Waikiki after dark has a lot going on — but it's also easy to end up wandering Kalakaua Avenue past the same hotel bars and tourist traps without finding something that actually feels worth your time. If you're looking for a night out that combines sports, live entertainment, real food, and strong drinks in one place, Skybox Taphouse covers all of it from 11 AM to 2 AM, seven nights a week.
Karaoke Every Night, 9 PM to 2 AM
Not just Fridays. Not just weekends. Skybox does karaoke every single night from 9 PM until close at 2 AM. The setup is legit — proper sound system, a big song library, and a crowd that's into it. It's one of the only places in Waikiki where you can do karaoke seven nights a week, and the vibe ranges from casual to full-on performances depending on who's in the building.
The best part is that it's not karaoke-only — you're in a full sports bar and restaurant. So if you're not singing, you're watching a game, eating, drinking, and enjoying the show. It's entertainment without commitment.
Trivia Wednesdays at 7 PM
Wednesday nights at Skybox mean trivia. Form a team, compete against other groups, and play for bragging rights and prizes. It's become a regular thing for locals and repeat visitors who want something more interactive than just sitting at a bar. The questions range from sports to pop culture to random knowledge, and the competitive energy is real without being too intense.
Trivia at 7 PM flows right into karaoke at 9 PM, so Wednesday night at Skybox is a full evening without needing to go anywhere else.
Live Sports After Dark
Hawaii's time zone means most mainland evening games happen during the afternoon here. But West Coast night games, international sports, and late-scheduled events still run into the evening hours. On 20+ TVs with sound for the big games, Skybox is where you go if there's something on and you want to watch with a crowd rather than alone in a hotel room.
The sports bar page has details on what Skybox covers — NFL, NBA, NHL, MLB, UFC, NCAA, Premier League, and more.
Late-Night Food Until 1 AM
One of the biggest problems with Waikiki nightlife is finding real food after 10 or 11 PM. Most restaurant kitchens close early. Skybox keeps the late-night menu running until 1 AM every night — hand-crafted pizzas, jumbo wings, Kalua pork sliders, fish tacos, loaded fries, cheese curds, and more.
Whether you're eating before going out, during karaoke, or as a midnight refuel after bar-hopping elsewhere, the kitchen is open when you need it.
Happy Hour to Start the Night
If your night starts early, happy hour at Skybox runs Monday through Friday, 3-6 PM. $5 domestic pints, $7 local Hawaiian drafts, and $11 signature cocktails (normally $16). Discounted pupus too. It's a solid way to kick off an evening without overspending, and plenty of people turn happy hour into dinner into karaoke without ever needing to leave.
The Drinks
The full bar menu runs until 2 AM. House-brewed Skybox Blonde and Hazy IPA on tap, local drafts from Kona Brewing, Maui Brewing, and Ola Brew, and 11 signature cocktails including the All Tai'd Up Mai Tai, Goddess Pele with habanero vodka, and the Overtime Buzz espresso martini. Spirit-free cocktails are available at $9 if you want something without the alcohol.
Mimosa towers ($55 for two bottles of champagne with juices) are popular for group celebrations and brunch events.
The Vibe
Skybox sits on the third-floor Grand Lanai of International Market Place, with open-air seating and views across Waikiki. At night, the open-air layout gives it an energy that enclosed bars don't have — you can feel the warm air, see the lights of Kalakaua Avenue, and hear the mix of sports commentary, music, and karaoke that makes Skybox what it is.
It's not a club. It's not a dive. It's a sports bar with a full restaurant, nightly entertainment, and a crowd that skews fun and social. Locals, visitors, families early in the evening, and a livelier scene as the night goes on.
Getting There
Skybox Taphouse is at 2330 Kalakaua Ave #302, third floor of International Market Place in Waikiki. Open daily 11 AM to 2 AM. Karaoke 9 PM to 2 AM nightly. Trivia Wednesdays at 7 PM. Walk-ins welcome, or save a table for groups.