6 Sunset Cruises in Oahu That Earn the Road Trip

1.Waikiki Signature Sunset Catamaran Sail

★★★★★★★★★★4.5 · 890 reviews · 1 hour 30 minutes (approx.) · from $89Our pick

Sail from Honolulu toward Diamond Head aboard a 53-foot catamaran for about 90 minutes. You’ll get a bento-style snack box, two alcoholic drinks, unlimited nonalcoholic beverages, and views of Waikiki at sunset. Crew members including Chris, Phil, and Keoni have been praised for friendly service and marine-life tips.

“It was a beautiful sunset views, and we saw a bunch of rainbow. It wasn’t the best, but the views were amazing.”

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2.BYOB Sunset Cruise off the Waikiki Coast

★★★★★★★★★★5.0 · 694 reviews · 1 hour 30 minutes (approx.) · from $44Best value

Bring a non-glass drink, settle into a boat for a 90-minute cruise from Kewalo Basin, and watch the sun set behind Waikiki Beach and Diamond Head. The crew provides ice, light snacks, water, and soft drinks. Captain Hollace and Tanner have earned praise for their easygoing service and local stories.

“This cruise was amazing. Very friendly and fun crew! Great views and it awesome music. Highly recommend!”

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3.Sunset Boat Cruise: Swim and Cruise Waikiki

★★★★★★★★★★4.5 · 533 reviews · 2 hours (approx.) · from $47

Cruise Waikiki Bay for about two hours aboard Pink Sails’ catamaran, with a planned ocean swim and sunset views toward Diamond Head. The crew may include Jamie, Peter, Lexie, Brian, or others. Snacks are included, drinks cost extra, and snorkeling gear is not provided.

“We had such a wonderful time on the Pink Sales Sunset Cruise! The views were absolutely beautiful, and the staff was so friendly and attentive. They served delicious drinks and even found the perfect spot for us to swim, which made the experience even more special. A relaxing, fun, and memorable evening—I would highly recommend it!”

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4.Waikiki Sunset Catamaran Sail and Swim

★★★★★★★★★★4.7 · 519 reviews · from $44

Spend two hours off Waikiki with Pink Sails Waikiki, watching the sunset, Diamond Head, and city lights from the water. You can jump in for a sunset swim or stay aboard. English-speaking crew members such as Jaime, Alex, Peter, and Morgan are known for friendly help, photos, and good humor. Boat assignments can change with weather and availability.

“My family and I had an amazing time. We loved every moment of it. Although we didn't get to see any sea turtles liked we'd had hoped. it's a great excursion be sure to try it out!”

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5.Waikiki Glass Bottom Boat Sunset Cruise

★★★★★★★★★★4.6 · 518 reviews · 1h 30m · from $60

Sail from Honolulu toward Diamond Head aboard the 50-foot Haleiwa Queen. The English-speaking crew, including often-praised hosts Courtney, Tristan, Jim, and Lorenzo, share local stories as Waikiki fades into sunset. Bring food and drinks, including alcohol, and expect city views more than glass-bottom viewing at this hour.

“This was a great late afternoon out on the water overlooking Waikiki. Good value for money and enough time to capture images of the Sunset and the city from an Ocean distance!”

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6.Waikiki Sunset Catamaran Cocktail Cruise

★★★★★★★★★★4.7 · 348 reviews · 1h 30m · from $99

Sail from Kewalo Basin Harbor aboard the Hanu Lani for 90 minutes of Waikīkī coastline views, sunset color, tropical cocktails, beer, wine, snacks, and easygoing music. You get shaded and open-air seating, restrooms, and an English-speaking crew. Arrive early for parking and request vegetarian or gluten-free food at least 24 hours ahead.

“Everything was amazing! Captain Nick and the crew had amazing energy. The excursion wasn’t overbooked so it felt very intimate. Honestly I’d avoid alcohol if you get seasick easily, but the crew provided essential oils for motion sickness and let us sit in the back to help. I will book with this company every time I come back to Oahu.”

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