15 Dinner Experiences on Maui Worth Booking

1.Myths of Maui Luau Dinner and Show

★★★★★★★★★★4.0 · 1,144 reviews · 2 hours 30 minutes to 3 hours (approx.) · from $211Our pick

Spend about three hours at Maui’s oceanfront Myths of Maui Luau. You’ll receive a shell lei, enjoy drinks and an all-you-can-eat island buffet, watch the imu ceremony, and see dances from Hawaii, Tahiti, Samoa, and New Zealand. VIP adds early entry, premium seating, and priority buffet access.

“This was my first time in Hawaii and first time at a Luau & I got to say this was a solid performance all around. Outstanding performers, staff are very helpful, & great food! I would definitely recommend this to anyone that wants to experience a Luau!”

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2.Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

★★★★★★★★★★5.0 · 903 reviews · 2 hours 30 minutes (approx.) · from $166Top rated

Set sail from Ka’anapali Beach aboard Sea Maui’s 65-foot catamaran for a 2.5-hour sunset cruise with a chef-prepared buffet, full open bar, indoor and outdoor seating, and seasonal whale watching. Crew members such as Kay, Tim, and Kyle have earned praise for friendly service, while boarding from the sand means you should expect wet feet.

“Best crew and whale watching experiences. Highly recommend. The crew was friendly. Reverting air this evening was perfect.”

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3.From Ma’alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver

★★★★★★★★★★4.5 · 826 reviews · 2 hours (approx.) · from $139Best value

Set sail from Ma'alaea Harbor at 5 p.m. aboard the double-decker Quicksilver catamaran for a two-hour sunset dinner cruise. Enjoy a three-course meal, two alcoholic drinks, live island-style music, and views toward Lahaina and Lanai. Winter sailings may include humpback whale sightings.

“We had a great time on the dinner cruise! The staff and food was great! The only issue I have was that there wasn’t much cruise time! We stopped in a cove and parked. Parking at the event was a little confusing, we barely made it.”

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4.Maui Sunset Dinner Cruise – A Hawaiian Hula Experience

★★★★★★★★★★4.5 · 703 reviews · 2 hours (approx.) · from $158

Board the spacious Pride of Maui at 5:00 pm for a two-hour coastal sunset cruise near Molokini. Enjoy ribs, shoyu chicken, roasted vegetables, coconut sweet potatoes, dessert, an open bar, live Hawaiian slack key music from Kekoa, and a hula performance. Humpback whales may appear from January through February.

“All was very nice except the directions to the pier were missed by us so we needed to call Viator in New York for help and that took so long we ended up asking at another pier where to go :(”

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5.Maui Ma’alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise

★★★★★★★★★★4.5 · 533 reviews · 2 hours (approx.) · from $149

Board the three-story Calypso at Maalaea Harbor for a two-hour sunset dinner cruise with table-side service, island music, two included alcoholic drinks, and choices such as prime rib, mahi mahi, ribs, chicken, or pasta. Seasonal whale sightings can add a memorable bonus.

“Very pleasant evening. Nice service. Pretty good food. Drinks were good. The ride out was very nice with lots of whale sightings and a beautiful sunset.”

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6.Maui Premium Sunset Dinner Cruise & Whale Watch

★★★★★★★★★★4.5 · 504 reviews · 3 hours (approx.) · from $189

Board at Maalaea Harbor for a roughly three-hour sunset cruise with a four-course dinner, alcoholic drinks, and live naturalist commentary. You may see humpback whales, dolphins, and hear whale song through a hydrophone. Captains Andrew and Chris, plus naturalists Ash and Stevie, have earned special praise.

“We got the opportunity to see three whales and it was beautiful! Learned about whales and a little extra about sharks from Ash. We had a great time. Thank you to the crew as they were amazing and kept us well informed and safe. We had never done a whale watching tour and we are so happy we did. My wife and I talked about our experience and we were just mesmerized by the beautiful creatures in the ocean that sometimes we forget about. The beauty Mother Nature has to offer is just priceless! Something’s are just meant to me memories in ur mind because there is no phone or…”

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7.Maui Premium Dinner Cruise: Four Course Dining Experience

★★★★★★★★★★4.5 · 373 reviews · 2 hours 30 minutes (approx.) · from $170

Cruise Maui’s coast for about 2.5 hours while enjoying a four-course dinner, drinks, music, and sunset views of Molokini, Kaho‘olawe, Lanai, and the Pacific. Choose chicken, short rib, shrimp, or Portobello mushroom. Check in 45 minutes early at Maalaea Harbor.

“This dinner cruise is absolutely beautiful and fun. The staff were so cool and the food was delicious. We would highly recommend this to anyone wanting a great night out.”

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8.Gilligans’ Island Luau with Dinner and Drinks

★★★★★★★★★★4.2 · 254 reviews · 2h 30m · from $166

Spend 150 minutes at Gilligans' Island Luau on Maui Nui Golf Course in Kihei. Expect a small, friendly venue, an all-you-can-eat Hawaiian buffet, open bar, live music, hula from Hawaii, New Zealand, and Tahiti, plus a blazing Samoan fire knife finale. Some audience members may join the show.

“Loved he dancers and musicians. Staff very friendly. Charlie was our waiter. So nice. Food was good . I think the entrance area could be greatly improved. Prettier, cleaner and Hawaiian decor . When you approach the waiting area we were questioning ourselves how the evening would go. The palm trees need pruning near the stage. Flowers!! But overall we had a great time. Two Adults and two children ages 10 and 11.”

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9.Sunset Prime Rib or Island Fish Dinner Cruise

★★★★★★★★★★4.7 · 242 reviews · 2 hours · from $149

Board Calypso Molokini Charters at Ma’alaea Harbor for a two-hour sunset dinner cruise. Chef Keoni serves prime rib, mahi-mahi, chicken, ribs, or vegetarian pasta, while live music, two drinks, whale watching, and views of Lanai and Molokini fill the evening.

“There were so many whales, beautiful music, and delicious food. What a fantastic night!”

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10.Haleakala Maui Sunset Twilight Tour with Dinner

★★★★★★★★★★4.5 · 240 reviews · 7 hours (approx.) · from $256

Ride from select Maui hotels to Haleakala’s 9,740-foot overlook for sunset, crater views, and stars. Guides such as Mitchell and David add local stories, while a Kula Bistro dinner is provided to go. Expect a long mountain drive, cold wind, changing weather, and possible pickup delays.

“This was an last minute plan for us and we didn't regret it. Randall (I hope i got your name right) was a great host. He drove us to the top skillfully while sharing his knowledge and his personal experiences of growing up in Maui. We enjoyed the sunset at 10,000 ft atop haleakala while having dinner. The crater wasn't visible due to cloud/ fog but we enjoyed the views despite that.”

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11.Sunset Dinner Cruise Aboard the Quicksilver

★★★★★★★★★★4.5 · 218 reviews · 2 hours · from $139

Spend two hours aboard Quicksilver, a spacious double-deck catamaran sailing from Maalaea Bay. Enjoy a three-course dinner, two alcoholic drinks, island-style music, and sunset views of Maui and nearby islands. Seating may be first come, first served, so arrive early if you want a preferred spot.

“It was an experience of a lifetime! A pod of dolphins on the starboard side and the sunset on the port side, couldn’t decide which way to look. Excellent time for our 25th anniversary!”

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12.Wailele Luau with Fire and Knife Performance and Dinner

★★★★★★★★★★4.0 · 167 reviews · 3 hours (approx.) · from $218

Spend about three hours at the Wailele Luau beside Kaanapali Beach. You’ll receive a lei and welcome drink, enjoy a buffet with eight entrées, tropical drinks, live music, traditional dance, and a fire knife finale at the Westin Maui Resort. Hotel pickup is not included.

“Everyone very friendly food was good and unlimited drinks. And lots of shows and context explaining culture”

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13.Ka’anapali Luxury Sunset Dinner Sail

★★★★★★★★★★4.8 · 123 reviews · 2h 30m · from $169

Board Teralani Sailing Adventures directly from Ka'anapali Beach for a 150-minute sunset sail. You get ocean views from every seat, an open bar, and a buffet of Hawaiian-inspired dishes. Captains such as Patrick and Sam keep watch for whales, while the crew handles drinks, dinner, and beach boarding.

“Incredible experience! One of the highlights of our Maui trip! The crew was very friendly and professional. It was a beautiful night with a gorgeous sunset and the food was very tasty! Not mentioning the variety of cocktails! My husband and I truly enjoyed ourselves as it was very relaxing and enjoyable. Captain Patrick and the crew including Sammy and Miles were amazing. Max took beautiful pictures on board. We highly recommend this activity!!!”

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14.Coast of Ka’anapali Beach Sunset Dinner Sail

★★★★★★★★★★5.0 · 121 reviews · 2 hours (approx.) · from $158

Board Gemini directly from Ka'anapali Beach for a barefoot two-hour sunset sail. Expect a beach launch through shallow surf, views of Maui, Molokai, and Lanai, a buffet dinner, open bar, music, and a crew such as Captain Andrew, Kayla, or Drew, depending on the sailing.

“It was wonderful!! I really felt like I was on vacation. Russell, Arielle and Captain Brad were the best! So fun and nice and helpful. I didnt have high expectations for the food but I was wrong , it was excellent! I highly recommend Gemini. A note to Russell, thanks for helping my hubby when he stumbled getting off the boat. You saved him from going down!!”

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15.2 Hour Sunset Dinner Sail with Open Bar and Appetizers

★★★★★★★★★★4.7 · 65 reviews · from $149

Join Gemini Sailing Charters at Kaanapali Beach for a two-hour sunset sail with open-bar Mai Tais, local beer, wine, snacks, and island-style BBQ chicken. You’ll cruise past views of the West Maui Mountains, Molokai, and Lanai from a catamaran with cushioned seating in sun or shade.

“Food and drinks were fine. Nothing too exciting but decent enough. Views and experience were excellent. Easy access and low key guides made this a fun trip.”

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