OAHU · HAWAII
Oahu’s best days out.
The 15 most popular evening experiences on Oahu. What each one is really like on the day, what it costs and who runs it.
Sail Waikiki at sunset on Moana with premium cocktails, Diamond Head views, and possible dolphins or humpback whales (Nov–May).
Most Popular“A really wonderful expierence, we did the VIP which we liked to board early and get the free drinks included. Lovely hosts and weather was amazing!”
Sunset dinner cruise from Waikiki with Diamond Head views, a 5-course lobster-and-steak meal, live music, and a Hawaiian show.
“The lobster was super fishy and overcooked. The steak was really good, but the potatoes were super dry. All in all we had a good time because the entertainment was good and the couples next to us were super nice. But dont go expecting 3 star food or 3 star service. And they don't tell…”
Sail past Waikiki and Diamond Head on a 2-hour Honolulu sunset dinner cruise with fresh onboard dinner, soda and water, plus BYOB.
“I received multiple emails and text messages from Viator about this event. All communication directed me to 1009 Ala Moana Blvd. We arrived 45 minutes before the event, only to find the tour company was no longer operating at that address. I contacted Viator and they were unable to contact anyone at this company. I…”
90-minute Waikiki–Diamond Head sunset catamaran with bento snacks, two drink tickets, unlimited soda/tea, and a prime Diamond Head turnaround.
“Great experience! Staff were very nice and fun! Amazing sunset cruise! Must try in hawaii! Highly recommended!”
Cruise Waikiki sunset on a 40-foot catamaran with pupus, refreshments, BYOB for adults, and Diamond Head views.
“My husband and I went on this sail to celebrate our anniversary, and it turned out to be such a memorable experience. We were a little nervous at first because it was raining and overcast, but the crew reassured us it would clear up—and it did! We’re so glad we didn’t cancel. Krash made the…”
BYOB Waikiki sunset cruise with Diamond Head views, snacks included, and a relaxed 90-minute sail for up to 40.
“The crew was amazing! Hollace the Captain and Tanner were so much fun to hang out with for a couple hours. BYOB is the way to go if you don’t drink or are not into sugary drinks and WOW the price was phenomenal!! However, our sunset was priceless…. 😂”
Honolulu Pacific Star sunset dinner cruise with a Pacific Rim buffet, live show, panoramic decks, and a signature mai tai.
“Such a great alternative to a Luaa. An experience with good food, entertainment, sunset, and scenery on a boat. We loved it.”
A Friday-night Waikiki catamaran cruise with music, a cash bar, and great views of Diamond Head and the weekly fireworks.
“The best! Way to spend a few hours on Friday night in waikiki. Perfect for partners and/ or families.”
Waikiki sunset cocktail sail on the Holokai Catamaran with an open bar, Holokai Hooch, and top views of Oahu for 1.5 hours.
“This was an excellent activity you should definitely do when in Waikiki. The hooch is delicious, the sights are breathtaking and just an over all great experience.”
A 2-hour Waikiki sunset cruise with included snacks, a real ocean swim, and great crew energy on a small catamaran—$47.60.
“Been on sunset cruises before, swimming option was great for teenagers in our family, kept them from getting bored.”
Waikiki sunset cruise on a 50-foot catamaran past Diamond Head, with local stories, skyline views, and BYO snacks. 90 minutes.
“Very relaxing and enjoyable. The only thing I didn’t like was how rowdy the other guests were”
Sail off Waikiki at sunset on Ke Kai, with open drinks and Diamond Head views. Easy walk-on from the beach, 90 minutes.
“What can I say? This boat ride was EVERYTHING and more! Kyle, Johnny, and Justin made sure everyone felt welcomed and included throughout the whole time. I beat cancer last year, and for them to go above and beyond to make me feel special was life-changing. Justin driving the boat was phenomenal! Don’t waste anytime…”
Sail a Waikiki sunset on a pink-sailed catamaran with a swim near Diamond Head for about $49 per person.
“Wonderful. My family loved it, and I did as well. Highly recommend”
Premier Waikiki sunset party cruise with live DJ, synced lights, full bar, and possible dolphin and green sea turtle sightings.
“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.”
Cruise Waikiki at sunset for a 3-course dinner and Friday fireworks by Hilton. BYOB, open-deck views, and a smooth night out.
“Cancelled on us last minute at 5:30 without any warning”
Waikiki to the North Shore, and the whole loop in between.
