seasonally.

How long does the cruise last?
The cruise lasts approximately 2 hours, usually in the evening to coincide with sunset.

Are drinks included?
Yes, you are provided with two complimentary alcoholic beverages. Be aware that the minimum drinking age is 21.

Is the tour suitable for wheelchair users?
Yes, it is wheelchair accessible, with seating on the first deck available upon request.

What food options are offered?
Guests can choose from Hawaiian prime rib, fresh island fish, BBQ chicken, ribs, and vegetarian options like Penne Pasta with Thai Basil Marinara. The meal concludes with a decadent dessert.

Can I see whales or sea turtles?
Yes, especially from December through April, many guests report seeing humpback whales and sea turtles, which adds a special touch to the cruise.

Is this experience good for families?
Absolutely, as children are allowed if accompanied by adults. Just note that unaccompanied minors are not permitted and that seasickness may affect some younger travelers.

This Maui sunset cruise offers a balanced mix of spectacular scenery, quality food, and lively local music. It’s a relaxing, enjoyable way to wind down after a day of exploring or to celebrate a special occasion. The spacious boat, friendly staff, and potential whale sightings make it a memorable experience worth considering.

Whether you’re after a romantic evening or a family adventure, this tour provides a meaningful taste of Maui’s natural beauty and welcoming spirit. It’s an experience that many travelers cherish and often recommend to friends visiting the islands.