HAWAII
Hawaii’s best days out.
The 15 sunset & dinner cruises travellers book most across Oahu and Maui, with what each one costs, how long it runs and the operator behind it.
1-hour glass-bottom boat from Kewalo Basin on Oahu’s south shore. Spot honu turtles and dolphins while bringing your own drinks.
Most Popular“The crew was very knowledgeable and friendly. More sea turtles! 🐢 (ha ha.)”
Two hours on Maui’s water for a sunset view, live island music, and a hearty 3-course dinner on the Quicksilver catamaran.
“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. It has taken me over a day to get over…”
Cruise Maui at golden hour with an open bar, buffet dinner, and live hula on the Pride of Maui near Molokini.
“Ridiculous company that does not value customer service. We were delayed on getting to the place due to a massive traffic jam but still arrived 3 MINUTES after the scheduled time for the tour. They already left and we couldn't do the tour. I called Viator on the way to the place to contact the…”
Sail on The Calypso from Maalaea at sunset with prime rib or fresh island fish, free drink picks, live music, and whale views.
“Words fail to capture how incredible this was. The scenery was stunning enough to stay with me forever, but what I’ll remember most is the crew. Their warmth and energy made an already amazing experience truly unforgettable. Happy Birthday to me… 🥳”
90-minute Waikiki sunset glass-bottom catamaran toward Diamond Head with local stories, skyline views, and a chance to spot dolphins or whales.
“It was a lovely evening, listening to music and watching the sunset! The crew was very accommodating and friendly. The extra surprise was seeing a pod of whales. Well worth it!!”
Watch Diamond Head glow on a 2-hour Waikiki sunset catamaran, with time to swim and a standout crew for about $49.
“Absolutely loved our experience!!!! The crew was so nice and friendly and made sure everyone was having a great time & got great pictures. The sunset was beautiful and the swimming portion was also so nice”
2-hour Maui sunset catamaran from Ma’alaea with drinks, cold bites, wildlife chances, and lots of deck space for a relaxed sail.
“Loved this sunset sail. The boat was well equipped the crew was very friendly and knowledgeable. The boat was not over sold so the trip was comfortable and it was easy to move about on the boat. Will go again next trip. As a bonus I left my hat at the check in location. I…”
Sunset cruise on Oahu’s Honu Lani catamaran with Diamond Head views, included cocktails, bento-style local bites, and possible green flash.
“great evening with Greg and crew. sunset was awesome and we got to see a whale. only shortcoming was the food. Though good, it was not what we perceived as advertised.”
South Maui sunset dinner cruise from Ma’alaea Harbor on a triple-decker catamaran with prime rib or mahi mahi, whales, music, and turtles.
“We had the perfect seats and everyone was so nice. Sunset was beautiful and we saw whales. Dinner was wonderful ribs were the best.”
2-hour Ma’alaea sunset dinner on the Quicksilver catamaran with a 3-course meal, live island music, and included drinks for $139.
“I missed signing up 2 kids thinking they are free already. Duh. The host was great and she made all the arrangements.”
Maui sunset dinner sail from Ka’anapali with open bar, buffet dinner, and a chance at humpback whales plus Moloka’i and Lanai views.
“Take lots of photos! Enjoy the scenic views of the island and watch a beautiful sunset spread vibrant colors across the island skies. Say hello to other passengers and spread some Aloha because you never know what you may learn about them and you leave with a full heart in addition to the buffet and…”
Ka'anapali luxury sunset dinner sail with open bar, local buffet, and a top-notch catamaran plus dolphin or whale luck.
“Super fun and peaceful. Pleasantly surprised that dinner was plentiful and delicious.”
A 2-hour Maui sunset catamaran sail from Ma’alaea with snacks, an open bar, and a real shot at humpback whales in winter.
“My family and I had a great time! The staff was very friendly and helpful. We caught a beautiful sunset along with some snacks and drinks.”
Sip craft cocktails on Maui’s 2-hour catamaran sunset sail from Maalaea Harbor, with snacks, live bartending, and optional pro photos.
“The boat and crew were great. Friendly, professional and fun. It was a great way to enjoy the sun&sea.”
Sail a 2-hour West Maui sunset on Gemini catamaran with an open bar and BBQ-style appetizers, plus trade-wind views of Molokai and Lanai.
Both islands, and every way to see them.
