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“Fun and great food and drinks flowing. Very knowledgeable crew. Took stunning photos and lots of sunset angles”
★★★★★★★★★★
1,422 reviews2 hours (approx.)From $127.31by Sea Maui
Check Availability →Read our full review →
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“Wonderful experience, great staff open bar, nonstop, drinks, Prosecco, and chocolate at the end dinner was amazing and more whales that we could count”
★★★★★★★★★★
903 reviews2 hours 30 minutes (approx.)From $166.31by Sea Maui
Check Availability →Read our full review →
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“Big boat. Great prime rib. Huge portion. Friendly staff. Amazing views and the sunset was beautiful. Wish it was longer than 2 hours.”
★★★★★★★★★★
826 reviews2 hours (approx.)From $139.95by Quicksilver
Check Availability →Read our full review →
Experience Maui’s breathtaking sunset from a spacious catamaran, enjoy a delicious buffet, open bar, live Hawaiian music, and maybe even whales.
★ 4.5“Great experience excellent food whale watching and entertainment. Crew was 5 star and I would highly recommend it for a relaxing evening.”
★★★★★★★★★★
703 reviews2 hours (approx.)From $158.00by Pride of Maui
Check Availability →Read our full review →
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“A great experience food was delicious. Worth the $$. We didn’t get to see a sunset due to weather but it was a good moon set!!!!”
★★★★★★★★★★
533 reviews2 hours (approx.)From $149.95by Calypso Sunset Dinner Cruises and Whale Watches
Check Availability →Read our full review →
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“This was our 2nd time booking this cruise over 3 years and will continue to do so. Everyone on board was so nice, knowledgeable and we learned a lot about the whales. I recommend this company as they are always doing research everytime they go…”
★★★★★★★★★★
504 reviews3 hours (approx.)From $189.36by Pacific Whale Foundation
Check Availability →Read our full review →
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“It was a beautiful boat ride. The food was delicious and everyone was excellent!! Could not have asked for a better dinner cruise”
★★★★★★★★★★
373 reviews2 hours 30 minutes (approx.)From $170.18by Pacific Whale Foundation
Check Availability →Read our full review →
Experience Maui’s stunning sunsets aboard a spacious catamaran from Ma’alaea, with drinks, snacks, and wildlife sightings for an unforgettable evening.
★ 4.8“Get yourself a mai tai, lay out on the net, get to know the crew a bit! They’re some very competent, fun & aloha energy filled folks! They’ll take great care of you & your own! The captain of the ship knows his way around…”
★★★★★★★★★★
348 reviewsFrom $114by Sail Maui
Check Availability →Read our full review →
Experience breathtaking Maui sunsets from the air with a private flight, champagne toast, and personalized guidance—perfect for romantic or special occasions.
★ 5.0“The flight was beautiful. I would recommend it. However, be aware that the company is VERY pushy about reviews. I would go so far as to say that a review was demanded, as it was too uncomfortable to say no. I don’t mind leaving reviews,…”
★★★★★★★★★★
264 reviews1 hour (approx.)From $420.00by MAUI PLANE RIDES
Check Availability →Read our full review →
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“Beautiful evening out on the water, great food(prime rib) and saw the whales. Very much enjoyed with the family!”
★★★★★★★★★★
242 reviews2 hoursFrom $149by Calypso Molokini Charters
Check Availability →Read our full review →
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
Check Availability →Read our full review →
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“The food was great. The staff was very nice and very attentive.”
★★★★★★★★★★
218 reviews2 hoursFrom $139by Quicksilver Charters
Check Availability →Read our full review →
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“Had a delightful sunset cruise recently. The water was calm, sailing was smooth, and the crew was attentive. The drinks were fantastic, and the Hawaiian music set a perfect vibe. While the appetizers were just okay, the overall experience was very enjoyable. No whales spotted…”
★★★★★★★★★★
207 reviewsFrom $151.00by Pacific Whale Foundation
Check Availability →Read our full review →
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“Activity was fun, staff was amazing! Danielle was very accommodating and Maddie was phenomenal with camera. Captain was very knowledgeable and the whales of course stole the show! Unfortunately no sunset because of rain but nothing staff could control.”
★★★★★★★★★★
150 reviews2 hoursFrom $134by Teralani Sailing Adventures
Check Availability →Read our full review →
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“Our family went on the Teralani 5 sunset dinner cruise on May 21st. We had an excellent time with Captain Patrick, AJ, Isaiah, and the crew. Good dinner and drinks - highly recommend this in Maui!”
★★★★★★★★★★
123 reviews2.5 hoursFrom $169by Teralani Sailing Adventures
Check Availability →Read our full review →
More Maui Sunset & Dinner Cruises