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Experience a 2-hour sunset cruise from Maalaea Harbor with gourmet dinner, live Hawaiian music, and whale watching, all on a spacious triple-decker catamaran for $150.

The South Maui Sunset Prime Rib or Island Fish Dinner Cruise offers an inviting escape into the evening waves for just $150 per person. With a 2-hour duration, this cruise departs from Maalaea Harbor and takes you into the calm waters of Ma’alaea Bay. The journey features stunning views of the Kahalawai Mountains, Lanai Island, and Molokini Crater, making it ideal for those seeking a scenic, relaxing experience at sunset.
What sets this tour apart is its triple-decker catamaran, providing plenty of space to walk around and take in the views from different vantage points. The cruise also includes live Hawaiian music, two complimentary drinks, and a gourmet dinner. While the food quality is generally well-liked, some reviews note that meal temperatures can vary, and weather conditions sometimes impact the ride. This cruise suits travelers looking for an elegant, family-friendly, and whale-watching-friendly evening on the water.
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This tour departs from Maalaea Harbor, Slip #76, located at 101 Maalaea Rd, Wailuku, HI 96793. Check-in times are seasonally scheduled based on sunset, so travelers should verify the specific time on their booking confirmation. The meeting point is straightforward for those with their own transportation, but note that parking fees are not included.
It’s advisable to arrive a bit early to allow for check-in and boarding procedures. The meeting point’s location on the harbor makes access easy for travelers staying nearby, but no hotel pickup or drop-off is provided by the tour.

Once aboard the triple-decker catamaran, the journey begins with a complimentary drink as the vessel departs into Ma’alaea Bay. The boat’s multiple levels mean you can choose between the sun deck or shaded areas, all offering spectacular views of the surrounding islands and volcanic scenery.
Throughout the cruise, island-style music plays softly in the background, complementing the tropical setting. As the sun begins to set, the views of Kahalawai Mountains, Lanai, and Molokini Crater become especially dramatic. The cruise is designed for relaxation, with plenty of time to snap photos, explore the alcoves of the boat, and absorb the peaceful ocean breeze.

A chef named Keoni prepares a variety of island-inspired dishes, with prime rib being the highlight for many. Other dinner options include fresh island fish, BBQ roasted chicken, and ribs, with vegetarian choices like Penne Pasta with Thai Basil Marinara also available upon booking. The meal includes steamed vegetables and white rice with soy sauce, giving a hearty and flavorful dinner.
Some reviews mention that the food can arrive slightly cold, but efforts are made to serve warm, fresh dishes. The dessert completes the meal, providing a sweet ending to the dining experience. During dinner, travelers enjoy views of Lanai and Kahoolawe, with the Molokini Crater visible in the distance, adding a snorkeling-like scenery element even without getting in the water.
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One of the highlights of the cruise is the live music, which features island-style tunes that enhance the tropical atmosphere. Many reviews praise the musician’s talent and energetic performances, sometimes lasting the entire cruise duration. This musical backdrop creates a relaxing mood, perfect for unwinding and enjoying the sunset.
The entertainment is complemented by friendly crew members who serve drinks and attend to passenger needs. The music and scenery combined make for a memorable ambiance, often described as setting the tone for a special evening.
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The cruise offers the chance to see humpback whales, especially from December through April, when they visit Hawaii from Alaska. Several reviews mention noticing whales breaching or playing in the water nearby, adding an exciting element to the scenery.
In addition, swimming with Hawaiian Green sea turtles is possible, making land or water-based excursions optional if the opportunity arises. The presence of marine mammals enhances the overall experience, making this cruise more than just a scenic sunset sail.

The cruise is wheelchair accessible, with special seating arrangements available if requested in advance. Passengers should bring passport or ID card and driver’s license, and note the minimum drinking age of 21. Unaccompanied minors are not permitted, emphasizing the mature, relaxed atmosphere.
For dietary restrictions like vegetarian or kosher options, travelers should note these at booking. The tour’s pacing is designed for comfort, but those prone to seasickness should consider taking medication, especially in rough weather conditions, which some reviews report can make the ride less smooth.

The crew receives high praise for their friendliness, attentiveness, and efficiency. Many reviews highlight the kindness of staff, with some mentioning helpful assistance with boarding and prompt service. The captain and crew work together seamlessly, ensuring passengers feel safe and well cared for during the cruise.
Passengers appreciate the professionalism of the guides, who often share insights about the sights, marine life, and Hawaiian culture, adding educational value to the experience.

While most trips go smoothly, some reviews note rough weather conditions that make the ride less comfortable. In these cases, weather-related cancellations or rescheduling are not part of the standard policy, but the crew’s professionalism helps make the best of each situation.
It’s wise to check the weather forecast beforehand and be prepared with appropriate clothing. Despite occasional weather challenges, the views and marine life sightings often remain memorable.
This Sunset Prime Rib or Island Fish Dinner Cruise stands out for its spacious triple-decker design, live Hawaiian music, and quality of food. Compared to other cruises offering only shorter sails or less elaborate meals, this tour provides a more relaxed, more scenic, and more immersive experience.
While some other tours include snorkeling or different stops, this cruise focuses on scenic views, dining, and entertainment, making it suitable for those who prefer a luxurious, less active evening at sea.
This 2-hour cruise from Maalaea Harbor offers a relaxing, scenic, and comfortable way to experience Maui’s stunning sunsets. The gourmet dinner choices satisfy most palates, and the live music sets a lively yet peaceful tone. The large catamaran ensures space for all, and the potential for whale sightings adds an extra thrill.
While the food quality can sometimes vary slightly, the overall service, views, and atmosphere consistently impress travelers. This cruise is ideal for families, couples, or groups seeking a beautiful evening with good food, great views, and Hawaiian hospitality.
Are drinks included in the cruise?
Yes, two alcoholic beverages are included with the ticket price, and the minimum age for drinking is 21 years.
What dining options are available?
Guests can choose from Prime Rib, Island Fish, BBQ Chicken, Ribs, or vegetarian pasta options when booking. The dinner is served on board during the cruise.
Is the cruise suitable for people with mobility issues?
Yes, the cruise is wheelchair accessible, with special seating available if requested.
Can I see whales on this cruise?
Yes, whale sightings are likely from December through April, especially if the season aligns with your trip.
What should I bring?
Travelers should bring passport or ID card and driver’s license. It’s also wise to wear comfortable clothing and bring sunscreen or light layers depending on the weather.
Is hotel pickup available?
No, hotel pickup and drop-off are not included. The meeting point is at Maalaea Harbor.
How long is the cruise?
The cruise lasts approximately 2 hours, typically scheduled in the evening around sunset.
What makes this tour stand out?
The spacious triple-decker vessel, live Hawaiian music, and gourmet dinner options make this cruise an elegant and scenic choice for Maui visitors.