OAHU
Oahu’s best days out.
The 15 most popular evening experiences on Oahu right now. The ones worth putting on the itinerary, with what each costs, how long it runs and who you book with.
Moana’s 2-hour Waikiki sunset cocktail sail from Kewalo Harbor with Diamond Head views, dolphins, and winter humpbacks.
Most Popular“Viator had to cancel our event due to wind and possible rain. They notified us in plenty of time and issued a refund right away.”
5-course dinner cruise from Waikiki with Diamond Head views, live music, and a Hawaii culture show, plus hotel pickup options.
“We were on the SOH 3 years ago, & have to say we enjoyed that experience much more. For as expensive as it is, there needs to be more servers to clear & deliver food & beverages. Some people around us got dinner only 30 minutes before the show & departure. Our table was constantly…”
Honolulu sunset dinner cruise with a freshly cooked meal onboard, Waikiki and Diamond Head views, and an upper-deck tiki bar. BYOB.
“It was terrible. They canceled our reservation that we made a month in advance to go to a sunset dinner and they canceled it like three hours before we could’ve chosen so many other things and now you have the nerve to send me a review. It was terrible, terrible terrible with the T the…”
1.5-hour Waikiki-to-Diamond Head sunset catamaran with two drinks, a bento snack box, unlimited non-alcoholic beverages, and great views.
“We booked this trip last minute and are so glad that we did! The sunset was beautiful and so relaxing to see it from the boat. The charcuterie boxes and cocktails were great and the crew were absolutely lovely. A perfect little trip on the first leg of our honeymoon! Highly recommend ⭐️”
A 2-hour Waikiki sunset catamaran with Diamond Head views, complimentary pupus, and BYOB options for a calm break from beach crowds.
“It was an awesome experience to sail with Crush and the crew. The food and drinks that we were served was more than I expected and was really good and perfect for the ride. Crush, who was navigating the boat, has a dog and I had fun petting her. Crush also gave us information about…”
BYOB Waikiki sunset cruise with Diamond Head views, light snacks, and a small-boat feel from Kewalo Basin. $44, about 1.5 hours.
“This was an amazing sunset tour. The staff was so much fun. I would highly recommend it!!! They made it a very personable trip and made sure we all got excellent pictures of the sunset!”
Honolulu sunset dinner cruise from Waikiki with Pacific Rim buffet, live entertainment, and panoramic deck views of Oahu’s coast.
“Not worth the money. Buffet was nothing special. Desert was good. Mai tai was terrible. Seating was tight. Ship was old, entertainment consisted of two males and one female performers that changed outfits three times. Only a section of the boat could see them. I’ve been on two other cruises at Maui that were a…”
Waikiki Friday night fireworks catamaran cruise from Ala Wai Yacht Harbor. Diamond Head views, music, cash bar, snacks. 1h45.
“Boat crew was great! Very helpful and gave great information. Boat ride got a little bumpy and the crew was great about giving information to make you feel comfortable. Fireworks show was very underwhelming and disappointing.”
Waikiki sunset sail on the Holokai Catamaran with an open bar, Maui Brewing beer, and a social crew on Oahu’s water.
“A great time!!! Ryan and the crew were amazing hosts! Drinks were good and kept flowing. Kevin was a good bartender. We saw a WHALE!!”
2-hour Waikiki sunset cruise with included snacks and a swim stop from a catamaran. Drinks cost extra, and no snorkel gear.
“I am rewriting this review because my first attempt got lost when I navigated away to look for photos to add. This time there will be no photos, as I don't know how to not have the same thing happen again. My trip with Pink Sails was on November 19, 2025. I think the trip…”
Sail a 50-foot catamaran from Ala Moana through Waikiki views to Diamond Head at sunset, with live crew stories and BYO snacks.
“Really enjoyable although too late in the day to see any fish. However, it was lovely just sailing around Waikiki Bay hearing about Honolulu history and culture. The two young men running the show were well informed and interesting to talk to.”
Waikiki sunset catamaran sail with drinks, music, and Diamond Head views. 1.5 hours from Ke Kai Beachfront with a lively crew.
“Perfect quick sunset trip! The entire team was fantastic, such a good vibe! Music could have been more top 40, hip hop/rap for the group on this boat but really didn't matter!”
Sail a pink-sailed catamaran into Waikiki’s sunset, swim in the Pacific, and watch Diamond Head glow as the shoreline turns on.
“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”
Premier Waikiki sunset party cruise with live DJ, full bar, and golden-hour views of Diamond Head, plus a chance to spot dolphins and turtles.
“Great staff. Reasonable drinks. Wrong kind of boat. Nice two level fishing boat but narrow and rough in water as opposed to a wider pontoon or yacht style.”
A 2.5-hour Waikiki sunset dinner cruise with a 3-course onboard meal and a prime Friday fireworks view from the water.
“Do not book; They canceled last minute did not receive a refund for it at all. Don’t waste your time or money!!”
From Waikiki to the North Shore, and every way to spend a day on the island.
