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Experience a 2-hour sunset dinner cruise from Maalaea Harbor on Maui, featuring premium meals like prime rib or mahi mahi, drinks included, and island music.
Ma’alaea Harbor: Sunset Prime Rib or Mahi Mahi Dinner Cruise offers an enjoyable 2-hour escape on Maui’s waters for around $149.95 per person. Departing from Maalaea Harbor, this cruise takes place aboard the three-story catamaran, The Calypso, providing stunning sunset views alongside tableside service and a full onboard bar. This tour is an excellent choice for couples or travelers seeking a relaxing evening with scenic vistas, good food, and island-style music.
While most reviews highlight the beautiful scenery and friendly crew, some guests note that food quality varies, and the experience can be rocky at times. Considering its bookings 28 days in advance, this cruise appeals most to those looking for a romantic or special occasion activity.


The cruise begins at Maalaea Harbor, with check-in at slip 82 at least 30 minutes prior to departure. Guests need to fill out a safety waiver and meet the crew and captain before boarding The Calypso, a stunning three-story vessel. The harbor location is convenient but requires parking fees, and there’s no included hotel pickup. It’s advisable to arrive early and be prepared for a short walk from parking.
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Boarding the Calypso is a highlight, as its multi-level design offers ample space for relaxing and viewing. The vessel’s comfortable outdoor and indoor areas allow guests to enjoy the breathtaking scenery. The seating is on a first come, first served basis, so arriving early helps secure the preferred spots for sunset views.

Once underway, the cruise ventures into Maalaea Bay, where the Hawaiian sunset unfolds over the water. Guests experience the horizon glow as the sun dips behind the islands, creating perfect photo opportunities. The crew ensures everyone has a clear view, often with island-style music softly playing in the background, enhancing the relaxed atmosphere.

The meal service is a key part of this cruise experience. Choose from a variety of premium dishes during booking, including prime rib, mahi mahi tuna, baby back ribs, or vegetarian penne pasta. The food is served tableside, with most dishes prepared fresh daily. Review comments suggest that food quality can be mixed, with some guests finding it delicious, while others consider it mediocre.
Drinks are included, with your first two alcoholic beverages free and additional drinks only $5 each. Soft drinks, juice, and water are also available. The friendly crew provides attentive service, ensuring everyone’s glass is filled while guests enjoy the island music.

Depending on the season, whale sightings can be a spectacular addition to this cruise. Reviewers frequently mention seeing humpback whales breaching or spouting near the boat, providing memorable moments. Whale season peaks during winter months, and guests should keep expectations realistic, as sightings depend on weather and marine activity.
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Most reviews praise the friendly, attentive crew and experienced captain, credited with creating a relaxed and enjoyable atmosphere. The tableside service and island-style music contribute to a casual, festive environment. Several reviews highlight the crew’s willingness to accommodate special needs, including wheelchair accessibility.

The cruise operates in most weather conditions, but guests should dress appropriately for potential wind and breezes. Even with high winds, the captain often adjusts the course to ensure smooth sailing, as noted in positive reviews. It’s recommended that guests bring layers and sunscreen for comfort.

Guests should arrive 30 minutes early for check-in. Parking fees are not included, so plan accordingly. Make meal selections during booking, as choices are typically for the entire party unless specified otherwise. Vegetarian and special dietary requests can be accommodated when booked in advance.
Children under 3 do not receive a meal, but they are welcome, and someone in your party can share a meal if needed. ID is required for alcohol consumption for guests 21 and older. Seating is limited and on a first come, first served basis, so early arrival enhances your experience.
This dinner cruise suits couples seeking a romantic sunset, families looking for a relaxing water adventure, and anyone interested in scenic views and local music. The opportunity to see whales adds excitement for visitors during the season. However, guests prone to motion sickness should be aware of the rocky conditions some reviews mention, and consider taking precautions.
Compared to other activities, this cruise offers dining and entertainment in one. While some reviews mention mediocre food or limited time at each stop, the scenic sunset views and whale sightings remain notable highlights. The $149.95 price point is seen as value for money, considering drinks, music, and the overall atmosphere.
The Ma’alaea Harbor Sunset Prime Rib or Mahi Mahi Dinner Cruise delivers a calm, scenic experience along Maui’s coast, with stunning sunset views and tasty dinner choices. Its friendly crew and live island music create a warm, inviting atmosphere, perfect for romantic evenings or special occasions.
While the food quality sometimes garners mixed reviews, the overall ambiance, marine encounters, and professional service make this cruise a compelling activity. Guests should arrive early, plan for parking, and prepare for variable weather conditions to maximize their experience.
If you’re looking for a moderate-length cruise that combines dining, scenic views, and marine life in a relaxed setting, this tour offers a memorable way to end a day on Maui—especially if you enjoy island music and whale watching during the season.
“Nice but not worth the money. The food was mediocre, definitely not worth what we paid to eat OK food and just be on a boat for two hours.”
What is included in the price of the cruise?
The $149.95 ticket includes dinner options like prime rib or mahi mahi, soft drinks, two free alcoholic drinks, island-style music, and tableside service.
How long does the cruise last?
The cruise lasts approximately 2 hours, starting at Maalaea Harbor and returning after sunset.
Are there vegetarian options available?
Yes, vegetarian penne pasta and other special dietary needs can be requested at the time of booking.
Is parking available at Maalaea Harbor?
Yes, parking fees apply, and guests should arrive early to find a spot. Parking is not included in the ticket price.
Can children participate in this tour?
Yes, children under 3 can attend but do not receive a meal. They can share a meal or have one purchased separately.
What is the best time of year for whale sightings?
Whale sightings are more common during the winter months when humpback whales migrate to Maui. Visibility is seasonal.
Is this tour accessible for people with mobility issues?
Several reviews highlight wheelchair accessibility and friendly staff, making it suitable for travelers with mobility needs.
What should I wear for this cruise?
Dress appropriately for the weather, considering it can be breezy or cool in the evening. Layers and comfortable shoes are recommended.