Maui isn’t just about stunning beaches and lush landscapes; it’s a food lover’s paradise with a wide variety of dining experiences that showcase local flavors, spectacular scenery, and island hospitality. Whether you’re craving a romantic sunset cruise, a lively luau, or a gourmet dinner at sea, Maui delivers. We’re especially fond of the Premium Sunset Dinner Cruise from Ka’anapali Beach, which combines breathtaking views with live music and a relaxed, upscale vibe—perfect for snapping photos or even spotting whales (when in season). That said, each experience on our list offers something unique, from intimate premium sails to lively luaus, ensuring every traveler finds their ideal meal with a view.
Quick Overview
Our list features dinner cruises, luau evenings, and specialty sailing tours designed to elevate your Maui experience. You’ll find options that include buffets, multi-course gourmet meals, and interactive Polynesian shows. Some tours emphasize whale watching and sunset views, while others focus on luxury sailing or cultural performances. To help you decide, each experience has been evaluated for value, uniqueness, and appeal—so you can choose what best suits your interests and budget.
1. Premium Sunset Dinner Cruise from Ka’anapali Beach
Leaving the crowds behind, this 2.5-hour luxury catamaran cruise offers an elegant way to enjoy Maui’s sunset. Boarding directly from Ka’anapali Beach, you’ll sail along the coastline, catching views of the island’s rugged cliffs and sparkling waters. The boat features indoor and outdoor seating to stay comfortable no matter the weather, and during the season, you might even see humpback whales. The experience is heightened by live music on Wednesdays and Saturdays, creating a festive, romantic atmosphere. The buffet dinner includes grilled steaks, fresh seafood, and tropical drinks—all delivered by friendly staff. With over 650 reviews averaging 5.0/5, it’s clear guests love the seamless blend of scenery, food, and music. Ideal for couples and anyone wanting a stylish, picture-perfect evening at sea.
Bottom Line: An elegant, well-reviewed cruise perfect for romantic evenings and sunset photography.
2. From Ma’alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver
For around $140, the Sunset Dinner Cruise on Quicksilver offers a two-hour scenic escape from the busy harbor. This catamaran trip includes a delicious 3-course meal featuring local specialties like mahi-mahi and prime rib, along with homemade bread and desserts. Guests rave about the fantastic music and the opportunity to watch the sunset behind Lanai, all from the comfort of a well-appointed vessel. The cruise’s highlight is the combination of gourmet dining and stunning views, making it ideal for anyone looking to combine good food with a memorable sunset. The boat’s cozy yet spacious layout allows for great photo ops and relaxed conversations.
Bottom Line: Excellent value for a relaxed, scenic dinner with quality food and smooth sailing.
3. Maui Sunset Luau Dinner Cruise on the Pride of Maui
This 2-hour cruise combines the natural spectacle of a sunset near Molokini crater with the fun of a Hawaiian luau. Along with buffet-style barbecue, guests enjoy live hula performances and the chance to spot humpback whales during the season. The open bar offers craft beers and blended drinks, adding to the festive atmosphere. The buffet includes ribs, chicken, and stir-fried vegetables, all served with island-style hospitality. Guests consistently praise the friendly crew and the entertaining Polynesian show, making it a lively, culturally rich experience. Perfect for those wanting to enjoy authentic Hawaiian festivities while soaking in stunning ocean views.
Bottom Line: A festive, well-priced cruise blending scenery, culture, and a lively atmosphere.
4. Maui Premium Sunset Dinner Cruise & Whale Watch
If whale watching is part of your Maui dream, this cruise is hard to beat. The 2-hour catamaran departs from Lahaina Harbor and uses underwater hydrophones so you can listen to whale songs as you watch males competing for mates or mothers calving. The boat’s upper deck offers panoramic views, while the naturalist guides share fascinating insights into whale behavior. Reviewers love the intimate atmosphere and the chance to see up to 10 whales in action. The included dinner features local ingredients, and if you’re lucky, you’ll witness one of Maui’s most awe-inspiring sights—whale breaches or tail slaps.
Bottom Line: The best choice for whale enthusiasts seeking an educational and scenic sunset experience.
5. Ma’alaea Harbor: Sunset Prime Rib or Mahi Mahi Dinner Cruise
For about $150, this 2-hour sunset cruise offers premium dining options like prime rib, mahi mahi, or vegetarian penne pasta, with tableside service. The cruise departs from Ma’alaea Harbor and features Hawaiian-style music and stunning views of the Pacific. Reviewers note that the food is good, and the friendly crew makes the experience smooth. It’s ideal for couples or small groups wanting a relaxed, elegant evening with beautiful sunset scenery. The full bar ensures you have drinks in hand as you enjoy the scenic cruise. The main downside is some mention of rougher seas at times, so prepare for potential rocking.
Bottom Line: A solid, upscale dinner cruise for those wanting good food and scenic views without the crowds.
6. Ma’alaea Premium Dinner Cruise: Four Course Dining Experience
For a more intimate experience, the Ma’alaea premium cruise offers a 4-course meal served during a sunset sail on a smaller vessel. Priced at about $170, it features views of Molokini crater, Kaho’olawe, and Lanai, with outdoor seating that minimizes crowds. The delicious menu includes appetizers, main courses, and desserts, with huge praise for the quality of the food and service. The cruise is best suited for travelers seeking a luxury, quiet evening with personalized service. Some reviews mention difficulty with booking certain options, but overall, the value for the exclusive atmosphere is high.
Bottom Line: Perfect for those wanting a refined, gourmet experience in a cozy setting.
7. South Maui: Sunset Prime Rib or Island Fish Dinner Cruise
This 2-hour cruise along South Maui is great for families and couples alike. You’ll enjoy tropical island views from the triple-decker catamaran, along with island-inspired music and the option to swim with Hawaiian green sea turtles. The dinner includes prime rib or fish, complemented by two free drinks. Reviewers say the scenery and the relaxed vibe make it a memorable trip, especially for those who enjoy boat rides coupled with a nice meal. The deck space is ample, providing good room for lounging and photos.
Bottom Line: Ideal for travelers wanting a relaxed, scenic cruise with options for swimming and family-friendly fun.
8. Haleakala Maui Sunset Twilight Tour with Dinner
Many visit Haleakala for sunrise, but this sunset tour lets you enjoy the volcano’s spectacular views without the early wake-up. Over 7 hours, you’ll be transported from your hotel to the crater’s rim at 9,740 feet to watch the sunset. The tour includes hotel pickup, dinner at Kula Lodge, and time to explore the volcanic landscape. Reviewers appreciate the comfortable rides and knowledgeable guides, though weather can impact visibility. Overall, it’s a fantastic way to see Maui’s highest point with less crowd congestion than sunrise trips.
Bottom Line: Great for sunset lovers and those wanting a less hectic Haleakala experience.
9. From Ma’alaea: Sunset Dinner Cruise Aboard the Quicksilver
This cruise is a more affordable option with the same stunning scenery as the earlier Quicksilver experience. For about $140, you’ll enjoy a 3-course meal and island-style music as you watch the Maui sunset. It’s a relaxed, social experience with a friendly crew, perfect for couples or groups wanting an easygoing evening on the water. The panoramic views and casual atmosphere make it a dependable choice for a memorable sunset dinner.
Bottom Line: A budget-friendly way to enjoy Maui’s sunset with good food and friendly service.
10. Maui: Ka’anapali Luxury Sunset Dinner Sail
For those who want to indulge, the luxury sunset dinner sail offers 2.5 hours on a spacious catamaran with chef-inspired local dishes and an open bar. Starting from Ka’anapali Beach, it’s a perfect blend of luxury, scenery, and fine dining. Reviewers mention the professional crew and the delicious food. The unobstructed ocean views and upscale environment appeal to travelers seeking a classy night out at sea.
Bottom Line: A premium choice for romantic dinners and special occasions.
11. Maui: 2 Hour Sunset Dinner Sail with Open Bar and Appetizers
This luxury catamaran offers 2 hours of sailing with appetizers and a full bar. It’s perfect for relaxing on the water, as you enjoy views of West Maui Mountains and nearby islands. The ample cushions and shaded seating create a comfortable environment. Reviewers enjoy the friendly crew and beautiful, unobstructed sunset views, making it an ideal romantic outing. It’s well-suited for those wanting a short but memorable sailing experience with good drinks and a scenic backdrop.
Bottom Line: A short, elegant cruise for sunset enthusiasts who appreciate comfort and a lively atmosphere.
12. South Maui: Sunset Cruise with 4-Course Dinner and Drinks
At about $178, this 2.5-hour cruise offers a unique experience with a private table and a 4-course meal. It’s perfect if you prefer dining in privacy while soaking up gorgeous Maui scenery. The exotic ingredients and island-style music elevate the experience, and reviews highlight the beautiful views and attentive service. This cruise is excellent for romantic nights or small groups wanting an intimate, high-end experience.
Bottom Line: Best for travelers seeking a customized, upscale dinner with the view.
13. Luxury Catamaran Royal Sunset Dinner Sail (Adults-Only)
If you’re after an adult-only experience, this 5-star, 2.5-hour cruise offers unobstructed ocean views and locally sourced cuisine. Guests praise the professional crew, whale sightings in season, and delicious tropical drinks. The spacious deck and upscale environment make it perfect for celebrating anniversaries or special nights without children. Reviewers love the comprehensive service and the chance to see dolphins and whales.
Bottom Line: The ultimate romantic, adults-only cruise for a luxurious, quiet night at sea.
14. South Maui: Gilligans’ Island Luau with Dinner and Drinks
This 2.5-hour local luau offers Polynesian storytelling, fire dancing, and a buffet featuring traditional Hawaiian dishes. The fire knife show is a highlight, and the waterfront setting adds to the fun. It’s perfect for families or those wanting a lively cultural experience with plenty of entertainment. The open bar and interactive elements make it a memorable and engaging night.
Bottom Line: A fun, lively way to experience Polynesian culture with good food and entertainment.
15. Maui: Sunset & Dinner Tour to Haleakala National Park
For a full-day adventure, this 7-hour tour takes you from Upcountry Maui to the summit for a spectacular sunset. The trip includes scenic drives, hiking opportunities, and a delicious local dinner. Reviewers appreciate the comfortable transport and the opportunity to see Maui’s highlands away from the crowds. It’s ideal for adventurous travelers who want to combine nature and dining in one trip. Keep in mind, the longer duration requires planning but offers a comprehensive view of Maui’s landscapes.
Bottom Line: Best suited for active travelers wanting a combined sightseeing and dining experience.
16. Wailele Luau Including Fire and Knife Performance Plus Dinner
This 3-hour waterfront luau features a buffet dinner and performance of fire and knife dances. Located at the Westin Maui Resort, it offers a family-friendly, traditional Polynesian show with authentic costumes and interactive storytelling. Reviewers note the spectacular fire dance and large, tasty buffet. It’s a great choice for travelers looking for culture combined with a relaxed dinner in a scenic outdoor setting.
Bottom Line: A well-rounded, lively luau experience perfect for families or those wanting cultural entertainment.
How to Choose the Best Maui Dining Experience for You
When selecting your perfect Maui dining experience, consider your budget, interests, and preferred atmosphere. If you love luxury sailing and gourmet food, the Luxury Sunset Dinner Sail or the Royal Sunset Dinner Sail are excellent options. For those wanting a cultural night with storytelling and fire dancing, the Gilligans’ Island Luau offers lively entertainment. Budget travelers might prefer the Quicksilver sunset cruise for its good value and scenic views. If whale watching is a priority, the Whale Watch and Dinner stands out. Lastly, for a more active, scenic day that combines dinner with exploring Maui’s highlands, the Haleakala sunset tour is unbeatable.
To sum it up, Maui offers a diverse range of dining experiences that go beyond just eating—these are about enjoying the spectacular scenery, engaging performances, and delicious local flavors. Whether you’re seeking a romantic sunset cruise, a lively luau, or a luxurious sail, booking early is advisable, especially during peak seasons. With options to fit every taste and budget, these tours promise memorable moments that will complement your Maui vacation perfectly.