Experience Maui's stunning sunset on a 2-hour catamaran cruise from Kaanapali Beach, with unlimited drinks, delicious snacks, and dolphin or whale sightings.
Most Popular★ 5.0“Jovial atmosphere, great customer service, seeing whales and dolphins was a real plus, unlimited drinks and unlimited fun!”
★★★★★★★★★★
1,422 reviews2 hours (approx.)From $127.31by Sea Maui
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Experience Maui’s stunning coastline on a luxury sunset dinner cruise with whale watching, live music, and a delicious buffet for a memorable evening.
★ 5.0“Friendly staff & whale watching experience. Food was delicious. Thanks for a fun & memorable evening.”
★★★★★★★★★★
903 reviews2 hours 30 minutes (approx.)From $166.31by Sea Maui
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Experience Maui’s stunning sunset from the water with a 2-hour catamaran cruise, delicious local cuisine, and the chance to spot humpback whales.
★ 4.5“Nice cruise, great crew & bad whale watching experience. We have been on numerous similar cruises but this is the only one that we felt the captain was only interested in taking us out to point one and returning to the harbor to get off.…”
★★★★★★★★★★
826 reviews2 hours (approx.)From $139.95by Quicksilver
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Experience Maui’s breathtaking sunset from a spacious catamaran, enjoy a delicious buffet, open bar, live Hawaiian music, and maybe even whales.
★ 4.5“Food was good. We appreciated the captain steering us toward the whales. The music guy and hula gal did great. (The background for her dancing could have been better, maybe off to the side. Drinks need improvement too). We would recommend this to anyone…”
★★★★★★★★★★
703 reviews2 hours (approx.)From $158.00by Pride of Maui
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Enjoy a 2-hour Maui sunset cruise on a three-story catamaran, with dinner options like prime rib or mahi mahi, drinks, and island music in a relaxed setting.
★ 4.5“The staff made us all feel welcome. The food was really good. The cruise was great, we got to see whales up close and the whole experience was worth it.”
★★★★★★★★★★
533 reviews2 hours (approx.)From $149.95by Calypso Sunset Dinner Cruises and Whale Watches
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Experience Maui's whales on a 2-hour catamaran cruise from Lahaina, with naturalist guides, dinner, and guaranteed sightings for an authentic adventure.
★ 4.5“I recently had an incredible experience whale watching that I will never forget! I booked a tour with this reputable company and was blown away by the knowledgeable and friendly crew. As soon as we set off, everyone on board was on high alert in…”
★★★★★★★★★★
504 reviews3 hours (approx.)From $189.36by Pacific Whale Foundation
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Experience Maui’s stunning sunset with an intimate 2.5-hour dinner cruise, featuring a four-course meal, spectacular views, and attentive service.
★ 4.5“Knowledgeable and friendly crew, yummy food, and a really cool experience! Seeing a whale that swam up to us was really amazing to see! I’ve seen Orcas and Gray Whales, and now I can add Humpback Whales to that list. Thank you to the crew…”
★★★★★★★★★★
373 reviews2 hours 30 minutes (approx.)From $170.18by Pacific Whale Foundation
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Experience Maui’s stunning sunsets aboard a spacious catamaran from Ma’alaea, with drinks, snacks, and wildlife sightings for an unforgettable evening.
★ 4.8“The crew was friendly and attentive. We had such a fun, relaxing time. I would highly recommend. Will do this activity again!”
★★★★★★★★★★
348 reviewsFrom $114by Sail Maui
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Experience breathtaking Maui sunsets from the air with a private flight, champagne toast, and personalized guidance—perfect for romantic or special occasions.
★ 5.0“Great views. Unique approach. Knowledge pilot. This is a once in a lifetime your that is worth the investment”
★★★★★★★★★★
264 reviews1 hour (approx.)From $420.00by MAUI PLANE RIDES
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Experience a stunning Maui sunset from a triple-decker catamaran, enjoy a gourmet dinner, live music, and possibly spot whales on this 2-hour cruise.
★ 4.7“I was pleasantly pleased with the cruise. It’s a 2 hour ride having dinner while watching the sunset hence the title. Very relaxing and we met a couple from our hometown area who gave great conversation.”
★★★★★★★★★★
242 reviews2 hoursFrom $149by Calypso Molokini Charters
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Discover Maui’s stunning sunset from Haleakala with this 7-hour guided tour, including dinner, hotel pickup, and a chance to see the crater without the early morning rush.
★ 4.5“We had a great experience with Mitchell, who was very friendly and informative throughout the entire drive. The sunset was stunning and he took us directly to a prime viewing area. We are so glad we didn’t drive ourselves, as some parts of the roads…”
★★★★★★★★★★
240 reviews7 hours (approx.)From $256.55by Polynesian Adventure Tours
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Experience stunning Maui sunsets on a 2-hour dinner cruise with a 3-course meal, island music, and panoramic ocean views aboard the Quicksilver.
★ 4.5“We thoroughly enjoyed the sunset dinner cruise, the exceptional service and the dolphins that entertained everyone. Our prayers go out to all who lost everything in the horrific fires that destroyed Lahaina. We were shocked that it happened only 2-days after we left Maui.”
★★★★★★★★★★
218 reviews2 hoursFrom $139by Quicksilver Charters
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Experience Maui’s stunning sunsets from a luxury catamaran, enjoy premium appetizers, and look for whales and dolphins on this 2-hour sunset cruise.
★ 4.5“Enjoyed the cruise. Snacks were good. Drinks could have been better. But it was nice on the waters. Staff was friendly.”
★★★★★★★★★★
207 reviewsFrom $151.00by Pacific Whale Foundation
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Experience Maui’s stunning sunset from a luxury catamaran with an open bar and chef-inspired pupus. Perfect for romantic evenings or special occasions.
★ 4.7“Anna and Captain Ian were FABULOUS & we loved the photos! The sailing was flawless and the sunset was a dream come true!!”
★★★★★★★★★★
150 reviews2 hoursFrom $134by Teralani Sailing Adventures
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Experience Maui’s stunning coast with a luxurious sunset dinner sail on a modern catamaran, featuring local flavors, open bar, and memorable ocean views.
★ 4.8“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…”
★★★★★★★★★★
123 reviews2.5 hoursFrom $169by Teralani Sailing Adventures
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